diff --git a/lib/ansible/plugins/lookup/fileglob.py b/lib/ansible/plugins/lookup/fileglob.py
index 9747381ca1..7889e6e5bc 100644
--- a/lib/ansible/plugins/lookup/fileglob.py
+++ b/lib/ansible/plugins/lookup/fileglob.py
@@ -30,7 +30,8 @@ class LookupModule(LookupBase):
 
         ret = []
         for term in terms:
-            dwimmed = self._loader.path_dwim_relative(basedir, 'files', term)
-            globbed = glob.glob(dwimmed)
+            term_file = os.path.basename(term)
+            dwimmed_path = self._loader.path_dwim_relative(basedir, 'files', os.path.dirname(term))
+            globbed = glob.glob(os.path.join(dwimmed_path, term_file))
             ret.extend(g for g in globbed if os.path.isfile(g))
         return ret