One stop EWR-CLE-MDW return in a day if you want to try it. ~$220* on co.com. You can do a quick turnaround in MDW if you want, or a longer several hour layover. I checked for a flight on 9/28, so don't know about other days. Make sure your promotion can be any fare class, as this is Q class. There are $400 B fares around to ORD, ATL, TPA, etc. if you can't use a TurQey fare.
*Fare courtesy matched for CO to compete with American Trans Air(ATA).
(Edited to add fare class)
[This message has been edited by lowfareair (edited 09-23-2002).]