Chicago App : watch out for the ?s
Good luck !
Edit: Actually, Chicago requires a cut-paste from your word processing program. So the steps I followed were : cut-paste, save, then go back to the page to see how the essay was saved, then edit this version to convert all those annoying question marks back to what they were intended to be, save. Rinse and repeat.
Edit2 : Oh, the payment system. Thanks Badri for bringing this back to my notice. There is another quirk in the system that allows you to submit the application without going through the actual payment system. And, you can't come back in to fork out the dineros. So, make sure you fill out the payment form before clicking the final Submit. Then, you wait - it takes over two days for the payment to be confirmed.