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Cheap flights to Chicago

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Flight deals to Chicago

Aug 22 - Aug 29 • 7 nights

14:29JFK
2h 48mDirect
16:17ORD
JetBlue Airways
JetBlue Airways
09:40ORD
2h 19mDirect
12:59JFK
JetBlue Airways
JetBlue Airways
from$247

Aug 12 - Aug 15 • 3 nights

06:55JFK
2h 48mDirect
08:43ORD
JetBlue Airways
JetBlue Airways
06:00ORD
2h 17mDirect
09:17JFK
JetBlue Airways
JetBlue Airways
from$251

Sep 08 - Sep 10 • 2 nights

06:55JFK
2h 47mDirect
08:42ORD
JetBlue Airways
JetBlue Airways
10:59ORD
2h 21mDirect
14:20JFK
JetBlue Airways
JetBlue Airways
from$251

Aug 22 - Aug 29 • 7 nights

14:00LGA
2h 20mDirect
15:20MDW
Southwest Airlines
Southwest Airlines
06:00MDW
2h 17mDirect
09:17LGA
JetBlue Airways
JetBlue Airways
from$267

Sep 08 - Sep 10 • 2 nights

06:00EWR
8h 39m1 stop
13:39ORD
JetBlue Airways
JetBlue Airways
10:59ORD
2h 21mDirect
14:20EWR
JetBlue Airways
JetBlue Airways
from$316

Sep 08 - Sep 10 • 2 nights

06:00LGA
8h 39m1 stop
13:39ORD
JetBlue Airways
JetBlue Airways
10:59ORD
2h 21mDirect
14:20LGA
JetBlue Airways
JetBlue Airways
from$321

Jul 28 - Aug 04 • 7 nights

07:05JFK
2h 45mDirect
08:50ORD
JetBlue Airways
JetBlue Airways
06:00ORD
2h 17mDirect
09:17JFK
JetBlue Airways
JetBlue Airways
from$373

Nov 11 - Nov 15 • 4 nights

06:40JFK
7h 40m1 stop
13:20ORD
JetBlue Airways
JetBlue Airways
20:24ORD
11h 6m1 stop
08:30JFK
JetBlue Airways
JetBlue Airways
from$377

Aug 02 - Aug 04 • 2 nights

07:09JFK
2h 43mDirect
08:52ORD
JetBlue Airways
JetBlue Airways
06:00ORD
2h 17mDirect
09:17JFK
JetBlue Airways
JetBlue Airways
from$404

Aug 12 - Aug 15 • 3 nights

06:00LGA
8h 39m1 stop
13:39ORD
JetBlue Airways
JetBlue Airways
17:27ORD
2h 33mDirect
21:00LGA
JetBlue Airways
JetBlue Airways
from$420

Aug 12 - Aug 15 • 3 nights

06:00EWR
8h 39m1 stop
13:39ORD
JetBlue Airways
JetBlue Airways
06:00ORD
2h 17mDirect
09:17EWR
JetBlue Airways
JetBlue Airways
from$439

Jul 28 - Jul 30 • 2 nights

20:00JFK
2h 58mDirect
21:58ORD
JetBlue Airways
JetBlue Airways
09:40ORD
2h 19mDirect
12:59JFK
JetBlue Airways
JetBlue Airways
from$561

Airlines offering flights to Chicago

Discover airlines flying to Chicago and find the option that suits the way you want to travel