I've had a few times where they didn't show up as planned. One MSP-ORD-YUL when I had to gate check it. I don't think it made it out of MSP as planned. Didn't see it until the next day, just before I left. But the guy at the counter was really cool, remembered me the next morning even.

The other time was when I flew HNL-ORD-PDX-EUG. HNL-ORD was weight restricted and we only got cleared last-minute, and PDX-EUG was on an EMB-120. I think that was where the problem actually was. I was in DEN for training a week later, and the guy behind the counter there was in my class. He said he remembered me since I was probably the most calm and laid back PAWOB he's ever had :P