Originally Posted by RustyC

The whole Thanksgiving thing definitely works against you, especially in the U.S.

OTOH, ORD is one of the top gateways getting deals, and internationally some of them forget to black out Thanksgiving.

I'd check out The Flight Deal every day for a week or two or more to see if something pops up. You can look at past deals to get an idea. They usually don't last long, but Chicago is a city that often gets them.