Don't go try the EXPERT traveler lane if you are traveling with pets, carrying a wedding dress you refuse to check or don't understand the 3oz liquid rule. Your fellow travelers will appreciate it.
Disagree about "Expert" lane. Line is deceptively long when MDW is busy. I've been burned a few times. Make sure you check how long that line really is - it wraps around.
Better charge up all your devices. Plug in outlets here are hard to find and if you do find one you'll be standing up waiting for your device to charge