diff --git a/extensions/brave/src/brave-web-search-provider.runtime.ts b/extensions/brave/src/brave-web-search-provider.runtime.ts
index 9248dbfd296d..bd8abada80b6 100644
--- a/extensions/brave/src/brave-web-search-provider.runtime.ts
+++ b/extensions/brave/src/brave-web-search-provider.runtime.ts
@@ -206,6 +206,7 @@ async function runBraveJsonRequest<T>(
     apiKey: string;
     timeoutSeconds: number;
     diagnostics?: BraveHttpDiagnostics;
+    signal?: AbortSignal;
     configureUrl: (url: URL) => void;
   },
   errorLabel: string,
@@ -228,6 +229,7 @@ async function runBraveJsonRequest<T>(
     {
       url: url.toString(),
       timeoutSeconds: params.timeoutSeconds,
+      signal: params.signal,
       init: {
         method: "GET",
         headers: {
@@ -256,6 +258,7 @@ async function runBraveLlmContextSearch(params: {
   apiKey: string;
   timeoutSeconds: number;
   diagnostics?: BraveHttpDiagnostics;
+  signal?: AbortSignal;
   country?: string;
   search_lang?: string;
   freshness?: string;
@@ -279,6 +282,7 @@ async function runBraveLlmContextSearch(params: {
       apiKey: params.apiKey,
       timeoutSeconds: params.timeoutSeconds,
       diagnostics: params.diagnostics,
+      signal: params.signal,
       configureUrl: (url) => {
         setBraveSearchUrlParams(url, params);
       },
@@ -296,6 +300,7 @@ async function runBraveWebSearch(params: {
   apiKey: string;
   timeoutSeconds: number;
   diagnostics?: BraveHttpDiagnostics;
+  signal?: AbortSignal;
   country?: string;
   search_lang?: string;
   ui_lang?: string;
@@ -312,6 +317,7 @@ async function runBraveWebSearch(params: {
       apiKey: params.apiKey,
       timeoutSeconds: params.timeoutSeconds,
       diagnostics: params.diagnostics,
+      signal: params.signal,
       configureUrl: (url) => {
         setBraveSearchUrlParams(url, {
           ...params,
@@ -346,6 +352,7 @@ export async function executeBraveSearch(
   searchConfig?: SearchConfigRecord,
   options?: {
     diagnosticsEnabled?: boolean;
+    signal?: AbortSignal;
   },
 ): Promise<Record<string, unknown>> {
   const apiKey = resolveBraveApiKey(searchConfig);
@@ -485,12 +492,14 @@ export async function executeBraveSearch(
       apiKey,
       timeoutSeconds,
       diagnostics,
+      signal: options?.signal,
       country: country ?? undefined,
       search_lang: normalizedLanguage.search_lang,
       freshness,
       dateAfter,
       dateBefore,
     });
+    options?.signal?.throwIfAborted();
     const payload = {
       query,
       provider: "brave",
@@ -530,6 +539,7 @@ export async function executeBraveSearch(
     apiKey,
     timeoutSeconds,
     diagnostics,
+    signal: options?.signal,
     country: country ?? undefined,
     search_lang: normalizedLanguage.search_lang,
     ui_lang: normalizedLanguage.ui_lang,
@@ -537,6 +547,7 @@ export async function executeBraveSearch(
     dateAfter,
     dateBefore,
   });
+  options?.signal?.throwIfAborted();
   const payload = {
     query,
     provider: "brave",
diff --git a/extensions/brave/src/brave-web-search-provider.test.ts b/extensions/brave/src/brave-web-search-provider.test.ts
index e1920546706b..2a80140157bc 100644
--- a/extensions/brave/src/brave-web-search-provider.test.ts
+++ b/extensions/brave/src/brave-web-search-provider.test.ts
@@ -182,6 +182,52 @@ describe("brave web search provider", () => {
     });
   });
 
+  it.each(["web", "llm-context"] as const)(
+    "does not start an already canceled %s search",
+    async (mode) => {
+      const fetchMock = vi.fn(async () => emptyWebSearchResponse());
+      global.fetch = fetchMock as typeof global.fetch;
+      const tool = createBraveTool({ webSearch: { apiKey: "brave-test-key", mode } });
+      const controller = new AbortController();
+      controller.abort(new Error("Brave caller canceled"));
+
+      await expect(
+        tool.execute({ query: `brave pre-canceled ${mode}` }, { signal: controller.signal }),
+      ).rejects.toThrow("Brave caller canceled");
+      expect(fetchMock).not.toHaveBeenCalled();
+    },
+  );
+
+  it.each(["web", "llm-context"] as const)(
+    "aborts an in-flight %s request with the caller's reason",
+    async (mode) => {
+      const fetchMock = vi.fn(
+        async (_url: string, init?: RequestInit) =>
+          await new Promise<Response>((_resolve, reject) => {
+            const signal = init?.signal;
+            if (!signal) {
+              reject(new Error("Brave request lost caller cancellation"));
+              return;
+            }
+            signal.addEventListener("abort", () => reject(signal.reason as Error), { once: true });
+          }),
+      );
+      global.fetch = fetchMock as typeof global.fetch;
+      const tool = createBraveTool({ webSearch: { apiKey: "brave-test-key", mode } });
+      const controller = new AbortController();
+      const result = tool.execute(
+        { query: `brave in-flight cancellation ${mode}` },
+        { signal: controller.signal },
+      );
+
+      await vi.waitFor(() => expect(fetchMock).toHaveBeenCalledOnce());
+      controller.abort(new Error("Brave request canceled in flight"));
+
+      await expect(result).rejects.toThrow("Brave request canceled in flight");
+      expect(fetchMock.mock.calls[0]?.[1]?.signal?.aborted).toBe(true);
+    },
+  );
+
   it("normalizes brave language parameters and swaps reversed ui/search inputs", () => {
     expect(
       testing.normalizeBraveLanguageParams({
diff --git a/extensions/brave/src/brave-web-search-provider.ts b/extensions/brave/src/brave-web-search-provider.ts
index cb9548299d7b..619b3243cec4 100644
--- a/extensions/brave/src/brave-web-search-provider.ts
+++ b/extensions/brave/src/brave-web-search-provider.ts
@@ -82,9 +82,13 @@ function createBraveToolDefinition(
         ? "Search the web using Brave Search LLM Context API. Returns pre-extracted page content (text chunks, tables, code blocks) optimized for LLM grounding."
         : "Search the web using Brave Search API. Supports region-specific and localized search via country and language parameters. Returns titles, URLs, and snippets for fast research.",
     parameters: BraveSearchSchema,
-    execute: async (args) => {
+    execute: async (args, context) => {
+      context?.signal?.throwIfAborted();
       const { executeBraveSearch } = await loadBraveWebSearchRuntime();
-      return await executeBraveSearch(args, searchConfig, { diagnosticsEnabled });
+      return await executeBraveSearch(args, searchConfig, {
+        diagnosticsEnabled,
+        signal: context?.signal,
+      });
     },
   };
 }
diff --git a/extensions/duckduckgo/src/ddg-client.ts b/extensions/duckduckgo/src/ddg-client.ts
index f5d484c66511..6a907750d789 100644
--- a/extensions/duckduckgo/src/ddg-client.ts
+++ b/extensions/duckduckgo/src/ddg-client.ts
@@ -126,6 +126,7 @@ export async function runDuckDuckGoSearch(params: {
   safeSearch?: DdgSafeSearch;
   timeoutSeconds?: number;
   cacheTtlMinutes?: number;
+  signal?: AbortSignal;
 }): Promise<Record<string, unknown>> {
   const count = resolveSearchCount(params.count, DEFAULT_SEARCH_COUNT);
   const region = params.region ?? resolveDdgRegion(params.config);
@@ -163,6 +164,7 @@ export async function runDuckDuckGoSearch(params: {
     {
       url: url.toString(),
       timeoutSeconds,
+      signal: params.signal,
       init: {
         method: "GET",
         headers: {
@@ -187,6 +189,7 @@ export async function runDuckDuckGoSearch(params: {
     },
   );
 
+  params.signal?.throwIfAborted();
   const payload = {
     query: params.query,
     provider: "duckduckgo",
diff --git a/extensions/duckduckgo/src/ddg-search-provider.test.ts b/extensions/duckduckgo/src/ddg-search-provider.test.ts
index 53ab34d503d0..0451c9592bfb 100644
--- a/extensions/duckduckgo/src/ddg-search-provider.test.ts
+++ b/extensions/duckduckgo/src/ddg-search-provider.test.ts
@@ -15,6 +15,7 @@ vi.mock("./ddg-client.js", () => ({
 describe("duckduckgo web search provider", () => {
   let createDuckDuckGoWebSearchProvider: typeof import("./ddg-search-provider.js").createDuckDuckGoWebSearchProvider;
   let ddgClientTesting: typeof import("./ddg-client.js").testing;
+  let runActualDuckDuckGoSearch: typeof import("./ddg-client.js").runDuckDuckGoSearch;
 
   afterAll(() => {
     vi.doUnmock("./ddg-client.js");
@@ -23,7 +24,7 @@ describe("duckduckgo web search provider", () => {
 
   beforeAll(async () => {
     ({ createDuckDuckGoWebSearchProvider } = await import("./ddg-search-provider.js"));
-    ({ testing: ddgClientTesting } =
+    ({ testing: ddgClientTesting, runDuckDuckGoSearch: runActualDuckDuckGoSearch } =
       await vi.importActual<typeof import("./ddg-client.js")>("./ddg-client.js"));
     await import("../index.js");
   });
@@ -105,6 +106,66 @@ describe("duckduckgo web search provider", () => {
     expect(runDuckDuckGoSearch).not.toHaveBeenCalled();
   });
 
+  it("forwards caller cancellation without starting an already canceled search", async () => {
+    const tool = createDuckDuckGoWebSearchProvider().createTool({ config: {} });
+    if (!tool) {
+      throw new Error("Expected tool definition");
+    }
+    const active = new AbortController();
+
+    await tool.execute({ query: "duckduckgo cancellation forwarding" }, { signal: active.signal });
+
+    expect(runDuckDuckGoSearch).toHaveBeenCalledWith(
+      expect.objectContaining({ signal: active.signal }),
+    );
+    runDuckDuckGoSearch.mockClear();
+    const canceled = new AbortController();
+    canceled.abort(new Error("DuckDuckGo caller canceled"));
+
+    await expect(
+      tool.execute({ query: "duckduckgo pre-canceled" }, { signal: canceled.signal }),
+    ).rejects.toThrow("DuckDuckGo caller canceled");
+    expect(runDuckDuckGoSearch).not.toHaveBeenCalled();
+  });
+
+  it("aborts an in-flight DuckDuckGo request without caching its result", async () => {
+    const fetchMock = vi.spyOn(globalThis, "fetch").mockImplementation(
+      async (_url, init) =>
+        await new Promise<Response>((_resolve, reject) => {
+          if (!init?.signal) {
+            reject(new Error("DuckDuckGo request lost caller cancellation"));
+            return;
+          }
+          init.signal.addEventListener("abort", () => reject(init.signal?.reason as Error), {
+            once: true,
+          });
+        }),
+    );
+    const controller = new AbortController();
+    const result = runActualDuckDuckGoSearch({
+      query: "duckduckgo in-flight cancellation",
+      signal: controller.signal,
+    });
+
+    try {
+      await vi.waitFor(() => expect(fetchMock).toHaveBeenCalledOnce());
+      controller.abort(new Error("DuckDuckGo request canceled in flight"));
+      await expect(result).rejects.toThrow("DuckDuckGo request canceled in flight");
+      expect(fetchMock.mock.calls[0]?.[1]?.signal?.aborted).toBe(true);
+      fetchMock.mockResolvedValueOnce(
+        new Response('<a class="result__a" href="https://example.com">Example</a>', {
+          headers: { "content-type": "text/html" },
+        }),
+      );
+
+      await runActualDuckDuckGoSearch({ query: "duckduckgo in-flight cancellation" });
+
+      expect(fetchMock).toHaveBeenCalledTimes(2);
+    } finally {
+      fetchMock.mockRestore();
+    }
+  });
+
   it("bounds successful DuckDuckGo HTML bodies without using response.text()", async () => {
     const streamed = createStreamingResponse({
       chunkCount: 32,
diff --git a/extensions/duckduckgo/src/ddg-search-provider.ts b/extensions/duckduckgo/src/ddg-search-provider.ts
index df0b4157cd80..81239a9e0012 100644
--- a/extensions/duckduckgo/src/ddg-search-provider.ts
+++ b/extensions/duckduckgo/src/ddg-search-provider.ts
@@ -35,7 +35,8 @@ export function createDuckDuckGoWebSearchProvider(): WebSearchProviderPlugin {
       description:
         "Search the web using DuckDuckGo. Returns titles, URLs, and snippets with no API key required.",
       parameters: DuckDuckGoSearchSchema,
-      execute: async (args) => {
+      execute: async (args, context) => {
+        context?.signal?.throwIfAborted();
         const { runDuckDuckGoSearch } = await loadDuckDuckGoClientModule();
         return await runDuckDuckGoSearch({
           config: ctx.config,
@@ -50,6 +51,7 @@ export function createDuckDuckGoWebSearchProvider(): WebSearchProviderPlugin {
             | "moderate"
             | "off"
             | undefined,
+          ...(context?.signal ? { signal: context.signal } : {}),
         });
       },
     }),
diff --git a/extensions/exa/src/exa-web-search-provider.runtime.ts b/extensions/exa/src/exa-web-search-provider.runtime.ts
index 9c25cf2f8c7c..1245230bef28 100644
--- a/extensions/exa/src/exa-web-search-provider.runtime.ts
+++ b/extensions/exa/src/exa-web-search-provider.runtime.ts
@@ -392,6 +392,7 @@ async function runExaSearch(params: {
   type: ExaSearchType;
   contents?: ExaContentsArgs;
   timeoutSeconds: number;
+  signal?: AbortSignal;
 }): Promise<ExaSearchResult[]> {
   const body: Record<string, unknown> = {
     query: params.query,
@@ -413,6 +414,7 @@ async function runExaSearch(params: {
     {
       url: params.endpoint,
       timeoutSeconds: params.timeoutSeconds,
+      signal: params.signal,
       init: {
         method: "POST",
         headers: {
@@ -471,6 +473,7 @@ function buildExaCacheKey(params: {
 export async function executeExaWebSearchProviderTool(
   ctx: { config?: Record<string, unknown>; searchConfig?: SearchConfigRecord },
   args: Record<string, unknown>,
+  signal?: AbortSignal,
 ): Promise<Record<string, unknown>> {
   const searchConfig = mergeScopedSearchConfig(
     ctx.searchConfig,
@@ -570,8 +573,10 @@ export async function executeExaWebSearchProviderTool(
     type,
     contents,
     timeoutSeconds: resolveSearchTimeoutSeconds(searchConfig),
+    signal,
   });
 
+  signal?.throwIfAborted();
   const payload = {
     query,
     provider: "exa",
diff --git a/extensions/exa/src/exa-web-search-provider.test.ts b/extensions/exa/src/exa-web-search-provider.test.ts
index 9c11e36b7b35..a0703ae02c49 100644
--- a/extensions/exa/src/exa-web-search-provider.test.ts
+++ b/extensions/exa/src/exa-web-search-provider.test.ts
@@ -54,6 +54,73 @@ function streamingJsonResponse(params: { chunkCount: number; chunkSize: number }
 }
 
 describe("exa web search provider", () => {
+  it("does not send or cache an already canceled search", async () => {
+    const fetchMock = vi.spyOn(globalThis, "fetch").mockResolvedValue(
+      new Response(JSON.stringify({ results: [] }), {
+        status: 200,
+        headers: { "content-type": "application/json" },
+      }),
+    );
+    const tool = createExaWebSearchProvider().createTool({
+      config: {
+        plugins: { entries: { exa: { config: { webSearch: { apiKey: "exa-test-key" } } } } },
+      },
+      searchConfig: {},
+    });
+    if (!tool) {
+      throw new Error("Expected tool definition");
+    }
+    const controller = new AbortController();
+    controller.abort(new Error("Exa caller canceled"));
+
+    try {
+      await expect(
+        tool.execute({ query: "exa pre-canceled" }, { signal: controller.signal }),
+      ).rejects.toThrow("Exa caller canceled");
+      expect(fetchMock).not.toHaveBeenCalled();
+    } finally {
+      fetchMock.mockRestore();
+    }
+  });
+
+  it("aborts the guarded Exa request without losing the caller's reason", async () => {
+    const fetchMock = vi.spyOn(globalThis, "fetch").mockImplementation(
+      async (_url, init) =>
+        await new Promise<Response>((_resolve, reject) => {
+          if (!init?.signal) {
+            reject(new Error("Exa request lost caller cancellation"));
+            return;
+          }
+          init.signal.addEventListener("abort", () => reject(init.signal?.reason as Error), {
+            once: true,
+          });
+        }),
+    );
+    const tool = createExaWebSearchProvider().createTool({
+      config: {
+        plugins: { entries: { exa: { config: { webSearch: { apiKey: "exa-test-key" } } } } },
+      },
+      searchConfig: {},
+    });
+    if (!tool) {
+      throw new Error("Expected tool definition");
+    }
+    const controller = new AbortController();
+    const result = tool.execute(
+      { query: "exa in-flight cancellation" },
+      { signal: controller.signal },
+    );
+
+    try {
+      await vi.waitFor(() => expect(fetchMock).toHaveBeenCalledOnce());
+      controller.abort(new Error("Exa request canceled in flight"));
+      await expect(result).rejects.toThrow("Exa request canceled in flight");
+      expect(fetchMock.mock.calls[0]?.[1]?.signal?.aborted).toBe(true);
+    } finally {
+      fetchMock.mockRestore();
+    }
+  });
+
   it("exposes the expected metadata and selection wiring", () => {
     const provider = createExaWebSearchProvider();
     if (!provider.applySelectionConfig) {
diff --git a/extensions/exa/src/exa-web-search-provider.ts b/extensions/exa/src/exa-web-search-provider.ts
index 195a75c3f3d2..7c7966f058f2 100644
--- a/extensions/exa/src/exa-web-search-provider.ts
+++ b/extensions/exa/src/exa-web-search-provider.ts
@@ -67,9 +67,10 @@ export function createExaWebSearchProvider(): WebSearchProviderPlugin {
       description:
         "Search the web using Exa AI. Supports neural or keyword search, publication date filters, and optional highlights or text extraction.",
       parameters: ExaSearchSchema,
-      execute: async (args) => {
+      execute: async (args, context) => {
+        context?.signal?.throwIfAborted();
         const { executeExaWebSearchProviderTool } = await loadExaWebSearchRuntime();
-        return await executeExaWebSearchProviderTool(ctx, args);
+        return await executeExaWebSearchProviderTool(ctx, args, context?.signal);
       },
     }),
   };
diff --git a/extensions/minimax/src/minimax-web-search-provider.runtime.ts b/extensions/minimax/src/minimax-web-search-provider.runtime.ts
index bf3d70f2d9a7..c900c79680af 100644
--- a/extensions/minimax/src/minimax-web-search-provider.runtime.ts
+++ b/extensions/minimax/src/minimax-web-search-provider.runtime.ts
@@ -127,6 +127,7 @@ async function runMiniMaxSearch(params: {
   apiKey: string;
   endpoint: string;
   timeoutSeconds: number;
+  signal?: AbortSignal;
 }): Promise<{
   results: Array<Record<string, unknown>>;
   relatedSearches?: string[];
@@ -135,6 +136,7 @@ async function runMiniMaxSearch(params: {
     {
       url: params.endpoint,
       timeoutSeconds: params.timeoutSeconds,
+      signal: params.signal,
       init: {
         method: "POST",
         headers: {
@@ -202,6 +204,7 @@ function missingMiniMaxKeyPayload() {
 export async function executeMiniMaxWebSearchProviderTool(
   ctx: { config?: Record<string, unknown>; searchConfig?: SearchConfigRecord },
   args: Record<string, unknown>,
+  signal?: AbortSignal,
 ): Promise<Record<string, unknown>> {
   const searchConfig = mergeScopedSearchConfig(
     ctx.searchConfig,
@@ -244,8 +247,10 @@ export async function executeMiniMaxWebSearchProviderTool(
     apiKey,
     endpoint,
     timeoutSeconds,
+    signal,
   });
 
+  signal?.throwIfAborted();
   const payload: Record<string, unknown> = {
     query,
     provider: "minimax",
diff --git a/extensions/minimax/src/minimax-web-search-provider.test.ts b/extensions/minimax/src/minimax-web-search-provider.test.ts
index 2efa66b2f768..85bb6ff64b13 100644
--- a/extensions/minimax/src/minimax-web-search-provider.test.ts
+++ b/extensions/minimax/src/minimax-web-search-provider.test.ts
@@ -1,6 +1,7 @@
 // Minimax tests cover minimax web search provider plugin behavior.
-import { afterEach, beforeEach, describe, expect, it } from "vitest";
+import { afterEach, beforeEach, describe, expect, it, vi } from "vitest";
 import { minimaxWebSearchTesting } from "../test-api.js";
+import { createMiniMaxWebSearchProvider } from "./minimax-web-search-provider.js";
 
 const {
   MINIMAX_SEARCH_ENDPOINT_GLOBAL,
@@ -42,6 +43,77 @@ describe("minimax web search provider", () => {
     restoreEnvValue("MINIMAX_API_KEY", originalApiKey);
   });
 
+  it("does not send an already canceled MiniMax search", async () => {
+    const fetchMock = vi.spyOn(globalThis, "fetch").mockResolvedValue(
+      new Response(JSON.stringify({ organic: [], base_resp: { status_code: 0 } }), {
+        status: 200,
+        headers: { "content-type": "application/json" },
+      }),
+    );
+    const tool = createMiniMaxWebSearchProvider().createTool({
+      config: {
+        plugins: {
+          entries: { minimax: { config: { webSearch: { apiKey: "minimax-test-key" } } } },
+        },
+      },
+      searchConfig: {},
+    });
+    if (!tool) {
+      throw new Error("Expected tool definition");
+    }
+    const controller = new AbortController();
+    controller.abort(new Error("MiniMax caller canceled"));
+
+    try {
+      await expect(
+        tool.execute({ query: "minimax pre-canceled" }, { signal: controller.signal }),
+      ).rejects.toThrow("MiniMax caller canceled");
+      expect(fetchMock).not.toHaveBeenCalled();
+    } finally {
+      fetchMock.mockRestore();
+    }
+  });
+
+  it("aborts the guarded MiniMax request with the caller's reason", async () => {
+    const fetchMock = vi.spyOn(globalThis, "fetch").mockImplementation(
+      async (_url, init) =>
+        await new Promise<Response>((_resolve, reject) => {
+          if (!init?.signal) {
+            reject(new Error("MiniMax request lost caller cancellation"));
+            return;
+          }
+          init.signal.addEventListener("abort", () => reject(init.signal?.reason as Error), {
+            once: true,
+          });
+        }),
+    );
+    const tool = createMiniMaxWebSearchProvider().createTool({
+      config: {
+        plugins: {
+          entries: { minimax: { config: { webSearch: { apiKey: "minimax-test-key" } } } },
+        },
+      },
+      searchConfig: {},
+    });
+    if (!tool) {
+      throw new Error("Expected tool definition");
+    }
+    const controller = new AbortController();
+    const result = tool.execute(
+      { query: "minimax in-flight cancellation" },
+      { signal: controller.signal },
+    );
+
+    try {
+      await vi.waitFor(() => expect(fetchMock).toHaveBeenCalledOnce());
+      controller.abort(new Error("MiniMax request canceled in flight"));
+      await expect(result).rejects.toThrow("MiniMax request canceled in flight");
+      expect(fetchMock.mock.calls[0]?.[1]?.signal?.aborted).toBe(true);
+    } finally {
+      fetchMock.mockRestore();
+    }
+  });
+
   describe("resolveMiniMaxRegion", () => {
     it("returns global by default", () => {
       expect(resolveMiniMaxRegion()).toBe("global");
diff --git a/extensions/minimax/src/minimax-web-search-provider.ts b/extensions/minimax/src/minimax-web-search-provider.ts
index 69bcbdd218f8..104ad551aebe 100644
--- a/extensions/minimax/src/minimax-web-search-provider.ts
+++ b/extensions/minimax/src/minimax-web-search-provider.ts
@@ -52,9 +52,10 @@ export function createMiniMaxWebSearchProvider(): WebSearchProviderPlugin {
       description:
         "Search the web using MiniMax Search API. Returns titles, URLs, snippets, and related search suggestions.",
       parameters: MiniMaxSearchSchema,
-      execute: async (args) => {
+      execute: async (args, context) => {
+        context?.signal?.throwIfAborted();
         const { executeMiniMaxWebSearchProviderTool } = await loadMiniMaxWebSearchRuntime();
-        return await executeMiniMaxWebSearchProviderTool(ctx, args);
+        return await executeMiniMaxWebSearchProviderTool(ctx, args, context?.signal);
       },
     }),
   };
diff --git a/extensions/ollama/src/web-search-provider.test.ts b/extensions/ollama/src/web-search-provider.test.ts
index a28756a22d8c..5e337c760c3f 100644
--- a/extensions/ollama/src/web-search-provider.test.ts
+++ b/extensions/ollama/src/web-search-provider.test.ts
@@ -116,6 +116,7 @@ async function runOllamaWebSearch(
 
 type GuardedRequest = {
   url: string;
+  signal?: AbortSignal;
   init: {
     method: string;
     headers: Record<string, string>;
@@ -227,6 +228,35 @@ describe("ollama web search provider", () => {
     expect(fetchRequest().url).toBe("http://ollama.local:11434/api/experimental/web_search");
   });
 
+  it("passes caller cancellation to the guard without replacing its owned timeout", async () => {
+    mockSuccessfulSearchResponse();
+    const tool = createOllamaWebSearchProvider().createTool({ config: createOllamaConfig() });
+    if (!tool) {
+      throw new Error("Expected tool definition");
+    }
+    const controller = new AbortController();
+
+    await tool.execute({ query: "ollama active cancellation" }, { signal: controller.signal });
+
+    expect(fetchRequest().signal).toBe(controller.signal);
+    expect(fetchRequest().init.signal).toBeUndefined();
+  });
+
+  it("does not start fallback attempts after caller cancellation", async () => {
+    mockSuccessfulSearchResponse();
+    const tool = createOllamaWebSearchProvider().createTool({ config: createOllamaConfig() });
+    if (!tool) {
+      throw new Error("Expected tool definition");
+    }
+    const controller = new AbortController();
+    controller.abort(new Error("Ollama caller canceled"));
+
+    await expect(
+      tool.execute({ query: "ollama pre-canceled" }, { signal: controller.signal }),
+    ).rejects.toThrow("Ollama caller canceled");
+    expect(fetchWithSsrFGuardMock).not.toHaveBeenCalled();
+  });
+
   it.each<[string, () => OpenClawConfig, string]>([
     [
       "prefers the plugin web search base URL over the model provider host",
diff --git a/extensions/ollama/src/web-search-provider.ts b/extensions/ollama/src/web-search-provider.ts
index 9a9bbe4fa11d..5b81dd2ca95e 100644
--- a/extensions/ollama/src/web-search-provider.ts
+++ b/extensions/ollama/src/web-search-provider.ts
@@ -189,6 +189,7 @@ async function runOllamaWebSearch(params: {
   config?: OpenClawConfig;
   query: string;
   count?: number;
+  signal?: AbortSignal;
 }): Promise<Record<string, unknown>> {
   const query = params.query.trim();
   if (!query) {
@@ -209,6 +210,7 @@ async function runOllamaWebSearch(params: {
   let payload: OllamaWebSearchResponse | undefined;
   let lastError: Error | undefined;
   for (const attempt of attempts) {
+    params.signal?.throwIfAborted();
     const headers: Record<string, string> = { "Content-Type": "application/json" };
     if (attempt.apiKey) {
       headers.Authorization = `Bearer ${attempt.apiKey}`;
@@ -222,6 +224,7 @@ async function runOllamaWebSearch(params: {
       },
       // Guard-owned timeoutMs also bounds DNS/proxy preflight; init.signal does not.
       timeoutMs: DEFAULT_OLLAMA_WEB_SEARCH_TIMEOUT_MS,
+      ...(params.signal ? { signal: params.signal } : {}),
       policy: buildOllamaBaseUrlSsrFPolicy(attempt.baseUrl),
       auditContext: "ollama-web-search.search",
     });
@@ -246,6 +249,7 @@ async function runOllamaWebSearch(params: {
         throw new Error(message);
       }
       payload = await readOllamaWebSearchResponse(response);
+      params.signal?.throwIfAborted();
       break;
     } catch (error) {
       if (error instanceof Error) {
@@ -358,15 +362,18 @@ export function createOllamaWebSearchProvider(): WebSearchProviderPlugin {
       description:
         "Search the web using Ollama's web search API. Returns titles, URLs, and snippets from the configured Ollama host.",
       parameters: OLLAMA_WEB_SEARCH_SCHEMA,
-      execute: async (args) =>
-        await runOllamaWebSearch({
+      execute: async (args, context) => {
+        context?.signal?.throwIfAborted();
+        return await runOllamaWebSearch({
           config: ctx.config,
           query: readStringParam(args, "query", { required: true }),
           count: readPositiveIntegerParam(args, "count", {
             max: 10,
             message: "count must be an integer from 1 to 10.",
           }),
-        }),
+          signal: context?.signal,
+        });
+      },
     }),
   };
 }
diff --git a/extensions/parallel/src/parallel-web-search-provider.runtime.ts b/extensions/parallel/src/parallel-web-search-provider.runtime.ts
index 466a00a9e075..6f12d8ce6678 100644
--- a/extensions/parallel/src/parallel-web-search-provider.runtime.ts
+++ b/extensions/parallel/src/parallel-web-search-provider.runtime.ts
@@ -123,6 +123,7 @@ async function runParallelSearch(params: {
   sessionId?: string;
   clientModel?: string;
   timeoutSeconds: number;
+  signal?: AbortSignal;
 }): Promise<ParallelSearchResponse> {
   const body: Record<string, unknown> = {
     search_queries: [...params.searchQueries],
@@ -142,6 +143,7 @@ async function runParallelSearch(params: {
     {
       url: params.endpoint,
       timeoutSeconds: params.timeoutSeconds,
+      signal: params.signal,
       init: {
         method: "POST",
         headers: {
@@ -170,6 +172,7 @@ async function runParallelSearch(params: {
 export async function executeParallelWebSearchProviderTool(
   ctx: { config?: Record<string, unknown>; searchConfig?: SearchConfigRecord },
   args: Record<string, unknown>,
+  signal?: AbortSignal,
 ): Promise<Record<string, unknown>> {
   const searchConfig = mergeScopedSearchConfig(
     ctx.searchConfig,
@@ -234,7 +237,9 @@ export async function executeParallelWebSearchProviderTool(
     sessionId,
     clientModel,
     timeoutSeconds: resolveSearchTimeoutSeconds(searchConfig),
+    signal,
   });
+  signal?.throwIfAborted();
   const results = mapParallelResults(response);
 
   const payload: Record<string, unknown> = {
diff --git a/extensions/parallel/src/parallel-web-search-provider.test.ts b/extensions/parallel/src/parallel-web-search-provider.test.ts
index 766c95f5721b..f3813087289b 100644
--- a/extensions/parallel/src/parallel-web-search-provider.test.ts
+++ b/extensions/parallel/src/parallel-web-search-provider.test.ts
@@ -1,7 +1,12 @@
 import { expectDefined } from "@openclaw/normalization-core";
 import { beforeEach, describe, expect, it, vi } from "vitest";
 import { createStreamingResponse } from "../../test-support/streaming-error-response.js";
-type EndpointCall = { url: string; timeoutSeconds: number; init: RequestInit };
+type EndpointCall = {
+  url: string;
+  timeoutSeconds: number;
+  init: RequestInit;
+  signal?: AbortSignal;
+};
 type JsonRecord = Record<string, unknown>;
 type ToolParameters = {
   properties: Record<
@@ -307,6 +312,30 @@ describe("parallel web search provider", () => {
     expect(result).not.toHaveProperty("objective");
     expect(result).toMatchObject({ provider: "parallel" });
   });
+  it("forwards paid-search cancellation to the guarded endpoint", async () => {
+    enqueueJson();
+    const controller = new AbortController();
+
+    await paidTool().execute(
+      { search_queries: ["parallel active cancellation"] },
+      { signal: controller.signal },
+    );
+
+    expect(endpointCall(0).signal).toBe(controller.signal);
+  });
+  it("does not bill an already canceled paid search", async () => {
+    enqueueJson();
+    const controller = new AbortController();
+    controller.abort(new Error("Parallel caller canceled"));
+
+    await expect(
+      paidTool().execute(
+        { search_queries: ["parallel pre-canceled"] },
+        { signal: controller.signal },
+      ),
+    ).rejects.toThrow("Parallel caller canceled");
+    expect(endpointMockState.calls).toHaveLength(0);
+  });
   it("returns an error payload when search_queries is missing or empty", async () => {
     const tool = paidTool();
     expect(await tool.execute({ objective: "Find OpenClaw on GitHub" })).toMatchObject({
@@ -669,6 +698,19 @@ describe("runParallelMcpSearch", () => {
   });
 });
 describe("parallel-free web search provider", () => {
+  it("keeps caller cancellation attached to every free MCP handshake step", async () => {
+    pushMcpHandshake({ search_id: "free-cancellation", results: [] });
+    const controller = new AbortController();
+
+    await freeTool().execute(
+      { search_queries: ["parallel free cancellation control"] },
+      { signal: controller.signal },
+    );
+
+    expect(endpointMockState.calls).toHaveLength(3);
+    expect(endpointMockState.calls.every((call) => call.signal === controller.signal)).toBe(true);
+  });
+
   it("exposes keyless metadata without claiming auto-detect fallback", () => {
     const provider = createParallelFreeWebSearchProvider();
     expect(provider.id).toBe("parallel-free");
diff --git a/extensions/parallel/src/parallel-web-search-provider.ts b/extensions/parallel/src/parallel-web-search-provider.ts
index 912a4607871b..b2ae3ef533f1 100644
--- a/extensions/parallel/src/parallel-web-search-provider.ts
+++ b/extensions/parallel/src/parallel-web-search-provider.ts
@@ -62,9 +62,10 @@ export function createParallelWebSearchProvider(): WebSearchProviderPlugin {
       description:
         "Search the web using Parallel. Returns ranked, LLM-optimized dense excerpts from web sources. Pass an `objective` describing the underlying question along with 2-3 short keyword `search_queries` (Parallel's recommended pairing). For multi-step research, thread the prior result's `sessionId` back in as `session_id` to keep Parallel's context grouped.",
       parameters: ParallelSearchSchema,
-      execute: async (args) => {
+      execute: async (args, context) => {
+        context?.signal?.throwIfAborted();
         const { executeParallelWebSearchProviderTool } = await loadParallelWebSearchRuntime();
-        return await executeParallelWebSearchProviderTool(ctx, args);
+        return await executeParallelWebSearchProviderTool(ctx, args, context?.signal);
       },
     }),
   };
diff --git a/extensions/perplexity/src/perplexity-web-search-provider.runtime.ts b/extensions/perplexity/src/perplexity-web-search-provider.runtime.ts
index b6a6c171698d..cf76aed0c653 100644
--- a/extensions/perplexity/src/perplexity-web-search-provider.runtime.ts
+++ b/extensions/perplexity/src/perplexity-web-search-provider.runtime.ts
@@ -201,6 +201,7 @@ async function runPerplexitySearchApi(params: {
   apiKey: string;
   count: number;
   timeoutSeconds: number;
+  signal?: AbortSignal;
   country?: string;
   searchDomainFilter?: string[];
   searchRecencyFilter?: string;
@@ -243,6 +244,7 @@ async function runPerplexitySearchApi(params: {
     {
       url: PERPLEXITY_SEARCH_ENDPOINT,
       timeoutSeconds: params.timeoutSeconds,
+      signal: params.signal,
       init: {
         method: "POST",
         headers: buildPerplexityRequestHeaders(params.apiKey, true),
@@ -274,6 +276,7 @@ async function runPerplexitySearch(params: {
   baseUrl: string;
   model: string;
   timeoutSeconds: number;
+  signal?: AbortSignal;
   freshness?: string;
 }): Promise<{ content: string; citations: string[] }> {
   const endpoint = `${params.baseUrl.trim().replace(/\/$/, "")}/chat/completions`;
@@ -289,6 +292,7 @@ async function runPerplexitySearch(params: {
     {
       url: endpoint,
       timeoutSeconds: params.timeoutSeconds,
+      signal: params.signal,
       init: {
         method: "POST",
         headers: buildPerplexityRequestHeaders(params.apiKey),
@@ -311,6 +315,7 @@ async function runPerplexitySearch(params: {
 export async function executePerplexitySearch(
   args: Record<string, unknown>,
   searchConfig?: SearchConfigRecord,
+  signal?: AbortSignal,
 ): Promise<Record<string, unknown>> {
   const perplexityConfig = resolvePerplexityConfig(searchConfig);
   const runtime = resolvePerplexityTransport(perplexityConfig);
@@ -499,6 +504,7 @@ export async function executePerplexitySearch(
               baseUrl: runtime.baseUrl,
               model: runtime.model,
               timeoutSeconds,
+              signal,
               freshness,
             });
             return {
@@ -523,6 +529,7 @@ export async function executePerplexitySearch(
             apiKey: runtime.apiKey,
             count: resolveSearchCount(count, DEFAULT_SEARCH_COUNT),
             timeoutSeconds,
+            signal,
             country: country ?? undefined,
             searchDomainFilter: domainFilter,
             searchRecencyFilter: freshness,
@@ -541,6 +548,7 @@ export async function executePerplexitySearch(
     (payload as { tookMs: number }).tookMs = Date.now() - start;
   }
 
+  signal?.throwIfAborted();
   writeCachedSearchPayload(cacheKey, payload, resolveSearchCacheTtlMs(searchConfig));
   return payload;
 }
diff --git a/extensions/perplexity/src/perplexity-web-search-provider.test.ts b/extensions/perplexity/src/perplexity-web-search-provider.test.ts
index ef5956a14c7e..1d934953e0a0 100644
--- a/extensions/perplexity/src/perplexity-web-search-provider.test.ts
+++ b/extensions/perplexity/src/perplexity-web-search-provider.test.ts
@@ -43,6 +43,72 @@ describe("perplexity web search provider", () => {
     );
   });
 
+  it.each([
+    { name: "native Search API", webSearch: { apiKey: "pplx-test" } },
+    {
+      name: "chat completions",
+      webSearch: { apiKey: "pplx-test", baseUrl: "https://api.perplexity.ai" },
+    },
+  ])("does not start an already canceled $name request", async ({ webSearch }) => {
+    withTrustedWebSearchEndpointMock.mockReset();
+    withTrustedWebSearchEndpointMock.mockResolvedValue({ results: [] });
+    const tool = createPerplexityWebSearchProvider().createTool({
+      config: { plugins: { entries: { perplexity: { config: { webSearch } } } } },
+      searchConfig: {},
+    });
+    if (!tool) {
+      throw new Error("Expected tool definition");
+    }
+    const controller = new AbortController();
+    controller.abort(new Error("Perplexity caller canceled"));
+
+    await expect(
+      tool.execute({ query: "perplexity pre-canceled" }, { signal: controller.signal }),
+    ).rejects.toThrow("Perplexity caller canceled");
+    expect(withTrustedWebSearchEndpointMock).not.toHaveBeenCalled();
+  });
+
+  it.each([
+    { name: "native Search API", webSearch: { apiKey: "pplx-test" } },
+    {
+      name: "chat completions",
+      webSearch: { apiKey: "pplx-test", baseUrl: "https://api.perplexity.ai" },
+    },
+  ])("cancels an in-flight $name request", async ({ name, webSearch }) => {
+    withTrustedWebSearchEndpointMock.mockReset();
+    withTrustedWebSearchEndpointMock.mockImplementation(
+      async (params: { signal?: AbortSignal }) =>
+        await new Promise<never>((_resolve, reject) => {
+          if (!params.signal) {
+            reject(new Error("Perplexity request lost caller cancellation"));
+            return;
+          }
+          params.signal.addEventListener("abort", () => reject(params.signal?.reason as Error), {
+            once: true,
+          });
+        }),
+    );
+    const tool = createPerplexityWebSearchProvider().createTool({
+      config: { plugins: { entries: { perplexity: { config: { webSearch } } } } },
+      searchConfig: {},
+    });
+    if (!tool) {
+      throw new Error("Expected tool definition");
+    }
+    const controller = new AbortController();
+    const result = tool.execute(
+      { query: `perplexity in-flight cancellation ${name}` },
+      { signal: controller.signal },
+    );
+
+    await vi.waitFor(() => expect(withTrustedWebSearchEndpointMock).toHaveBeenCalledOnce());
+    controller.abort(new Error("Perplexity request canceled in flight"));
+
+    await expect(result).rejects.toThrow("Perplexity request canceled in flight");
+    expect(withTrustedWebSearchEndpointMock.mock.calls[0]?.[0]?.signal).toBe(controller.signal);
+    withTrustedWebSearchEndpointMock.mockReset();
+  });
+
   it("infers provider routing from api key prefixes", () => {
     expect(testing.inferPerplexityBaseUrlFromApiKey("pplx-abc")).toBe("direct");
     expect(testing.inferPerplexityBaseUrlFromApiKey("sk-or-v1-abc")).toBe("openrouter");
diff --git a/extensions/perplexity/src/perplexity-web-search-provider.ts b/extensions/perplexity/src/perplexity-web-search-provider.ts
index b181e51dd21c..ff17cdd24c3d 100644
--- a/extensions/perplexity/src/perplexity-web-search-provider.ts
+++ b/extensions/perplexity/src/perplexity-web-search-provider.ts
@@ -97,9 +97,10 @@ function createPerplexityToolDefinition(
         ? "Search the web using Perplexity Sonar via Perplexity/OpenRouter chat completions. Returns AI-synthesized answers with citations from web-grounded search."
         : "Search the web using Perplexity. Runtime routing decides between native Search API and Sonar chat-completions compatibility. Structured filters are available on the native Search API path.",
     parameters: createPerplexityParameters(schemaTransport),
-    execute: async (args) => {
+    execute: async (args, context) => {
+      context?.signal?.throwIfAborted();
       const { executePerplexitySearch } = await loadPerplexityWebSearchRuntime();
-      return await executePerplexitySearch(args, searchConfig);
+      return await executePerplexitySearch(args, searchConfig, context?.signal);
     },
   };
 }
diff --git a/extensions/qa-lab/src/qa-web-search-provider.test.ts b/extensions/qa-lab/src/qa-web-search-provider.test.ts
index 9aab3071d783..879bb559439c 100644
--- a/extensions/qa-lab/src/qa-web-search-provider.test.ts
+++ b/extensions/qa-lab/src/qa-web-search-provider.test.ts
@@ -46,6 +46,19 @@ describe("qa-lab web search provider", () => {
     expect(JSON.stringify(result)).toContain("Deterministic QA Lab web_search result");
   });
 
+  it("preserves caller cancellation instead of returning a fixture result", async () => {
+    const tool = createQaLabWebSearchProvider().createTool({});
+    if (!tool) {
+      throw new Error("expected QA Lab web search tool");
+    }
+    const controller = new AbortController();
+    controller.abort(new Error("QA Lab caller canceled"));
+
+    await expect(
+      tool.execute({ query: "qa pre-canceled" }, { signal: controller.signal }),
+    ).rejects.toThrow("QA Lab caller canceled");
+  });
+
   it("keeps malformed failure-path calls as tool failures", async () => {
     const provider = createQaLabWebSearchProvider();
     const tool = provider.createTool({});
diff --git a/extensions/qa-lab/src/qa-web-search-provider.ts b/extensions/qa-lab/src/qa-web-search-provider.ts
index 3906c5c97fe4..ac10c5bb2949 100644
--- a/extensions/qa-lab/src/qa-web-search-provider.ts
+++ b/extensions/qa-lab/src/qa-web-search-provider.ts
@@ -52,7 +52,8 @@ export function createQaLabWebSearchProvider(): WebSearchProviderPlugin {
       description:
         "Search a deterministic QA Lab fixture corpus. This provider is for QA runtime parity only and never calls the public web.",
       parameters: QaLabWebSearchSchema,
-      execute: async (args) => {
+      execute: async (args, context) => {
+        context?.signal?.throwIfAborted();
         const query = readStringParam(args, "query", { required: true });
         if (query === QA_LAB_WEB_SEARCH_DENIED_INPUT_QUERY) {
           throw new Error("QA Lab web_search denied input sentinel");