MCI to SEA with what should have been a quick stop in DEN. Flight was running 20 min late out of MCI. When plane got to the gate at DEN they could not get the jet bridge to the aircraft. After making everyone wait 50 minutes, with almost no communication of what was going on, they finally made everyone put all their carry-on luggage away and get buckled back in so the plane could move over 1 gate. Needless to say, lots of us missed our connecting flights. SWA auto rebooked my wife and I on a flight to leave DEN 5 hours later. This effectively took our 1 day of sightseeing in Seattle, prior to our cruise the next morning, away. When they rebooked us, it automatically gave us C group boarding passes. When I advised the gate agent that I had paid a lot extra for A group he said the only thing we could do would be to purchase a new upgrade (80ea) for the new flight, because our upgrade we paid for was for the other flight and they can't use it. He gave us a form and said we could send that in for reimbursement for the difference between the fare we paid for and the fare we were forced to take. We took the form and also paid the 160.00 to get back in the A group where we should have been. Upon returning from cruise, I submitted form and "evidence" and was promptly denied any reimbursement from Southwest Customer service. After going back and forth 3 times via email over a couple days with SWA customer service, she advised they are sorry, but nothing can be done. I think it's really awful of SWA to make us pay for the upgrade 2 times and a gate agent tell us that we would get refunded, then SWA customer service not take care of a long time, loyal, frequent flyer by simply refunding the overpayment for the difference in fare we paid for vs the fare they forced us to take. I'm guessing this is pretty common issue with all the flight delays these days. I'm sure SWA likes making all the extra money by getting to charge for upgrades 2 times for each flight that is delayed.