diff --git a/internal/protocols/httpserv/location_with_trailing_slash.go b/internal/protocols/httpserv/location_with_trailing_slash.go
index 6c6db9c4bda..339a4d5caca 100644
--- a/internal/protocols/httpserv/location_with_trailing_slash.go
+++ b/internal/protocols/httpserv/location_with_trailing_slash.go
@@ -4,9 +4,19 @@ import "net/url"
 
 // LocationWithTrailingSlash returns the URL in a relative format, with a trailing slash.
 func LocationWithTrailingSlash(u *url.URL) string {
-	l := "./" + u.Path[1:] + "/"
+	l := "./"
+
+	for i := 1; i < len(u.Path); i++ {
+		if u.Path[i] == '/' {
+			l += "../"
+		}
+	}
+
+	l += u.Path[1:] + "/"
+
 	if u.RawQuery != "" {
 		l += "?" + u.RawQuery
 	}
+
 	return l
 }
diff --git a/internal/protocols/httpserv/location_with_trailing_slash_test.go b/internal/protocols/httpserv/location_with_trailing_slash_test.go
index f782115a19f..e5d20c3ab33 100644
--- a/internal/protocols/httpserv/location_with_trailing_slash_test.go
+++ b/internal/protocols/httpserv/location_with_trailing_slash_test.go
@@ -28,6 +28,13 @@ func TestLocationWithTrailingSlash(t *testing.T) {
 			},
 			"./www.example.com/",
 		},
+		{
+			"slashes in path",
+			&url.URL{
+				Path: "/my/path",
+			},
+			"./../my/path/",
+		},
 	} {
 		t.Run(ca.name, func(t *testing.T) {
 			require.Equal(t, ca.loc, LocationWithTrailingSlash(ca.url))