diff --git a/lib/Server.js b/lib/Server.js
index 4b810fe887..de00af8208 100644
--- a/lib/Server.js
+++ b/lib/Server.js
@@ -342,8 +342,17 @@ class Server {
     const contentBasePublicPath = this.options.contentBasePublicPath;
 
     if (Array.isArray(contentBase)) {
-      contentBase.forEach((item) => {
-        this.app.use(contentBasePublicPath, express.static(item));
+      contentBase.forEach((item, index) => {
+        let publicPath = contentBasePublicPath;
+
+        if (
+          Array.isArray(contentBasePublicPath) &&
+          contentBasePublicPath[index]
+        ) {
+          publicPath = contentBasePublicPath[index] || contentBasePublicPath[0];
+        }
+
+        this.app.use(publicPath, express.static(item));
       });
     } else if (isAbsoluteUrl(String(contentBase))) {
       this.log.warn(
diff --git a/lib/options.json b/lib/options.json
index 0936c4f5f9..ab67fdd5d3 100644
--- a/lib/options.json
+++ b/lib/options.json
@@ -52,7 +52,18 @@
       "type": "boolean"
     },
     "contentBasePublicPath": {
-      "type": "string"
+      "anyOf": [
+        {
+          "type": "string"
+        },
+        {
+          "type": "array",
+          "items": {
+            "type": "string"
+          },
+          "minItems": 1
+        }
+      ]
     },
     "contentBase": {
       "anyOf": [
@@ -463,7 +474,7 @@
       "quiet": "should be {Boolean} (https://webpack.js.org/configuration/dev-server/#devserverquiet-)",
       "reporter": "should be {Function} (https://github.com/webpack/webpack-dev-middleware#reporter)",
       "requestCert": "should be {Boolean}",
-      "contentBasePublicPath": "should be {String} (https://webpack.js.org/configuration/dev-server/#devservercontentbasepublicpath)",
+      "contentBasePublicPath": "should be {String|Array} (https://webpack.js.org/configuration/dev-server/#devservercontentbasepublicpath)",
       "serveIndex": "should be {Boolean} (https://webpack.js.org/configuration/dev-server/#devserverserveindex)",
       "serverSideRender": "should be {Boolean} (https://github.com/webpack/webpack-dev-middleware#serversiderender)",
       "setup": "should be {Function} (https://webpack.js.org/configuration/dev-server/#devserversetup)",
diff --git a/test/server/contentBasePublicPath-option.test.js b/test/server/contentBasePublicPath-option.test.js
index 752002fcde..404c0b9437 100644
--- a/test/server/contentBasePublicPath-option.test.js
+++ b/test/server/contentBasePublicPath-option.test.js
@@ -16,6 +16,7 @@ const contentBaseOther = path.resolve(
 );
 
 const contentBasePublicPath = '/serve-content-base-at-this-url';
+const contentBasePublicOtherPath = '/serve-other-content-at-this-url';
 
 describe('contentBasePublicPath option', () => {
   let server;
@@ -292,4 +293,45 @@ describe('contentBasePublicPath option', () => {
       req.patch(`${contentBasePublicPath}/`).expect(404, done);
     });
   });
+
+  describe('multiple contentBasePublicPath entries', () => {
+    beforeAll((done) => {
+      server = testServer.start(
+        config,
+        {
+          contentBase: [contentBasePublic, contentBaseOther],
+          contentBasePublicPath: [
+            contentBasePublicPath,
+            contentBasePublicOtherPath,
+          ],
+          watchContentBase: true,
+          port,
+        },
+        done
+      );
+      req = request(server.app);
+    });
+
+    afterAll((done) => {
+      testServer.close(() => {
+        done();
+      });
+    });
+
+    it('Request the first path to index', (done) => {
+      req.get(`${contentBasePublicPath}/`).expect(200, /Heyo/, done);
+    });
+
+    it('Request the first path to other file', (done) => {
+      req
+        .get(`${contentBasePublicPath}/other.html`)
+        .expect(200, /Other html/, done);
+    });
+
+    it('Request the second path to foo', (done) => {
+      req
+        .get(`${contentBasePublicOtherPath}/foo.html`)
+        .expect(200, /Foo!/, done);
+    });
+  });
 });