Again, nonstop from CHI (ORD OR MIDWAY) are only available certain days of the week. If you have dates in stone, you may not get nonstop.

Rambo - yes, we could stack two weeks, if our days matched the Charters. I am wed to a school schedule (Christmas holiday plus a few bonus vaca days) - so we cannot guarantee a 14 day with Sat-Sat. All depends when the holiday falls.

This year, even looking today, there is nothing for our days that is nonstop (including on matrix, kayak and direct site searches).
This year, we are only there 10 days, so we had to do a short layover. I will not complain about 7 hours total airtime from MKE though! December, soon come!