diff --git a/lib/permessage-deflate.js b/lib/permessage-deflate.js
index b9c5ef499..7bb7c98d7 100644
--- a/lib/permessage-deflate.js
+++ b/lib/permessage-deflate.js
@@ -131,12 +131,18 @@ class PerMessageDeflate {
     }
 
     if (this._deflate) {
-      if (this._deflate[kCallback]) {
-        this._deflate[kCallback]();
-      }
+      const callback = this._deflate[kCallback];
 
       this._deflate.close();
       this._deflate = null;
+
+      if (callback) {
+        callback(
+          new Error(
+            'The deflate stream was closed while data was being processed'
+          )
+        );
+      }
     }
   }
 
@@ -314,9 +320,7 @@ class PerMessageDeflate {
     zlibLimiter.add((done) => {
       this._compress(data, fin, (err, result) => {
         done();
-        if (err || result) {
-          callback(err, result);
-        }
+        callback(err, result);
       });
     });
   }
diff --git a/lib/sender.js b/lib/sender.js
index a9bcef201..f23042453 100644
--- a/lib/sender.js
+++ b/lib/sender.js
@@ -306,6 +306,22 @@ class Sender {
 
     this._deflating = true;
     perMessageDeflate.compress(data, options.fin, (_, buf) => {
+      if (this._socket.destroyed) {
+        const err = new Error(
+          'The socket was closed while data was being compressed'
+        );
+
+        if (typeof cb === 'function') cb(err);
+
+        for (let i = 0; i < this._queue.length; i++) {
+          const callback = this._queue[i][4];
+
+          if (typeof callback === 'function') callback(err);
+        }
+
+        return;
+      }
+
       this._deflating = false;
       options.readOnly = false;
       this.sendFrame(Sender.frame(buf, options), cb);
diff --git a/lib/websocket.js b/lib/websocket.js
index c157cfd2c..ca72ad76d 100644
--- a/lib/websocket.js
+++ b/lib/websocket.js
@@ -179,9 +179,8 @@ class WebSocket extends EventEmitter {
    * @private
    */
   emitClose() {
-    this.readyState = WebSocket.CLOSED;
-
     if (!this._socket) {
+      this.readyState = WebSocket.CLOSED;
       this.emit('close', this._closeCode, this._closeMessage);
       return;
     }
@@ -191,6 +190,7 @@ class WebSocket extends EventEmitter {
     }
 
     this._receiver.removeAllListeners();
+    this.readyState = WebSocket.CLOSED;
     this.emit('close', this._closeCode, this._closeMessage);
   }
 
diff --git a/test/permessage-deflate.test.js b/test/permessage-deflate.test.js
index 11f8555af..09681d96f 100644
--- a/test/permessage-deflate.test.js
+++ b/test/permessage-deflate.test.js
@@ -615,15 +615,19 @@ describe('PerMessageDeflate', () => {
       });
     });
 
-    it("doesn't call the callback if the deflate stream is closed prematurely", (done) => {
+    it('calls the callback if the deflate stream is closed prematurely', (done) => {
       const perMessageDeflate = new PerMessageDeflate({ threshold: 0 });
       const buf = Buffer.from('A'.repeat(50));
 
       perMessageDeflate.accept([{}]);
-      perMessageDeflate.compress(buf, true, () => {
-        done(new Error('Unexpected callback invocation'));
+      perMessageDeflate.compress(buf, true, (err) => {
+        assert.ok(err instanceof Error);
+        assert.strictEqual(
+          err.message,
+          'The deflate stream was closed while data was being processed'
+        );
+        done();
       });
-      perMessageDeflate._deflate.on('close', done);
 
       process.nextTick(() => perMessageDeflate.cleanup());
     });
diff --git a/test/websocket.test.js b/test/websocket.test.js
index 229b78715..b9275035d 100644
--- a/test/websocket.test.js
+++ b/test/websocket.test.js
@@ -2341,6 +2341,52 @@ describe('WebSocket', () => {
           ws.on('message', (message) => ws.send(message, { compress: true }));
         });
       });
+
+      it('calls the callback if the socket is closed prematurely', (done) => {
+        const wss = new WebSocket.Server(
+          { perMessageDeflate: true, port: 0 },
+          () => {
+            const called = [];
+            const ws = new WebSocket(`ws://localhost:${wss.address().port}`, {
+              perMessageDeflate: { threshold: 0 }
+            });
+
+            ws.on('open', () => {
+              ws.send('foo');
+              ws.send('bar', (err) => {
+                called.push(1);
+
+                assert.strictEqual(ws.readyState, WebSocket.CLOSING);
+                assert.ok(err instanceof Error);
+                assert.strictEqual(
+                  err.message,
+                  'The socket was closed while data was being compressed'
+                );
+              });
+              ws.send('baz');
+              ws.send('qux', (err) => {
+                called.push(2);
+
+                assert.strictEqual(ws.readyState, WebSocket.CLOSING);
+                assert.ok(err instanceof Error);
+                assert.strictEqual(
+                  err.message,
+                  'The socket was closed while data was being compressed'
+                );
+              });
+            });
+
+            ws.on('close', () => {
+              assert.deepStrictEqual(called, [1, 2]);
+              wss.close(done);
+            });
+          }
+        );
+
+        wss.on('connection', (ws) => {
+          ws._socket.end();
+        });
+      });
     });
 
     describe('#terminate', () => {
@@ -2356,19 +2402,22 @@ describe('WebSocket', () => {
             });
 
             ws.on('open', () => {
-              ws.send('hi', () =>
-                done(new Error('Unexpected callback invocation'))
-              );
+              ws.send('hi', (err) => {
+                assert.strictEqual(ws.readyState, WebSocket.CLOSING);
+                assert.ok(err instanceof Error);
+                assert.strictEqual(
+                  err.message,
+                  'The socket was closed while data was being compressed'
+                );
+
+                ws.on('close', () => {
+                  wss.close(done);
+                });
+              });
               ws.terminate();
             });
           }
         );
-
-        wss.on('connection', (ws) => {
-          ws.on('close', () => {
-            wss.close(done);
-          });
-        });
       });
 
       it('can be used while data is being decompressed', (done) => {