diff --git a/cli.py b/cli.py
index 98370b838..5f76675b3 100644
--- a/cli.py
+++ b/cli.py
@@ -1505,6 +1505,10 @@ def _detect_file_drop(user_input: str) -> "dict | None":
         or stripped.startswith('"~')
         or stripped.startswith("'/")
         or stripped.startswith("'~")
+        or stripped.startswith('"./')
+        or stripped.startswith('"../')
+        or stripped.startswith("'./")
+        or stripped.startswith("'../")
         or (len(stripped) >= 4 and stripped[0] in ("'", '"') and stripped[2] == ":" and stripped[3] in ("\\", "/") and stripped[1].isalpha())
     )
     if not starts_like_path: