diff --git a/core/path/filepath/path.odin b/core/path/filepath/path.odin
index 58dc06103..a325ce4cd 100644
--- a/core/path/filepath/path.odin
+++ b/core/path/filepath/path.odin
@@ -251,15 +251,22 @@ rel :: proc(base_path, target_path: string, allocator := context.allocator) -> (
 */
 dir :: proc(path: string, allocator := context.allocator) -> string {
 	context.allocator = allocator
-	vol := volume_name(path)
+	vol_len := len(volume_name(path))
+	when ODIN_OS == .Windows {
+		if len(path) >= 3 && is_separator(path[2]) {
+			vol_len += 1
+		}
+	}
+	vol := path[:vol_len]
+
 	i := len(path) - 1
-	for i >= len(vol) && !is_separator(path[i]) {
+	for i >= vol_len && !is_separator(path[i]) {
 		i -= 1
 	}
-	dir, dir_err := clean(path[len(vol) : i+1], allocator)
+	dir, dir_err := clean(path[vol_len : i+1], allocator)
 	if dir_err != nil { return "" }
 	defer delete(dir)
-	if dir == "." && len(vol) > 2 {
+	if dir == "." && vol_len > 2 {
 		return strings.clone(vol)
 	}
 	return strings.concatenate({vol, dir})