diff --git a/IPython/core/interactiveshell.py b/IPython/core/interactiveshell.py
index ef83ce8..37b3158 100644
--- a/IPython/core/interactiveshell.py
+++ b/IPython/core/interactiveshell.py
@@ -923,8 +923,9 @@ class InteractiveShell(SingletonConfigurable):
             paths.append(p.resolve())
         
         # In Cygwin paths like "c:\..." and '\cygdrive\c\...' are possible
-        if str(p_venv).startswith("\\cygdrive"):
-            p_venv = "C:" / Path(str(p_venv)[11:])
+        if p_venv.parts[1] == "cygdrive":
+            drive_name = p_venv.parts[2]
+            p_venv = (drive_name + ":/") / Path(*p_venv.parts[3:])
 
         if any(p_venv == p.parents[1] for p in paths):
             # Our exe is inside or has access to the virtualenv, don't need to do anything.