If you're not going to move to MSP then don't go to Sunny. Sunny is traditionally really not commuter friendly and you'll probably wind up questioning life choices. If you're up for moving to MSP, then by all means get the type and immediately get your apps out to the big four.

If you do go Envoy, there are a few commuters out of OMA, but my understanding is that it isn't too bad of a commute and you'll have UA options to ORD too.