Chicago Loop 1 PM --> ORD Flight at 2:30?
#31
Join Date: May 2008
Location: NYC
Programs: DL PM; UA 1K; AA 1MM
Posts: 3,836
As a former Chicago resident, I'm impressed at how "quickly" you got there TBH!
#32
Join Date: Jun 2001
Location: New York, NY
Posts: 3,631
Yeah, I'm the kind of person that is pretty happy rolling up to some airports (looking at you DCA, at least before the changes in security) even after boarding has already begun, but there's no way I'd plan on making this flight.
#33
Join Date: Nov 2021
Posts: 119
even with the downstairs security you can just give yourself and extra 7 min for walking and you’re still good AND it is so insanely close to the city you can Gail a cab and be there in 15 min from most of the city. One of my favorites for that reason!
#34
Join Date: Mar 2013
Programs: DL PM, MR Titanium/LTP, Hilton Diamond
Posts: 9,677
As someone who used to live in CHI and take either the Kennedy or the blue line everyday, there’s no way I’d expect to make this. Especially not since DL is in T5 now. There can be traffic any time of day on the Kennedy, and the blue line is notorious for it’s “slow zones” where tracks need maintenance.
I should point out that I’m usually of the “go for it” variety, but I see virtually no chance of making that.
I should point out that I’m usually of the “go for it” variety, but I see virtually no chance of making that.
It seems like most people self-reporting as current/former Chicago residents (you can add me to that list) are on the side of not making it. I suspect it’s because those of us who lived there can recount more than a few times where it seemed like we had plenty of time to make a flight and then all of a sudden I90 just stopped for no apparent reason and the Google Maps estimate started slowly ticking up.
That’s also why when I visit these days, I always take the Blue Line back to the airport because it’s a relatively fixed amount of time (as long as you account for potentially missing it or some extra hold time along the way) vs the drive which is wildly unpredictable
#35
Join Date: May 2017
Posts: 1,673
Out of pure curiosity, someone should make a poll on this one, would love to see how current/former Chicago residents view this vs those who have just passed through.
It seems like most people self-reporting as current/former Chicago residents (you can add me to that list) are on the side of not making it. I suspect it’s because those of us who lived there can recount more than a few times where it seemed like we had plenty of time to make a flight and then all of a sudden I90 just stopped for no apparent reason and the Google Maps estimate started slowly ticking up.
It seems like most people self-reporting as current/former Chicago residents (you can add me to that list) are on the side of not making it. I suspect it’s because those of us who lived there can recount more than a few times where it seemed like we had plenty of time to make a flight and then all of a sudden I90 just stopped for no apparent reason and the Google Maps estimate started slowly ticking up.

#36
Join Date: Feb 2019
Posts: 2,708
Just making a reality check. Let's say a poster said "I left downtown Chicago at 1p for my 2:30p flight. It took me 1 hour to make it to ORD, security took 15 minutes, and the gate was closed by the time I made it there 10 minutes before posted departure time. DL didn't have space on the next flight 3 hours later and I was stuck at ORD overnight. I'm MAD!!!"
How many folks saying OP should be OK would be turning around and saying "dude, you shouldn't cut it so close! You should have booked the later flight and tried to get on standby for the earlier flight!!!"?
How many folks saying OP should be OK would be turning around and saying "dude, you shouldn't cut it so close! You should have booked the later flight and tried to get on standby for the earlier flight!!!"?
OP is clearly aware of what he's getting into. For the right type of traveler, this is perfectly cromulent.