diff --git a/Library/Homebrew/keg.rb b/Library/Homebrew/keg.rb
index 778d436a4fd7c..9adf657fed79c 100644
--- a/Library/Homebrew/keg.rb
+++ b/Library/Homebrew/keg.rb
@@ -396,7 +396,7 @@ def optlink(mode = OpenStruct.new)
   end
 
   def delete_pyc_files!
-    find { |pn| pn.delete if pn.extname == ".pyc" }
+    find { |pn| pn.delete if %w[.pyc .pyo].include?(pn.extname) }
   end
 
   private
@@ -483,9 +483,10 @@ def link_dir(relative_dir, mode)
       if src.symlink? || src.file?
         Find.prune if File.basename(src) == ".DS_Store"
         Find.prune if src.realpath == dst
-        # Don't link pyc files because Python overwrites these cached object
-        # files and next time brew wants to link, the pyc file is in the way.
-        if src.extname == ".pyc" && src.to_s =~ /site-packages/
+        # Don't link pyc or pyo files because Python overwrites these
+        # cached object files and next time brew wants to link, the
+        # file is in the way.
+        if %w[.pyc .pyo].include?(src.extname) && src.to_s.include?("/site-packages/")
           Find.prune
         end