diff --git a/lib/Server.js b/lib/Server.js
index 5a7d456b5f..0f620d0df5 100644
--- a/lib/Server.js
+++ b/lib/Server.js
@@ -1850,6 +1850,10 @@ class Server {
       return false;
     }
 
+    if (/^(file|.+-extension):/i.test(hostHeader)) {
+      return true;
+    }
+
     // use the node url-parser to retrieve the hostname from the host-header.
     const hostname = url.parse(
       // if hostHeader doesn't have scheme, add // for parsing.
diff --git a/test/e2e/__snapshots__/allowed-hosts.test.js.snap.webpack4 b/test/e2e/__snapshots__/allowed-hosts.test.js.snap.webpack4
index 0c0ab461f3..7243c67af4 100644
--- a/test/e2e/__snapshots__/allowed-hosts.test.js.snap.webpack4
+++ b/test/e2e/__snapshots__/allowed-hosts.test.js.snap.webpack4
@@ -44,6 +44,50 @@ Array [
 
 exports[`allowed hosts should connect web socket client using "127.0.0.1" host to web socket server with the "auto" value ("ws"): page errors 1`] = `Array []`;
 
+exports[`allowed hosts should connect web socket client using "chrome-extension:" protocol to web socket server with the "auto" value ("sockjs"): console messages 1`] = `
+Array [
+  "[HMR] Waiting for update signal from WDS...",
+  "Hey.",
+  "[webpack-dev-server] Hot Module Replacement enabled.",
+  "[webpack-dev-server] Live Reloading enabled.",
+]
+`;
+
+exports[`allowed hosts should connect web socket client using "chrome-extension:" protocol to web socket server with the "auto" value ("sockjs"): page errors 1`] = `Array []`;
+
+exports[`allowed hosts should connect web socket client using "chrome-extension:" protocol to web socket server with the "auto" value ("ws"): console messages 1`] = `
+Array [
+  "[HMR] Waiting for update signal from WDS...",
+  "Hey.",
+  "[webpack-dev-server] Hot Module Replacement enabled.",
+  "[webpack-dev-server] Live Reloading enabled.",
+]
+`;
+
+exports[`allowed hosts should connect web socket client using "chrome-extension:" protocol to web socket server with the "auto" value ("ws"): page errors 1`] = `Array []`;
+
+exports[`allowed hosts should connect web socket client using "file:" protocol to web socket server with the "auto" value ("sockjs"): console messages 1`] = `
+Array [
+  "[HMR] Waiting for update signal from WDS...",
+  "Hey.",
+  "[webpack-dev-server] Hot Module Replacement enabled.",
+  "[webpack-dev-server] Live Reloading enabled.",
+]
+`;
+
+exports[`allowed hosts should connect web socket client using "file:" protocol to web socket server with the "auto" value ("sockjs"): page errors 1`] = `Array []`;
+
+exports[`allowed hosts should connect web socket client using "file:" protocol to web socket server with the "auto" value ("ws"): console messages 1`] = `
+Array [
+  "[HMR] Waiting for update signal from WDS...",
+  "Hey.",
+  "[webpack-dev-server] Hot Module Replacement enabled.",
+  "[webpack-dev-server] Live Reloading enabled.",
+]
+`;
+
+exports[`allowed hosts should connect web socket client using "file:" protocol to web socket server with the "auto" value ("ws"): page errors 1`] = `Array []`;
+
 exports[`allowed hosts should connect web socket client using custom hostname to web socket server with the "all" value ("sockjs"): console messages 1`] = `
 Array [
   "[HMR] Waiting for update signal from WDS...",
diff --git a/test/e2e/__snapshots__/allowed-hosts.test.js.snap.webpack5 b/test/e2e/__snapshots__/allowed-hosts.test.js.snap.webpack5
index 0c0ab461f3..7243c67af4 100644
--- a/test/e2e/__snapshots__/allowed-hosts.test.js.snap.webpack5
+++ b/test/e2e/__snapshots__/allowed-hosts.test.js.snap.webpack5
@@ -44,6 +44,50 @@ Array [
 
 exports[`allowed hosts should connect web socket client using "127.0.0.1" host to web socket server with the "auto" value ("ws"): page errors 1`] = `Array []`;
 
+exports[`allowed hosts should connect web socket client using "chrome-extension:" protocol to web socket server with the "auto" value ("sockjs"): console messages 1`] = `
+Array [
+  "[HMR] Waiting for update signal from WDS...",
+  "Hey.",
+  "[webpack-dev-server] Hot Module Replacement enabled.",
+  "[webpack-dev-server] Live Reloading enabled.",
+]
+`;
+
+exports[`allowed hosts should connect web socket client using "chrome-extension:" protocol to web socket server with the "auto" value ("sockjs"): page errors 1`] = `Array []`;
+
+exports[`allowed hosts should connect web socket client using "chrome-extension:" protocol to web socket server with the "auto" value ("ws"): console messages 1`] = `
+Array [
+  "[HMR] Waiting for update signal from WDS...",
+  "Hey.",
+  "[webpack-dev-server] Hot Module Replacement enabled.",
+  "[webpack-dev-server] Live Reloading enabled.",
+]
+`;
+
+exports[`allowed hosts should connect web socket client using "chrome-extension:" protocol to web socket server with the "auto" value ("ws"): page errors 1`] = `Array []`;
+
+exports[`allowed hosts should connect web socket client using "file:" protocol to web socket server with the "auto" value ("sockjs"): console messages 1`] = `
+Array [
+  "[HMR] Waiting for update signal from WDS...",
+  "Hey.",
+  "[webpack-dev-server] Hot Module Replacement enabled.",
+  "[webpack-dev-server] Live Reloading enabled.",
+]
+`;
+
+exports[`allowed hosts should connect web socket client using "file:" protocol to web socket server with the "auto" value ("sockjs"): page errors 1`] = `Array []`;
+
+exports[`allowed hosts should connect web socket client using "file:" protocol to web socket server with the "auto" value ("ws"): console messages 1`] = `
+Array [
+  "[HMR] Waiting for update signal from WDS...",
+  "Hey.",
+  "[webpack-dev-server] Hot Module Replacement enabled.",
+  "[webpack-dev-server] Live Reloading enabled.",
+]
+`;
+
+exports[`allowed hosts should connect web socket client using "file:" protocol to web socket server with the "auto" value ("ws"): page errors 1`] = `Array []`;
+
 exports[`allowed hosts should connect web socket client using custom hostname to web socket server with the "all" value ("sockjs"): console messages 1`] = `
 Array [
   "[HMR] Waiting for update signal from WDS...",
diff --git a/test/e2e/allowed-hosts.test.js b/test/e2e/allowed-hosts.test.js
index 07c583a151..4db6a51a20 100644
--- a/test/e2e/allowed-hosts.test.js
+++ b/test/e2e/allowed-hosts.test.js
@@ -380,6 +380,156 @@ describe("allowed hosts", () => {
       await server.stop();
     });
 
+    it(`should connect web socket client using "file:" protocol to web socket server with the "auto" value ("${webSocketServer}")`, async () => {
+      const devServerHost = "127.0.0.1";
+      const devServerPort = port1;
+      const proxyHost = devServerHost;
+      const proxyPort = port2;
+
+      const compiler = webpack(config);
+      const devServerOptions = {
+        client: {
+          webSocketURL: {
+            port: port2,
+          },
+        },
+        webSocketServer,
+        port: devServerPort,
+        host: devServerHost,
+        allowedHosts: "auto",
+      };
+      const server = new Server(devServerOptions, compiler);
+
+      await server.start();
+
+      function startProxy(callback) {
+        const app = express();
+
+        app.use(
+          "/",
+          createProxyMiddleware({
+            target: `http://${devServerHost}:${devServerPort}`,
+            onProxyReqWs: (proxyReq) => {
+              proxyReq.setHeader("origin", "file:///path/to/local/file.js");
+            },
+            ws: true,
+            changeOrigin: true,
+            logLevel: "warn",
+          })
+        );
+
+        return app.listen(proxyPort, proxyHost, callback);
+      }
+
+      const proxy = await new Promise((resolve) => {
+        const proxyCreated = startProxy(() => {
+          resolve(proxyCreated);
+        });
+      });
+
+      const { page, browser } = await runBrowser();
+
+      const pageErrors = [];
+      const consoleMessages = [];
+
+      page
+        .on("console", (message) => {
+          consoleMessages.push(message);
+        })
+        .on("pageerror", (error) => {
+          pageErrors.push(error);
+        });
+
+      await page.goto(`http://${proxyHost}:${proxyPort}/main`, {
+        waitUntil: "networkidle0",
+      });
+
+      expect(consoleMessages.map((message) => message.text())).toMatchSnapshot(
+        "console messages"
+      );
+      expect(pageErrors).toMatchSnapshot("page errors");
+
+      proxy.close();
+
+      await browser.close();
+      await server.stop();
+    });
+
+    it(`should connect web socket client using "chrome-extension:" protocol to web socket server with the "auto" value ("${webSocketServer}")`, async () => {
+      const devServerHost = "127.0.0.1";
+      const devServerPort = port1;
+      const proxyHost = devServerHost;
+      const proxyPort = port2;
+
+      const compiler = webpack(config);
+      const devServerOptions = {
+        client: {
+          webSocketURL: {
+            port: port2,
+          },
+        },
+        webSocketServer,
+        port: devServerPort,
+        host: devServerHost,
+        allowedHosts: "auto",
+      };
+      const server = new Server(devServerOptions, compiler);
+
+      await server.start();
+
+      function startProxy(callback) {
+        const app = express();
+
+        app.use(
+          "/",
+          createProxyMiddleware({
+            target: `http://${devServerHost}:${devServerPort}`,
+            onProxyReqWs: (proxyReq) => {
+              proxyReq.setHeader("origin", "chrome-extension:///abcdef");
+            },
+            ws: true,
+            changeOrigin: true,
+            logLevel: "warn",
+          })
+        );
+
+        return app.listen(proxyPort, proxyHost, callback);
+      }
+
+      const proxy = await new Promise((resolve) => {
+        const proxyCreated = startProxy(() => {
+          resolve(proxyCreated);
+        });
+      });
+
+      const { page, browser } = await runBrowser();
+
+      const pageErrors = [];
+      const consoleMessages = [];
+
+      page
+        .on("console", (message) => {
+          consoleMessages.push(message);
+        })
+        .on("pageerror", (error) => {
+          pageErrors.push(error);
+        });
+
+      await page.goto(`http://${proxyHost}:${proxyPort}/main`, {
+        waitUntil: "networkidle0",
+      });
+
+      expect(consoleMessages.map((message) => message.text())).toMatchSnapshot(
+        "console messages"
+      );
+      expect(pageErrors).toMatchSnapshot("page errors");
+
+      proxy.close();
+
+      await browser.close();
+      await server.stop();
+    });
+
     it(`should connect web socket client using custom hostname to web socket server with the "all" value ("${webSocketServer}")`, async () => {
       const devServerHost = "127.0.0.1";
       const devServerPort = port1;