diff --git a/packages/docusaurus-plugin-client-redirects/src/__tests__/extensionRedirects.test.ts b/packages/docusaurus-plugin-client-redirects/src/__tests__/extensionRedirects.test.ts
index 32518cc40a..12f4707d9a 100644
--- a/packages/docusaurus-plugin-client-redirects/src/__tests__/extensionRedirects.test.ts
+++ b/packages/docusaurus-plugin-client-redirects/src/__tests__/extensionRedirects.test.ts
@@ -111,7 +111,7 @@ describe('createFromExtensionsRedirects', () => {
     `);
   });
 
-  test('should create redirects to html/htm extensions', () => {
+  test('should create redirects from html/htm extensions', () => {
     const ext = ['html', 'htm'];
     expect(createFromExtensionsRedirects([''], ext)).toEqual([]);
     expect(createFromExtensionsRedirects(['/'], ext)).toEqual([]);
@@ -120,7 +120,10 @@ describe('createFromExtensionsRedirects', () => {
       {from: '/abc.htm', to: '/abc'},
     ]);
     expect(createFromExtensionsRedirects(['/def.html'], ext)).toEqual([]);
-    expect(createFromExtensionsRedirects(['/def/'], ext)).toEqual([]);
+    expect(createFromExtensionsRedirects(['/def/'], ext)).toEqual([
+      {from: '/def.html/', to: '/def/'},
+      {from: '/def.htm/', to: '/def/'},
+    ]);
   });
 
   test('should create "from" redirects when relativeRoutesPath contains a prefix', () => {
diff --git a/packages/docusaurus-plugin-client-redirects/src/extensionRedirects.ts b/packages/docusaurus-plugin-client-redirects/src/extensionRedirects.ts
index 99f95a38f3..3f18f848ab 100644
--- a/packages/docusaurus-plugin-client-redirects/src/extensionRedirects.ts
+++ b/packages/docusaurus-plugin-client-redirects/src/extensionRedirects.ts
@@ -6,7 +6,11 @@
  */
 
 import {flatten} from 'lodash';
-import {removeSuffix} from '@docusaurus/utils';
+import {
+  addTrailingSlash,
+  removeSuffix,
+  removeTrailingSlash,
+} from '@docusaurus/utils';
 import {RedirectMetadata} from './types';
 
 const ExtensionAdditionalMessage =
@@ -61,7 +65,8 @@ export function createToExtensionsRedirects(
   return flatten(paths.map(createPathRedirects));
 }
 
-// Create new /path.html that redirects to existing an /path
+// Create new /path.html/index.html that redirects to existing an /path
+// The filename pattern might look weird but it's on purpose (see https://github.com/facebook/docusaurus/issues/5055)
 export function createFromExtensionsRedirects(
   paths: string[],
   extensions: string[],
@@ -74,11 +79,22 @@ export function createFromExtensionsRedirects(
     dottedExtensions.some((ext) => str.endsWith(ext));
 
   const createPathRedirects = (path: string): RedirectMetadata[] => {
-    if (path === '' || path.endsWith('/') || alreadyEndsWithAnExtension(path)) {
+    if (path === '' || path === '/' || alreadyEndsWithAnExtension(path)) {
       return [];
     }
+
+    // /path => /path.html
+    // /path/ => /path.html/
+    function getFrom(ext: string) {
+      if (path.endsWith('/')) {
+        return addTrailingSlash(`${removeTrailingSlash(path)}.${ext}`);
+      } else {
+        return `${path}.${ext}`;
+      }
+    }
+
     return extensions.map((ext) => ({
-      from: `${path}.${ext}`,
+      from: getFrom(ext),
       to: path,
     }));
   };
diff --git a/packages/docusaurus-plugin-client-redirects/src/index.ts b/packages/docusaurus-plugin-client-redirects/src/index.ts
index b399d9d562..4bac684e10 100644
--- a/packages/docusaurus-plugin-client-redirects/src/index.ts
+++ b/packages/docusaurus-plugin-client-redirects/src/index.ts
@@ -15,7 +15,6 @@ import writeRedirectFiles, {
   RedirectFileMetadata,
 } from './writeRedirectFiles';
 import {removePrefix, addLeadingSlash} from '@docusaurus/utils';
-import chalk from 'chalk';
 
 export default function pluginClientRedirectsPages(
   context: LoadContext,
@@ -25,18 +24,6 @@ export default function pluginClientRedirectsPages(
 
   const options = normalizePluginOptions(opts);
 
-  // Special case, when using trailingSlash=false we output /xyz.html files instead of /xyz/index.html
-  // It makes no sense to use option fromExtensions=["html"]: the redirect files would be the same as the original files
-  if (options.fromExtensions.includes('html') && trailingSlash === false) {
-    console.warn(
-      chalk.yellow(`Using the Docusaurus redirect plugin with fromExtensions=['html'] and siteConfig.trailingSlash=false is prevented.
-It would lead the redirect plugin to override all the page.html files created by Docusaurus.`),
-    );
-    options.fromExtensions = options.fromExtensions.filter(
-      (ext) => ext !== 'html',
-    );
-  }
-
   return {
     name: 'docusaurus-plugin-client-redirects',
     async postBuild(props: Props) {