diff --git a/std/examples/chat/server.ts b/std/examples/chat/server.ts
index d28f9f43fc324e..e6b8cd9b005cee 100644
--- a/std/examples/chat/server.ts
+++ b/std/examples/chat/server.ts
@@ -1,4 +1,5 @@
 import { listenAndServe } from "../../http/server.ts";
+import * as path from "../../path/mod.ts";
 import {
   acceptWebSocket,
   acceptable,
@@ -48,7 +49,7 @@ listenAndServe(addr, async req => {
       });
     } else {
       // server launched by deno run ./server.ts
-      const file = await Deno.open(u.pathname);
+      const file = await Deno.open(path.resolve(u.href));
       req.respond({
         status: 200,
         headers: new Headers({
diff --git a/std/examples/chat/server_test.ts b/std/examples/chat/server_test.ts
index e09771e5208c6a..dd03658f55f7e2 100644
--- a/std/examples/chat/server_test.ts
+++ b/std/examples/chat/server_test.ts
@@ -8,7 +8,7 @@ import { delay } from "../../util/async.ts";
 
 const port = randomPort();
 
-const { test, build } = Deno;
+const { test } = Deno;
 
 async function startServer(): Promise<Deno.Process> {
   const server = Deno.run({
@@ -16,7 +16,7 @@ async function startServer(): Promise<Deno.Process> {
       Deno.execPath(),
       "--allow-net",
       "--allow-read",
-      "server.ts",
+      "./server.ts",
       `127.0.0.1:${port}`
     ],
     cwd: "examples/chat",
@@ -35,11 +35,7 @@ async function startServer(): Promise<Deno.Process> {
   return server;
 }
 
-// TODO: https://github.com/denoland/deno/issues/4108
-const ignore = build.os == "win";
-
 test({
-  ignore,
   name: "GET / should serve html",
   async fn() {
     const server = await startServer();
@@ -58,7 +54,6 @@ test({
 });
 
 test({
-  ignore,
   name: "GET /ws should upgrade conn to ws",
   async fn() {
     const server = await startServer();
diff --git a/std/http/server_test.ts b/std/http/server_test.ts
index d9ce3ba970849a..9572604566dc77 100644
--- a/std/http/server_test.ts
+++ b/std/http/server_test.ts
@@ -473,10 +473,10 @@ test({
         await req.respond({ body: new TextEncoder().encode(req.url) });
       }
     }
-
-    const server = serve(":8123");
+    const port = randomPort();
+    const server = serve({ port });
     const p = iteratorReq(server);
-    const conn = await Deno.connect({ hostname: "127.0.0.1", port: 8123 });
+    const conn = await Deno.connect({ hostname: "127.0.0.1", port });
     await Deno.writeAll(
       conn,
       new TextEncoder().encode("GET /hello HTTP/1.1\r\n\r\n")