Hoping to do this in one day as cheap as possible (obviously)
Could only find cheap non-stops to ORD or MDW for $158 but need 3 segments (or 4,500 MQMs

)
Found MSP->MCO on 12/18, return 12/20 MCO->DTW->MSP for $350ish but hoping to do better pricewise and/or in one day or just one overnight.
Thanks for your help everyone!