I would suggest SkyWest and get based in MKE. I used to be in MKE and many crewmembers I flew with that did this commute said it was really easy. Sounds like an odd commute, but there are a few good reasons to consider it:
1) Midwest has a ton of flights between MKE and MCI (it's their two hubs), and they are usually fairly open.
2) Some of our trips begin or end with a deadhead from MKE-MCI or MCI-MKE. Commuters love this because they only have to commute one way, and they get paid for the deadhead that they don't have to take.
3) We have a lot of long (ie 23 hour) MCI overnights, so you can always just go home for the night.
4) There is still a chance we could open an MCI domicile, although I can see it going senior just based on how people were talking.

Just thought you would be interested!