diff --git a/pkg/http/handler/hijack.go b/pkg/http/handler/hijack.go
index 2559302639f7..c7e6d95f45e0 100644
--- a/pkg/http/handler/hijack.go
+++ b/pkg/http/handler/hijack.go
@@ -17,11 +17,15 @@ limitations under the License.
 package handler
 
 import (
+	"bufio"
 	"cmp"
 	"context"
+	"net"
 	"net/http"
 	"sync/atomic"
 	"time"
+
+	"knative.dev/pkg/websocket"
 )
 
 // HijackTracker is used to track Websocket Connections
@@ -39,6 +43,17 @@ type HijackTracker struct {
 	inflight atomic.Int64
 }
 
+type hijackTrackerResponseWriter struct {
+	http.ResponseWriter
+	tracker *HijackTracker
+}
+
+type trackedConn struct {
+	net.Conn
+	tracker *HijackTracker
+	closed  atomic.Bool
+}
+
 // Drain should be called after http.Server:Shutdown returns
 func (s *HijackTracker) Drain(ctx context.Context) error {
 	pollInterval := cmp.Or(s.PollInterval, time.Second)
@@ -62,5 +77,37 @@ func (s *HijackTracker) ServeHTTP(w http.ResponseWriter, r *http.Request) {
 	s.inflight.Add(1)
 	defer s.inflight.Add(-1)
 
-	s.Handler.ServeHTTP(w, r)
+	s.Handler.ServeHTTP(&hijackTrackerResponseWriter{
+		ResponseWriter: w,
+		tracker:        s,
+	}, r)
+}
+
+func (w *hijackTrackerResponseWriter) Unwrap() http.ResponseWriter {
+	return w.ResponseWriter
+}
+
+func (w *hijackTrackerResponseWriter) Flush() {
+	w.ResponseWriter.(http.Flusher).Flush()
+}
+
+func (w *hijackTrackerResponseWriter) Hijack() (net.Conn, *bufio.ReadWriter, error) {
+	conn, rw, err := websocket.HijackIfPossible(w.ResponseWriter)
+	if err != nil {
+		return nil, nil, err
+	}
+
+	w.tracker.inflight.Add(1)
+	return &trackedConn{
+		Conn:    conn,
+		tracker: w.tracker,
+	}, rw, nil
+}
+
+func (c *trackedConn) Close() error {
+	err := c.Conn.Close()
+	if c.closed.CompareAndSwap(false, true) {
+		c.tracker.inflight.Add(-1)
+	}
+	return err
 }
diff --git a/pkg/http/handler/hijack_test.go b/pkg/http/handler/hijack_test.go
index 18bf84dd4568..00e366155f43 100644
--- a/pkg/http/handler/hijack_test.go
+++ b/pkg/http/handler/hijack_test.go
@@ -17,14 +17,36 @@ limitations under the License.
 package handler
 
 import (
+	"bufio"
 	"context"
 	"errors"
+	"net"
 	"net/http"
 	"net/http/httptest"
 	"testing"
 	"time"
 )
 
+type hijackableResponseWriter struct {
+	*httptest.ResponseRecorder
+	conn net.Conn
+}
+
+func (w *hijackableResponseWriter) Hijack() (net.Conn, *bufio.ReadWriter, error) {
+	client, server := net.Pipe()
+	w.conn = client
+	return server, bufio.NewReadWriter(bufio.NewReader(server), bufio.NewWriter(server)), nil
+}
+
+type flushableResponseWriter struct {
+	*hijackableResponseWriter
+	flushed bool
+}
+
+func (w *flushableResponseWriter) Flush() {
+	w.flushed = true
+}
+
 func TestHijackTrackerNoHijack(t *testing.T) {
 	w := httptest.NewRecorder()
 	r := httptest.NewRequest(http.MethodGet, "http://somehost.com", nil)
@@ -43,20 +65,32 @@ func TestHijackTrackerNoHijack(t *testing.T) {
 }
 
 func TestHijackTrackerConnectionHijacked(t *testing.T) {
-	w := httptest.NewRecorder()
+	w := &hijackableResponseWriter{ResponseRecorder: httptest.NewRecorder()}
 	r := httptest.NewRequest(http.MethodGet, "http://somehost.com", nil)
 
 	inHandler := make(chan struct{})
-	handlerWait := make(chan struct{})
+	connClosed := make(chan struct{})
 	drainResult := make(chan error, 1)
 
 	h := &HijackTracker{
 		PollInterval: 10 * time.Millisecond,
 		Handler: http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
 			close(inHandler)
-			<-handlerWait
+			conn, _, err := w.(http.Hijacker).Hijack()
+			if err != nil {
+				t.Fatalf("Hijack() = %v", err)
+			}
+			go func() {
+				<-connClosed
+				conn.Close()
+			}()
 		}),
 	}
+	defer func() {
+		if w.conn != nil {
+			w.conn.Close()
+		}
+	}()
 
 	go func() {
 		h.ServeHTTP(w, r)
@@ -75,15 +109,15 @@ func TestHijackTrackerConnectionHijacked(t *testing.T) {
 	select {
 	case <-time.After(250 * time.Millisecond):
 	case <-drainResult:
-		t.Fatal("drain returned befoce handler was finished")
+		t.Fatal("drain returned before hijacked connection was closed")
 	}
 
-	close(handlerWait)
+	close(connClosed)
 
 	var err error
 	select {
 	case <-time.After(1 * time.Second):
-		t.Fatal("Drain was not unblocked when the handler returned")
+		t.Fatal("Drain was not unblocked when the hijacked connection closed")
 	case err = <-drainResult:
 	}
 
@@ -93,11 +127,10 @@ func TestHijackTrackerConnectionHijacked(t *testing.T) {
 }
 
 func TestHijackTrackerConnectionHijackedTimeout(t *testing.T) {
-	w := httptest.NewRecorder()
+	w := &hijackableResponseWriter{ResponseRecorder: httptest.NewRecorder()}
 	r := httptest.NewRequest(http.MethodGet, "http://somehost.com", nil)
 
 	inHandler := make(chan struct{})
-	handlerWait := make(chan struct{})
 	drainStarted := make(chan struct{})
 	drainResult := make(chan error, 1)
 
@@ -105,9 +138,18 @@ func TestHijackTrackerConnectionHijackedTimeout(t *testing.T) {
 		PollInterval: 10 * time.Millisecond,
 		Handler: http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
 			close(inHandler)
-			<-handlerWait
+			conn, _, err := w.(http.Hijacker).Hijack()
+			if err != nil {
+				t.Fatalf("Hijack() = %v", err)
+			}
+			_ = conn
 		}),
 	}
+	defer func() {
+		if w.conn != nil {
+			w.conn.Close()
+		}
+	}()
 
 	go func() {
 		h.ServeHTTP(w, r)
@@ -122,9 +164,6 @@ func TestHijackTrackerConnectionHijackedTimeout(t *testing.T) {
 	}()
 
 	<-drainStarted
-	// note: this is deferred to unblock the go-routine
-	// to clean up the test
-	defer close(handlerWait)
 
 	var err error
 	select {
@@ -137,3 +176,27 @@ func TestHijackTrackerConnectionHijackedTimeout(t *testing.T) {
 		t.Fatal("unexpected error draining", err)
 	}
 }
+
+func TestHijackTrackerResponseWriterPreservesOptionalInterfaces(t *testing.T) {
+	w := &flushableResponseWriter{
+		hijackableResponseWriter: &hijackableResponseWriter{
+			ResponseRecorder: httptest.NewRecorder(),
+		},
+	}
+
+	h := &HijackTracker{
+		Handler: http.HandlerFunc(func(w http.ResponseWriter, _ *http.Request) {
+			w.(http.Flusher).Flush()
+			got := w.(interface{ Unwrap() http.ResponseWriter }).Unwrap()
+			if got != w.(*hijackTrackerResponseWriter).ResponseWriter {
+				t.Fatal("Unwrap() did not return the underlying writer")
+			}
+		}),
+	}
+
+	h.ServeHTTP(w, httptest.NewRequest(http.MethodGet, "http://somehost.com", nil))
+
+	if !w.flushed {
+		t.Fatal("Flush() was not forwarded to the underlying writer")
+	}
+}