diff --git a/packages/core/src/agent/file-chooser.ts b/packages/core/src/agent/file-chooser.ts
new file mode 100644
index 0000000000..4bcd425680
--- /dev/null
+++ b/packages/core/src/agent/file-chooser.ts
@@ -0,0 +1,42 @@
+import type { AbstractInterface, FileChooserHandler } from '@/device';
+import { normalizeFilePaths } from './utils';
+
+export type FileChooserAccept = string | string[];
+
+export function normalizeFileChooserAccept(files: FileChooserAccept): string[] {
+  const filesArray = Array.isArray(files) ? files : [files];
+  return normalizeFilePaths(filesArray);
+}
+
+export async function withFileChooser<T>(
+  interfaceInstance: AbstractInterface,
+  fileChooserAccept: string[] | undefined,
+  action: () => Promise<T>,
+): Promise<T> {
+  if (!fileChooserAccept?.length) {
+    return action();
+  }
+
+  if (!interfaceInstance.registerFileChooserListener) {
+    throw new Error(
+      `File upload is not supported on ${interfaceInstance.interfaceType}`,
+    );
+  }
+
+  const handler = async (chooser: FileChooserHandler) => {
+    await chooser.accept(fileChooserAccept);
+  };
+
+  const { dispose, getError } =
+    await interfaceInstance.registerFileChooserListener(handler);
+  try {
+    const result = await action();
+    const error = await getError();
+    if (error) {
+      throw error;
+    }
+    return result;
+  } finally {
+    dispose();
+  }
+}
diff --git a/packages/core/src/agent/task-builder.ts b/packages/core/src/agent/task-builder.ts
index 6487d2e88a..499973f597 100644
--- a/packages/core/src/agent/task-builder.ts
+++ b/packages/core/src/agent/task-builder.ts
@@ -25,6 +25,7 @@ import { sleep } from '@/utils';
 import { generateElementByRect } from '@midscene/shared/extractor';
 import { getDebug } from '@midscene/shared/logger';
 import { assert } from '@midscene/shared/utils';
+import { normalizeFileChooserAccept, withFileChooser } from './file-chooser';
 import type { TaskCache } from './task-cache';
 import { withUsageIntent } from './usage-intent';
 import {
@@ -88,6 +89,21 @@ function normalizeLocateParam(
   return deepLocate === undefined ? rest : { ...rest, deepLocate };
 }
 
+function getTapFileChooserAccept(
+  actionName: string,
+  param: unknown,
+): string[] | undefined {
+  if (actionName !== 'Tap' || !param || typeof param !== 'object') {
+    return undefined;
+  }
+
+  const fileChooserAccept = (param as { fileChooserAccept?: string | string[] })
+    .fileChooserAccept;
+  return fileChooserAccept
+    ? normalizeFileChooserAccept(fileChooserAccept)
+    : undefined;
+}
+
 export function locatePlanForLocate(param: string | DetailedLocateParam) {
   const locate = normalizeLocateParam(param);
   const locatePlan: PlanningAction<PlanningLocateParam> = {
@@ -342,38 +358,47 @@ export class TaskBuilder {
 
         debug('calling action', action.name);
         const actionFn = action.call.bind(this.interface);
-        const actionResult = await actionFn(param, taskContext);
-        setTimingFieldOnce(timing, 'callActionEnd');
-        debug('called action', action.name, 'result:', actionResult);
-
-        setTimingFieldOnce(timing, 'afterInvokeActionHookStart');
+        const fileChooserAccept = getTapFileChooserAccept(action.name, param);
+        const actionResult = await withFileChooser(
+          this.interface,
+          fileChooserAccept,
+          async () => {
+            const result = await actionFn(param, taskContext);
+            setTimingFieldOnce(timing, 'callActionEnd');
+            debug('called action', action.name, 'result:', result);
+
+            setTimingFieldOnce(timing, 'afterInvokeActionHookStart');
+
+            const delayAfterRunner =
+              action.delayAfterRunner ?? this.waitAfterAction ?? 300;
+            if (delayAfterRunner > 0) {
+              await sleep(delayAfterRunner);
+            }
 
-        const delayAfterRunner =
-          action.delayAfterRunner ?? this.waitAfterAction ?? 300;
-        if (delayAfterRunner > 0) {
-          await sleep(delayAfterRunner);
-        }
+            try {
+              if (this.interface.afterInvokeAction) {
+                debug(
+                  `will call "afterInvokeAction" for interface with action name ${action.name}`,
+                );
+                await this.interface.afterInvokeAction(action.name, param);
+                debug(
+                  `called "afterInvokeAction" for interface with action name ${action.name}`,
+                );
+              }
+            } catch (originalError: any) {
+              const originalMessage =
+                originalError?.message || String(originalError);
+              throw new Error(
+                `error in running afterInvokeAction for ${action.name}: ${originalMessage}`,
+                { cause: originalError },
+              );
+            }
 
-        try {
-          if (this.interface.afterInvokeAction) {
-            debug(
-              `will call "afterInvokeAction" for interface with action name ${action.name}`,
-            );
-            await this.interface.afterInvokeAction(action.name, param);
-            debug(
-              `called "afterInvokeAction" for interface with action name ${action.name}`,
-            );
-          }
-        } catch (originalError: any) {
-          const originalMessage =
-            originalError?.message || String(originalError);
-          throw new Error(
-            `error in running afterInvokeAction for ${action.name}: ${originalMessage}`,
-            { cause: originalError },
-          );
-        }
+            setTimingFieldOnce(timing, 'afterInvokeActionHookEnd');
 
-        setTimingFieldOnce(timing, 'afterInvokeActionHookEnd');
+            return result;
+          },
+        );
 
         return {
           output: actionResult,
diff --git a/packages/core/src/agent/tasks.ts b/packages/core/src/agent/tasks.ts
index 2dd8cbddeb..1f7514c3d7 100644
--- a/packages/core/src/agent/tasks.ts
+++ b/packages/core/src/agent/tasks.ts
@@ -10,7 +10,7 @@ import {
   userPromptToMultimodalPrompt,
   userPromptToString,
 } from '@/common';
-import type { AbstractInterface, FileChooserHandler } from '@/device';
+import type { AbstractInterface } from '@/device';
 import type Service from '@/service';
 import type { TaskRunner } from '@/task-runner';
 import { TaskExecutionError } from '@/task-runner';
@@ -35,6 +35,7 @@ import { ServiceError } from '@/types';
 import { getDebug } from '@midscene/shared/logger';
 import { assert } from '@midscene/shared/utils';
 import { ExecutionSession } from './execution-session';
+import { withFileChooser } from './file-chooser';
 import { TaskBuilder } from './task-builder';
 import type { TaskCache } from './task-cache';
 export { locatePlanForLocate } from './task-builder';
@@ -82,6 +83,7 @@ function truncatePlanningFeedback(feedback: string): string {
 }
 
 export { TaskExecutionError };
+export { withFileChooser } from './file-chooser';
 
 export class TaskExecutor {
   interface: AbstractInterface;
@@ -949,37 +951,3 @@ export class TaskExecutor {
     return session.appendErrorPlan(`waitFor timeout: ${errorThought}`);
   }
 }
-
-export async function withFileChooser<T>(
-  interfaceInstance: AbstractInterface,
-  fileChooserAccept: string[] | undefined,
-  action: () => Promise<T>,
-): Promise<T> {
-  if (!fileChooserAccept?.length) {
-    return action();
-  }
-
-  if (!interfaceInstance.registerFileChooserListener) {
-    throw new Error(
-      `File upload is not supported on ${interfaceInstance.interfaceType}`,
-    );
-  }
-
-  const handler = async (chooser: FileChooserHandler) => {
-    await chooser.accept(fileChooserAccept);
-  };
-
-  const { dispose, getError } =
-    await interfaceInstance.registerFileChooserListener(handler);
-  try {
-    const result = await action();
-    // Check for errors that occurred during file chooser handling
-    const error = await getError();
-    if (error) {
-      throw error;
-    }
-    return result;
-  } finally {
-    dispose();
-  }
-}
diff --git a/packages/core/src/device/index.ts b/packages/core/src/device/index.ts
index 011d98ec17..a8044c6a8d 100644
--- a/packages/core/src/device/index.ts
+++ b/packages/core/src/device/index.ts
@@ -285,9 +285,16 @@ function defineLocatedPointAction<
 // Tap
 export const actionTapParamSchema = z.object({
   locate: getMidsceneLocationSchema().describe('The element to be tapped'),
+  fileChooserAccept: z
+    .union([z.string(), z.array(z.string())])
+    .optional()
+    .describe(
+      'Optional file path(s) to upload when this tap triggers a file chooser. Use only for file upload controls. If the user asks to upload a concrete file path, copy the exact path here.',
+    ),
 });
 export type ActionTapParam = {
   locate: LocateResultElement;
+  fileChooserAccept?: string | string[];
 };
 
 export const defineActionTap = (
diff --git a/packages/core/tests/unit-test/ai-act-file-upload-tap.test.ts b/packages/core/tests/unit-test/ai-act-file-upload-tap.test.ts
new file mode 100644
index 0000000000..952f5e387e
--- /dev/null
+++ b/packages/core/tests/unit-test/ai-act-file-upload-tap.test.ts
@@ -0,0 +1,125 @@
+import { join, resolve } from 'node:path';
+import { TaskExecutor } from '@/agent';
+import { buildYamlFlowFromPlans } from '@/common';
+import { actionTapParamSchema } from '@/device';
+import type { DeviceAction, PlanningAction } from '@/types';
+import { describe, expect, it, vi } from 'vitest';
+
+const fixtureFile = join(__dirname, 'ai-act-file-upload-tap.test.ts');
+type TestFileChooserHandler = (chooser: {
+  accept(files: string[]): Promise<void>;
+}) => Promise<void>;
+
+describe('aiAct Tap fileChooserAccept', () => {
+  it('should keep fileChooserAccept in generated yaml flow', () => {
+    const plans: PlanningAction[] = [
+      {
+        type: 'Tap',
+        thought: 'upload id card',
+        param: {
+          locate: { prompt: 'the id card upload button' },
+          fileChooserAccept: './fixtures/id-card.png',
+        },
+      },
+    ];
+    const actionSpace = [
+      {
+        name: 'Tap',
+        description: 'Tap the element',
+        interfaceAlias: 'aiTap',
+        paramSchema: actionTapParamSchema,
+        call: vi.fn(),
+      },
+    ] as unknown as DeviceAction[];
+
+    expect(buildYamlFlowFromPlans(plans, actionSpace)).toEqual([
+      {
+        aiTap: '',
+        locate: 'the id card upload button',
+        fileChooserAccept: './fixtures/id-card.png',
+      },
+    ]);
+  });
+
+  it('should accept files when executing a planned Tap action', async () => {
+    let fileChooserHandler: TestFileChooserHandler | undefined;
+    const dispose = vi.fn();
+    const acceptedFiles: string[][] = [];
+    const triggerFileChooser = async () => {
+      await fileChooserHandler?.({
+        accept: async (files: string[]) => {
+          acceptedFiles.push(files);
+        },
+      });
+    };
+    const actionCall = vi.fn(async () => {});
+
+    const mockInterface = {
+      interfaceType: 'playwright',
+      registerFileChooserListener: vi.fn(
+        async (handler: TestFileChooserHandler) => {
+          fileChooserHandler = handler;
+          return {
+            dispose: () => {
+              fileChooserHandler = undefined;
+              dispose();
+            },
+            getError: () => undefined,
+          };
+        },
+      ),
+      afterInvokeAction: vi.fn(async () => {
+        await triggerFileChooser();
+      }),
+      actionSpace: () => [
+        {
+          name: 'Tap',
+          description: 'Tap the element',
+          interfaceAlias: 'aiTap',
+          paramSchema: actionTapParamSchema,
+          delayBeforeRunner: 0,
+          delayAfterRunner: 0,
+          call: actionCall,
+        },
+      ],
+    } as any;
+
+    const taskExecutor = new TaskExecutor(mockInterface, {} as any, {
+      actionSpace: mockInterface.actionSpace(),
+    });
+
+    const plans: PlanningAction[] = [
+      {
+        type: 'Tap',
+        thought: 'upload id card',
+        param: {
+          locate: { prompt: 'the id card upload button' },
+          fileChooserAccept: fixtureFile,
+        },
+      },
+    ];
+
+    const { tasks } = await (taskExecutor as any).convertPlanToExecutable(
+      plans,
+    );
+    const tapTask = tasks[tasks.length - 1];
+    tapTask.param.locate = {
+      id: 'upload',
+      center: [100, 200],
+      rect: { left: 90, top: 190, width: 20, height: 20 },
+    };
+
+    await tapTask.executor(tapTask.param, {
+      task: { timing: {} },
+      uiContext: {
+        shrunkShotToLogicalRatio: 1,
+      },
+    });
+
+    expect(mockInterface.registerFileChooserListener).toHaveBeenCalledTimes(1);
+    expect(actionCall).toHaveBeenCalledTimes(1);
+    expect(mockInterface.afterInvokeAction).toHaveBeenCalledTimes(1);
+    expect(acceptedFiles).toEqual([[resolve(fixtureFile)]]);
+    expect(dispose).toHaveBeenCalledTimes(1);
+  });
+});
diff --git a/packages/web-integration/tests/ai/fixtures/ai-act-file-upload.html b/packages/web-integration/tests/ai/fixtures/ai-act-file-upload.html
new file mode 100644
index 0000000000..f6629f9b5c
--- /dev/null
+++ b/packages/web-integration/tests/ai/fixtures/ai-act-file-upload.html
@@ -0,0 +1,46 @@
+<!DOCTYPE html>
+<html>
+<head>
+  <title>AI Act File Upload</title>
+  <style>
+    body {
+      font-family: Arial, sans-serif;
+      padding: 32px;
+    }
+
+    #upload-button {
+      background: #1264a3;
+      border: 0;
+      color: #fff;
+      cursor: pointer;
+      padding: 10px 16px;
+    }
+
+    #selected-file-name {
+      margin-top: 16px;
+    }
+  </style>
+</head>
+<body>
+  <h1>AI Act File Upload</h1>
+  <input id="file-input" type="file" style="display: none;">
+  <button id="upload-button" type="button">Upload document</button>
+  <div id="selected-file-name">No file selected</div>
+
+  <script>
+    const fileInput = document.getElementById('file-input');
+    const uploadButton = document.getElementById('upload-button');
+    const selectedFileName = document.getElementById('selected-file-name');
+
+    uploadButton.addEventListener('click', () => {
+      fileInput.click();
+    });
+
+    fileInput.addEventListener('change', () => {
+      selectedFileName.textContent = fileInput.files[0]
+        ? fileInput.files[0].name
+        : 'No file selected';
+    });
+  </script>
+</body>
+</html>
diff --git a/packages/web-integration/tests/ai/fixtures/bar.txt b/packages/web-integration/tests/ai/fixtures/bar.txt
new file mode 100644
index 0000000000..5716ca5987
--- /dev/null
+++ b/packages/web-integration/tests/ai/fixtures/bar.txt
@@ -0,0 +1 @@
+bar
diff --git a/packages/web-integration/tests/ai/fixtures/foo.txt b/packages/web-integration/tests/ai/fixtures/foo.txt
new file mode 100644
index 0000000000..257cc5642c
--- /dev/null
+++ b/packages/web-integration/tests/ai/fixtures/foo.txt
@@ -0,0 +1 @@
+foo
diff --git a/packages/web-integration/tests/ai/web/playwright/file-upload.spec.ts b/packages/web-integration/tests/ai/web/playwright/file-upload.spec.ts
index 9d830bafb2..c04d0a2fb7 100644
--- a/packages/web-integration/tests/ai/web/playwright/file-upload.spec.ts
+++ b/packages/web-integration/tests/ai/web/playwright/file-upload.spec.ts
@@ -3,6 +3,26 @@ import { expect } from 'playwright/test';
 import { test } from './fixture';
 
 test.describe('file upload functionality', () => {
+  test('should upload different files in one aiAct via prompt paths', async ({
+    aiAct,
+    page,
+  }) => {
+    const fooFile = join(__dirname, '../../fixtures/foo.txt');
+    const barFile = join(__dirname, '../../fixtures/bar.txt');
+    const selectedFileName = page.locator('#selected-file-name');
+
+    await page.goto(
+      `file://${join(__dirname, '../../fixtures/ai-act-file-upload.html')}`,
+    );
+
+    await aiAct(
+      `First click the "Upload document" button and upload the file at this exact path: ${fooFile}. Wait until the page displays "foo.txt". Then click the "Upload document" button again and upload the file at this exact path: ${barFile}. Finish only after the page displays "bar.txt".`,
+      { cacheable: false },
+    );
+
+    await expect(selectedFileName).toHaveText('bar.txt');
+  });
+
   test('should upload single file', async ({ aiTap, aiAssert, page }) => {
     const testFile = join(__dirname, '../../fixtures/test-file.txt');