Just to follow up, no one answered the rest of my question and just talked about my incident at Midway. My question was how long Southwest needs to have a flight delayed for them to give me a hotel for a missed connection. If my layover is 1h:15m and I am only delayed 30 minutes but still miss my flight, would they accommodate me? What is the cutoff? Does the connection need to have boarded by the time I landed, etc? Usually I get food and go to the bathroom during the layover...