diff --git a/src/courseware/course/sidebar/sidebars/course-outline/CourseOutlineTray.test.jsx b/src/courseware/course/sidebar/sidebars/course-outline/CourseOutlineTray.test.jsx
index 5fda3616a7..1f826a690a 100644
--- a/src/courseware/course/sidebar/sidebars/course-outline/CourseOutlineTray.test.jsx
+++ b/src/courseware/course/sidebar/sidebars/course-outline/CourseOutlineTray.test.jsx
@@ -102,6 +102,21 @@ describe('<CourseOutlineTray />', () => {
     expect(mockToggleSidebar).toHaveBeenCalledWith(null);
   });
 
+  it('collapses sidebar correctly when screen is resized', async () => {
+    const mockToggleSidebar = jest.fn();
+    await initTestStore();
+    renderWithProvider({ toggleSidebar: mockToggleSidebar });
+
+    const collapseBtn = screen.getByRole('button', { name: messages.toggleCourseOutlineTrigger.defaultMessage });
+    expect(collapseBtn).toBeInTheDocument();
+
+    // Simulate screen resize
+    window.innerWidth = 500;
+    window.dispatchEvent(new Event('resize'));
+
+    expect(mockToggleSidebar).toHaveBeenCalledWith(null);
+  });
+
   it('navigates to section or sequence level correctly on click by back/section button', async () => {
     const user = userEvent.setup();
     await initTestStore();
diff --git a/src/courseware/course/sidebar/sidebars/course-outline/hooks.jsx b/src/courseware/course/sidebar/sidebars/course-outline/hooks.js
similarity index 84%
rename from src/courseware/course/sidebar/sidebars/course-outline/hooks.jsx
rename to src/courseware/course/sidebar/sidebars/course-outline/hooks.js
index 8f15906fe8..6d4ea8ca35 100644
--- a/src/courseware/course/sidebar/sidebars/course-outline/hooks.jsx
+++ b/src/courseware/course/sidebar/sidebars/course-outline/hooks.js
@@ -1,7 +1,10 @@
-import { useContext, useEffect, useState } from 'react';
+import {
+  useContext, useEffect, useLayoutEffect, useState,
+} from 'react';
 import { useDispatch, useSelector } from 'react-redux';
 import { useParams } from 'react-router-dom';
 import { sendTrackEvent, sendTrackingLogEvent } from '@edx/frontend-platform/analytics';
+import { breakpoints } from '@openedx/paragon';
 
 import { useModel } from '@src/generic/model-store';
 import { LOADED } from '@src/constants';
@@ -54,10 +57,14 @@ export const useCourseOutlineSidebar = () => {
   } = course.entranceExamData || {};
   const isActiveEntranceExam = entranceExamEnabled && !entranceExamPassed;
 
+  const collapseSidebar = () => {
+    toggleSidebar(null);
+    window.sessionStorage.setItem('hideCourseOutlineSidebar', 'true');
+  };
+
   const handleToggleCollapse = () => {
     if (currentSidebar === ID) {
-      toggleSidebar(null);
-      window.sessionStorage.setItem('hideCourseOutlineSidebar', 'true');
+      collapseSidebar();
     } else {
       toggleSidebar(ID);
       window.sessionStorage.removeItem('hideCourseOutlineSidebar');
@@ -107,6 +114,21 @@ export const useCourseOutlineSidebar = () => {
     }
   }, [courseId, isEnabledSidebar, courseOutlineShouldUpdate]);
 
+  // Collapse sidebar if screen resized to a width that displays the sidebar automatically
+  useLayoutEffect(() => {
+    const handleResize = () => {
+      // breakpoints.large.maxWidth is 1200px and currently the breakpoint for showing the sidebar
+      if (currentSidebar === ID && global.innerWidth < breakpoints.large.maxWidth) {
+        collapseSidebar();
+      }
+    };
+
+    global.addEventListener('resize', handleResize);
+    return () => {
+      global.removeEventListener('resize', handleResize);
+    };
+  }, [isOpen]);
+
   return {
     courseId,
     unitId,