diff --git a/gateway/gateway_test.go b/gateway/gateway_test.go
index 2238f65e13c..4ba3d693f71 100644
--- a/gateway/gateway_test.go
+++ b/gateway/gateway_test.go
@@ -1,6 +1,7 @@
 package gateway
 
 import (
+	"bufio"
 	"bytes"
 	"context"
 	"encoding/json"
@@ -21,6 +22,7 @@ import (
 	"github.com/gorilla/websocket"
 	proxyproto "github.com/pires/go-proxyproto"
 	"github.com/stretchr/testify/assert"
+	"github.com/stretchr/testify/require"
 	msgpack "gopkg.in/vmihailenco/msgpack.v2"
 
 	"github.com/TykTechnologies/tyk-pump/analytics"
@@ -1486,6 +1488,50 @@ func TestWebsocketsSeveralOpenClose(t *testing.T) {
 	conn3.Close()
 }
 
+func TestWebsocketsWithConnectionKeepAlive(t *testing.T) {
+	ts := StartTest(nil)
+	defer ts.Close()
+
+	globalConf := ts.Gw.GetConfig()
+	globalConf.HttpServerOptions.EnableWebSockets = true
+	ts.Gw.SetConfig(globalConf)
+
+	ts.Gw.BuildAndLoadAPI(func(spec *APISpec) {
+		spec.Proxy.ListenPath = "/"
+	})
+
+	baseURL := strings.Replace(ts.URL, "http://", "ws://", -1)
+	url, err := url.Parse(baseURL)
+	require.NoError(t, err)
+
+	conn, err := net.Dial("tcp", url.Host)
+	require.NoError(t, err)
+	defer conn.Close()
+
+	req := fmt.Sprintf(`GET %s/ws HTTP/1.1
+Host: %s
+Accept-Encoding: gzip, deflate, br, zstd
+Sec-WebSocket-Version: 13
+Sec-WebSocket-Extensions: permessage-deflate
+Sec-WebSocket-Key: X62lCXELOHFcBBG72P2S2Q==
+Connection: Upgrade, keep-alive
+Upgrade: websocket
+
+`, baseURL, url.Host)
+	req = strings.Replace(req, "\n", "\r\n", -1)
+	_, err = conn.Write([]byte(req))
+	require.NoError(t, err)
+	buf, err := bufio.NewReader(conn).ReadString('\n')
+	require.NoError(t, err)
+	assert.Contains(t, buf, "HTTP/1.1 101 Switching Protocols")
+
+	_, _ = ts.Run(t, test.TestCase{
+		Method: "GET",
+		Path:   "/abc",
+		Code:   http.StatusOK,
+	})
+}
+
 func TestWebsocketsAndHTTPEndpointMatch(t *testing.T) {
 	ts := StartTest(nil)
 	t.Cleanup(ts.Close)
diff --git a/internal/httputil/streaming.go b/internal/httputil/streaming.go
index 2589d340058..94432483cf6 100644
--- a/internal/httputil/streaming.go
+++ b/internal/httputil/streaming.go
@@ -2,6 +2,7 @@ package httputil
 
 import (
 	"net/http"
+	"net/textproto"
 	"strings"
 )
 
@@ -23,8 +24,7 @@ func IsSseStreamingResponse(r *http.Response) bool {
 
 // IsUpgrade checks if the request is an upgrade request and returns the upgrade type.
 func IsUpgrade(req *http.Request) (string, bool) {
-	connection := strings.ToLower(strings.TrimSpace(req.Header.Get(headerConnection)))
-	if connection != "upgrade" {
+	if !headerContainsTokenIgnoreCase(req.Header, headerConnection, "Upgrade") {
 		return "", false
 	}
 
@@ -36,6 +36,28 @@ func IsUpgrade(req *http.Request) (string, bool) {
 	return "", false
 }
 
+func headerContainsTokenIgnoreCase(h http.Header, key, token string) bool {
+	for _, t := range headerTokens(h, key) {
+		if strings.EqualFold(t, token) {
+			return true
+		}
+	}
+	return false
+}
+
+func headerTokens(h http.Header, key string) []string {
+	key = textproto.CanonicalMIMEHeaderKey(key)
+	var tokens []string
+	for _, v := range h[key] {
+		v = strings.TrimSpace(v)
+		for _, t := range strings.Split(v, ",") {
+			t = strings.TrimSpace(t)
+			tokens = append(tokens, t)
+		}
+	}
+	return tokens
+}
+
 // IsStreamingRequest returns true if the request designates streaming (gRPC or WebSocket).
 func IsStreamingRequest(r *http.Request) bool {
 	_, upgrade := IsUpgrade(r)
diff --git a/internal/httputil/streaming_test.go b/internal/httputil/streaming_test.go
index 6b44dc765f6..806ee380959 100644
--- a/internal/httputil/streaming_test.go
+++ b/internal/httputil/streaming_test.go
@@ -57,11 +57,21 @@ func TestIsUpgrade(t *testing.T) {
 	assert.True(t, ok)
 	assert.Equal(t, "websocket", upgradeType)
 
+	req = newRequestWithHeaders(t, 0, map[string]string{headerConnection: "keep-alive, Upgrade", headerUpgrade: "websocket"})
+	upgradeType, ok = IsUpgrade(req)
+	assert.True(t, ok)
+	assert.Equal(t, "websocket", upgradeType)
+
 	req = newRequestWithHeaders(t, 0, map[string]string{headerConnection: "keep-alive", headerUpgrade: "websocket"})
 	upgradeType, ok = IsUpgrade(req)
 	assert.False(t, ok)
 	assert.Empty(t, upgradeType)
 
+	req = newRequestWithHeaders(t, 0, map[string]string{headerConnection: "keep-alive, Upgrade"})
+	upgradeType, ok = IsUpgrade(req)
+	assert.False(t, ok)
+	assert.Empty(t, upgradeType)
+
 	req = newRequestWithHeaders(t, 0, map[string]string{headerConnection: "Upgrade"})
 	upgradeType, ok = IsUpgrade(req)
 	assert.False(t, ok)