Final update:
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Pulling out of KC I spied this guy - this was my attitude on the train, just along for the ride!
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Lunch (shrimp in lobster sauce again) was served early even though we were running late...not sure why. They were also out of salads for some reason...I guess someone mathed incorrectly?
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Small towns passed by as we moved ever closer to CHI and it seemed like we lost time at every point despite the crew's attempts to make up time. Station stops were nice and short but alas we slipped from 2 hours late to 3.
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Pulling into CHI I enjoyed seeing all the infrastructure, I haven't spent much time in the city or the station. I ended up missing the flight I'd booked by just a couple minutes as American moved me to an earlier one and between that and a poor Lyft experience. I ended up staying at the Super 8 by the airport (surprisingly nice with a shuttle that ran to the airport AND the train station) and catching an early flight out the next morning no worse for wear.
Overall I really enjoyed the trip. Was it perfect? Obviously not, but thanks to the other trip reports I'd read I was well prepared and comfortable. I feel like a relaxed attitude is imperative as the crew appears to be doing their best to make the most of a mediocre situation. After all I'm glad to have taken the trip and am looking forward to the Coast Starlight trip we have booked in a few months.