diff --git a/dvc/output/base.py b/dvc/output/base.py
index 8b55bd71f..493266041 100644
--- a/dvc/output/base.py
+++ b/dvc/output/base.py
@@ -277,6 +277,7 @@ class OutputBase(object):
 
     def checkout(self, force=False, progress_callback=None, tag=None):
         if not self.use_cache:
+            progress_callback(str(self.path_info), self.get_files_number())
             return
 
         if tag:
diff --git a/dvc/remote/base.py b/dvc/remote/base.py
index 62dbba705..59d3d70ed 100644
--- a/dvc/remote/base.py
+++ b/dvc/remote/base.py
@@ -739,23 +739,28 @@ class RemoteBASE(object):
             raise NotImplementedError
 
         checksum = checksum_info.get(self.PARAM_CHECKSUM)
+        skip = False
         if not checksum:
             logger.warning(
                 "No checksum info found for '{}'. "
                 "It won't be created.".format(str(path_info))
             )
             self.safe_remove(path_info, force=force)
-            return
+            skip = True
 
         if not self.changed(path_info, checksum_info):
             msg = "Data '{}' didn't change."
             logger.debug(msg.format(str(path_info)))
-            return
+            skip = True
 
         if self.changed_cache(checksum):
             msg = "Cache '{}' not found. File '{}' won't be created."
             logger.warning(msg.format(checksum, str(path_info)))
             self.safe_remove(path_info, force=force)
+            skip = True
+
+        if skip:
+            progress_callback(str(path_info), self.get_files_number(checksum))
             return
 
         msg = "Checking out '{}' with cache '{}'."
@@ -774,6 +779,15 @@ class RemoteBASE(object):
             path_info, checksum, force, progress_callback=progress_callback
         )
 
+    def get_files_number(self, checksum):
+        if not checksum:
+            return 0
+
+        if self.is_dir_checksum(checksum):
+            return len(self.get_dir_cache(checksum))
+
+        return 1
+
     @staticmethod
     def unprotect(path_info):
         pass
diff --git a/dvc/remote/ssh/__init__.py b/dvc/remote/ssh/__init__.py
index ea8e89938..086a2fd71 100644
--- a/dvc/remote/ssh/__init__.py
+++ b/dvc/remote/ssh/__init__.py
@@ -277,3 +277,5 @@ class RemoteSSH(RemoteBASE):
                 in_remote = itertools.chain.from_iterable(results)
                 ret = list(itertools.compress(checksums, in_remote))
                 return ret
+
+            pbar.update_desc("", 0)  # clear path name description
diff --git a/dvc/repo/checkout.py b/dvc/repo/checkout.py
index 3430f9436..e335763a2 100644
--- a/dvc/repo/checkout.py
+++ b/dvc/repo/checkout.py
@@ -50,8 +50,5 @@ def checkout(self, target=None, with_deps=False, force=False, recursive=False):
                         )
                     )
 
-                done = pbar.n
                 stage.checkout(force=force, progress_callback=pbar.update_desc)
-                if done == pbar.n:
-                    # callback not called
-                    pbar.update(stage.get_all_files_number())
+            pbar.update_desc("Checkout", 0)  # clear path name description