diff --git a/test/server.js b/test/server.js
index a373837e..492c67d8 100644
--- a/test/server.js
+++ b/test/server.js
@@ -2701,6 +2701,34 @@ describe("server", () => {
         });
       });
 
+      it("should execute when message sent during polling upgrade window", (done) => {
+        const engine = listen({ allowUpgrades: true }, (port) => {
+          const socket = new ClientSocket(`ws://localhost:${port}`, {
+            transports: ["polling", "websocket"],
+          });
+          let i = 0;
+          let j = 0;
+
+          engine.on("connection", (conn) => {
+            conn.on("upgrading", () => {
+                conn.send("a", (transport) => {
+                  i++;
+                });
+            });
+          });
+          socket.on("open", () => {
+            socket.on("message", (msg) => {
+              j++;
+            });
+          });
+
+          setTimeout(() => {
+            expect(i).to.be(j);
+            done();
+          }, 100);
+        });
+      });
+
       it("should execute when message sent (websocket)", (done) => {
         const engine = listen({ allowUpgrades: false }, (port) => {
           const socket = new ClientSocket(`ws://localhost:${port}`, {