diff --git a/api/server/router/checkpoint/checkpoint_experimental.go b/api/server/router/checkpoint/checkpoint_experimental.go
index 8e495f1ea6..f0ac015ffa 100644
--- a/api/server/router/checkpoint/checkpoint_experimental.go
+++ b/api/server/router/checkpoint/checkpoint_experimental.go
@@ -10,6 +10,6 @@ func (r *checkpointRouter) initRoutes() {
 	r.routes = []router.Route{
 		router.NewGetRoute("/containers/{name:.*}/checkpoints", r.getContainerCheckpoints),
 		router.NewPostRoute("/containers/{name:.*}/checkpoints", r.postContainerCheckpoint),
-		router.NewDeleteRoute("/containers/{name:.*}/checkpoints/{checkpoint:.*}", r.deleteContainerCheckpoint),
+		router.NewDeleteRoute("/containers/{name}/checkpoints/{checkpoint}", r.deleteContainerCheckpoint),
 	}
 }
diff --git a/cmd/dockerd/daemon.go b/cmd/dockerd/daemon.go
index 60357332f4..eecbd00480 100644
--- a/cmd/dockerd/daemon.go
+++ b/cmd/dockerd/daemon.go
@@ -398,18 +398,23 @@ func loadDaemonCliConfig(opts daemonOptions) (*daemon.Config, error) {
 func initRouter(s *apiserver.Server, d *daemon.Daemon, c *cluster.Cluster) {
 	decoder := runconfig.ContainerDecoder{}
 
-	routers := []router.Router{
+	routers := []router.Router{}
+
+	// we need to add the checkpoint router before the container router or the DELETE gets masked
+	routers = addExperimentalRouters(routers, d, decoder)
+
+	routers = append(routers, []router.Router{
 		container.NewRouter(d, decoder),
 		image.NewRouter(d, decoder),
 		systemrouter.NewRouter(d, c),
 		volume.NewRouter(d),
 		build.NewRouter(dockerfile.NewBuildManager(d)),
 		swarmrouter.NewRouter(c),
-	}
+	}...)
+
 	if d.NetworkControllerEnabled() {
 		routers = append(routers, network.NewRouter(d, c))
 	}
-	routers = addExperimentalRouters(routers, d, decoder)
 
 	s.InitRouter(utils.IsDebugEnabled(), routers...)
 }