diff --git a/packages/markitdown/src/markitdown/__main__.py b/packages/markitdown/src/markitdown/__main__.py
index 6085ad6bb..54ac54452 100644
--- a/packages/markitdown/src/markitdown/__main__.py
+++ b/packages/markitdown/src/markitdown/__main__.py
@@ -206,11 +206,11 @@ def _handle_output(args, result: DocumentConverterResult):
         with open(args.output, "w", encoding="utf-8") as f:
             f.write(result.markdown)
     else:
-        # Handle stdout encoding errors more gracefully
+        # Handle stdout encoding errors more gracefully, with fallback for
+        # cases where sys.stdout.encoding is None (e.g. redirected streams).
+        encoding = sys.stdout.encoding or "utf-8"
         print(
-            result.markdown.encode(sys.stdout.encoding, errors="replace").decode(
-                sys.stdout.encoding
-            )
+            result.markdown.encode(encoding, errors="replace").decode(encoding)
         )