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Are you talking about Chicago? An express train sounds great, they should absolutely build one, but I think you're being a little harsh on the existing train. By America's (very low) standards it is quite convenient. It is already much faster and cheaper than driving, I have never even considered taking an Uber and I'm not sure it would be worth paying much more for an express train.

>>burkam+(OP)
Correct, Chicago. The city's even already bored the station downtown as part of another project, so there's a massive underground cavern in the middle of downtown currently going unused.

The last time I took the Blue Line to the airport it was indeed fast and convenient - but dealing with luggage was kind of annoying, and there was a guy smoking weed on the train. If I were traveling for business there's no way I would use the Blue Line unless it was peak rush hour, and indeed most business travelers don't. Getting weed smoke on your work clothes is a less than ideal way to start a trip, nor is getting sweaty in your work clothes from hauling luggage around the station.

Thus the case for an express train - it would capture those price insensitive business travelers. You could charge $20 a ticket and it would still be a significant savings over Uber. Heathrow Express in London is like this and it seems to work well.