Both are going to be very hard since CO uses its IAH for a ton of Mexico connections, which will be busy during spring break, and AA's MIA hub is the same. This would be a hard trip to get a good flight on paying cash, so mileage may not happen. Unlikely things are going to get better, as you're going to be relying on a small plane (or two) to a hub and then travel to a peak spring break destination at the height of spring break.
I'd second the suggestion of seeing if there are flights ICT-ORD, ICT-DFW, ICT-DEN, ICT-MIA, ICT-IAH, and then ex-hub-SJU.