Cannot login to Outlook OWA with "Too many redirects detected" and 500 error. Problem: When login to Outlook OWA will get following error message and even tried to clear browser cache, history & cookies still cannot log in Outlook OWA. Error message: 500 Something went wrong Repeating redirects detected X-Redir-Error :xxxxxxx|xxxxxxx|xxxxxxx|xxxxxxx..." Case: It happen with browser login Outlook OWA but if use desktop app login is OK, so the problem not come from user account or Exchange server, it should come with your computer local user profile. Solved: Press "Windows Key + R", and type "%appdata%\Microsoft" Enter Once in the directory, you’ll see Outlook folder: Delete "Outlook" folder