Same problem and a very rude desk lady. Flight for Columbus happened to be ready to board at next gate and my scheduled connection flight was 3 hours later. I was returning from a family funeral and would still have a 2 hour drive home to West Virginia. As an anesthesiologist I have to get into work at 6 in the morning. She didn't care stating my a list didn't matter I would have to pay $300 for a new ticket even though there were a couple of seats. No place to rest or sleep in MDW. I'm exhausted from an emotional weekend but Southwest doesn't care
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