diff --git a/app/classes/shared/helpers.py b/app/classes/shared/helpers.py
index c4d9ad10..350a99e2 100644
--- a/app/classes/shared/helpers.py
+++ b/app/classes/shared/helpers.py
@@ -376,6 +376,18 @@ class Helpers:
 
         return default_return
 
+    @staticmethod
+    def is_subdir(server_path, root_dir):
+        server_path = os.path.realpath(server_path)
+        root_dir = os.path.realpath(root_dir)
+
+        relative = os.path.relpath(server_path, root_dir)
+
+        if relative.startswith(os.pardir):
+            return False
+        else:
+            return True
+
     def set_setting(self, key, new_value):
         try:
             with open(self.settings_file, "r", encoding="utf-8") as f:
diff --git a/app/classes/web/server_handler.py b/app/classes/web/server_handler.py
index 04644689..e6ecc719 100644
--- a/app/classes/web/server_handler.py
+++ b/app/classes/web/server_handler.py
@@ -2,7 +2,6 @@ import json
 import logging
 import os
 import time
-from pathlib import PurePosixPath
 import tornado.web
 import tornado.escape
 import bleach
@@ -320,8 +319,8 @@ class ServerHandler(BaseHandler):
                 return
             import_type = bleach.clean(self.get_argument("create_type", ""))
             import_server_path = bleach.clean(self.get_argument("server_path", ""))
-            if PurePosixPath(self.controller.project_root).is_relative_to(
-                import_server_path
+            if not self.helper.is_subdir(
+                import_server_path, self.controller.project_root
             ):
                 self.redirect(
                     "/panel/error?error=Loop Error: The selected path will cause"
@@ -478,9 +477,7 @@ class ServerHandler(BaseHandler):
                 return
             import_type = bleach.clean(self.get_argument("create_type", ""))
             import_server_path = bleach.clean(self.get_argument("server_path", ""))
-            if PurePosixPath(self.controller.project_root).is_relative_to(
-                import_server_path
-            ):
+            if self.helper.is_subdir(import_server_path, self.controller.project_root):
                 self.redirect(
                     "/panel/error?error=Loop Error: The selected path will cause"
                     " an infinite copy loop. Make sure Crafty's directory is not"