diff --git a/tests/func/test_add.py b/tests/func/test_add.py
index b1d639e49..f1e293641 100644
--- a/tests/func/test_add.py
+++ b/tests/func/test_add.py
@@ -637,8 +637,14 @@ def test_should_protect_on_repeated_add(link, dvc_repo, repo_dir):
 
 
 def test_escape_gitignore_entries(git, dvc_repo, repo_dir):
-    fname = "file!with*weird#naming_[1].txt"
-    ignored_fname = r"/file\!with\*weird\#naming_\[1\].txt"
+    fname = "file!with*weird#naming_[1].t?t"
+    ignored_fname = r"/file\!with\*weird\#naming_\[1\].t\?t"
+
+    if os.name == "nt":
+        # Some characters are not supported by Windows in the filename
+        # https://docs.microsoft.com/en-us/windows/win32/fileio/naming-a-file
+        fname = "file!with_weird#naming_[1].txt"
+        ignored_fname = r"/file\!with_weird\#naming_\[1\].txt"
 
     os.rename(repo_dir.FOO, fname)