diff --git a/packages/core/src/scheduler/tool-executor.test.ts b/packages/core/src/scheduler/tool-executor.test.ts
index a193c8ae69..bf5b683a4a 100644
--- a/packages/core/src/scheduler/tool-executor.test.ts
+++ b/packages/core/src/scheduler/tool-executor.test.ts
@@ -211,6 +211,87 @@ describe('ToolExecutor', () => {
     });
   });
 
+  it('should return cancelled result when executeToolWithHooks rejects with AbortError', async () => {
+    const mockTool = new MockTool({
+      name: 'webSearchTool',
+      description: 'Mock web search',
+    });
+    const invocation = mockTool.build({});
+
+    const abortErr = new Error('The user aborted a request.');
+    abortErr.name = 'AbortError';
+    vi.mocked(coreToolHookTriggers.executeToolWithHooks).mockRejectedValue(
+      abortErr,
+    );
+
+    const scheduledCall: ScheduledToolCall = {
+      status: CoreToolCallStatus.Scheduled,
+      request: {
+        callId: 'call-abort',
+        name: 'webSearchTool',
+        args: {},
+        isClientInitiated: false,
+        prompt_id: 'prompt-abort',
+      },
+      tool: mockTool,
+      invocation: invocation as unknown as AnyToolInvocation,
+      startTime: Date.now(),
+    };
+
+    const result = await executor.execute({
+      call: scheduledCall,
+      signal: new AbortController().signal,
+      onUpdateToolCall: vi.fn(),
+    });
+
+    expect(result.status).toBe(CoreToolCallStatus.Cancelled);
+    if (result.status === CoreToolCallStatus.Cancelled) {
+      const response = result.response.responseParts[0]?.functionResponse
+        ?.response as Record<string, unknown>;
+      expect(response['error']).toContain('Operation cancelled.');
+    }
+  });
+
+  it('should return cancelled result when executeToolWithHooks rejects with "Operation cancelled by user" message', async () => {
+    const mockTool = new MockTool({
+      name: 'someTool',
+      description: 'Mock',
+    });
+    const invocation = mockTool.build({});
+
+    const cancelErr = new Error('Operation cancelled by user');
+    vi.mocked(coreToolHookTriggers.executeToolWithHooks).mockRejectedValue(
+      cancelErr,
+    );
+
+    const scheduledCall: ScheduledToolCall = {
+      status: CoreToolCallStatus.Scheduled,
+      request: {
+        callId: 'call-cancel-msg',
+        name: 'someTool',
+        args: {},
+        isClientInitiated: false,
+        prompt_id: 'prompt-cancel-msg',
+      },
+      tool: mockTool,
+      invocation: invocation as unknown as AnyToolInvocation,
+      startTime: Date.now(),
+    };
+
+    const result = await executor.execute({
+      call: scheduledCall,
+      signal: new AbortController().signal,
+      onUpdateToolCall: vi.fn(),
+    });
+
+    expect(result.status).toBe(CoreToolCallStatus.Cancelled);
+    if (result.status === CoreToolCallStatus.Cancelled) {
+      const response = result.response.responseParts[0]?.functionResponse
+        ?.response as Record<string, unknown>;
+      expect(response['error']).toContain('User cancelled tool execution.');
+    }
+  });
+
   it('should return cancelled result when signal is aborted', async () => {
     const mockTool = new MockTool({
       name: 'slowTool',
diff --git a/packages/core/src/scheduler/tool-executor.ts b/packages/core/src/scheduler/tool-executor.ts
index e5491630d2..1ec89fe41d 100644
--- a/packages/core/src/scheduler/tool-executor.ts
+++ b/packages/core/src/scheduler/tool-executor.ts
@@ -16,6 +16,7 @@ import {
   type AgentLoopContext,
   type ToolLiveOutput,
 } from '../index.js';
+import { isAbortError } from '../utils/errors.js';
 import { SHELL_TOOL_NAME } from '../tools/tool-names.js';
 import { ShellToolInvocation } from '../tools/shell.js';
 import { DiscoveredMCPTool } from '../tools/mcp-tool.js';
@@ -159,15 +160,17 @@ export class ToolExecutor {
           }
         } catch (executionError: unknown) {
           spanMetadata.error = executionError;
-          const isAbortError =
-            executionError instanceof Error &&
-            (executionError.name === 'AbortError' ||
+          const abortedByError =
+            isAbortError(executionError) ||
+            (executionError instanceof Error &&
               executionError.message.includes('Operation cancelled by user'));
 
-          if (signal.aborted || isAbortError) {
+          if (signal.aborted || abortedByError) {
             completedToolCall = await this.createCancelledResult(
               call,
-              'User cancelled tool execution.',
+              isAbortError(executionError)
+                ? 'Operation cancelled.'
+                : 'User cancelled tool execution.',
             );
           } else {
             const error =
diff --git a/packages/core/src/tools/web-search.ts b/packages/core/src/tools/web-search.ts
index 2756599b28..8898d8e9d9 100644
--- a/packages/core/src/tools/web-search.ts
+++ b/packages/core/src/tools/web-search.ts
@@ -16,7 +16,7 @@ import {
 } from './tools.js';
 import { ToolErrorType } from './tool-error.js';
 
-import { getErrorMessage } from '../utils/errors.js';
+import { getErrorMessage, isAbortError } from '../utils/errors.js';
 import { type Config } from '../config/config.js';
 import { getResponseText } from '../utils/partUtils.js';
 import { debugLogger } from '../utils/debugLogger.js';
@@ -175,6 +175,12 @@ class WebSearchToolInvocation extends BaseToolInvocation<
         sources,
       };
     } catch (error: unknown) {
+      if (isAbortError(error)) {
+        return {
+          llmContent: 'Web search was cancelled.',
+          returnDisplay: 'Search cancelled.',
+        };
+      }
       const errorMessage = `Error during web search for query "${
         this.params.query
       }": ${getErrorMessage(error)}`;