diff --git a/types/webpack-dev-server/index.d.ts b/types/webpack-dev-server/index.d.ts
index 30fd2482e7..02b22e7817 100644
--- a/types/webpack-dev-server/index.d.ts
+++ b/types/webpack-dev-server/index.d.ts
@@ -28,7 +28,7 @@ declare namespace WebpackDevServer {
 
     type ProxyConfigArrayItem = {
         path?: string | string[];
-        context?: string | string[]
+        context?: string | string[] | httpProxyMiddleware.Filter
     } & httpProxyMiddleware.Config;
 
     type ProxyConfigArray = ProxyConfigArrayItem[];
diff --git a/types/webpack-dev-server/webpack-dev-server-tests.ts b/types/webpack-dev-server/webpack-dev-server-tests.ts
index 755245b035..dc8a1dbdc1 100644
--- a/types/webpack-dev-server/webpack-dev-server-tests.ts
+++ b/types/webpack-dev-server/webpack-dev-server-tests.ts
@@ -87,6 +87,9 @@ const c3: WebpackDevServer.Configuration = {
 const c4: WebpackDevServer.Configuration = {
     writeToDisk: (filePath: string) => true,
 };
+const c5: WebpackDevServer.Configuration = {
+    proxy: [{context: (pathname: string) => true}]
+};
 
 // API example
 server = new WebpackDevServer(compiler, config);