Cheap flights from Connecticut to Chicago
Travel > North America > United States > Connecticut to Chicago flights
Founded in the early 1800s, Chicago is positioned between civilization and wilderness and many aspects of modern life had their start here. Chicago really does have it all, with less infrastructural problems than its coastal rivals.... (read more in our Chicago Travel Guide)
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Cheapest flights found for the next 6 months
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Check our newest flight offers to Chicago:
- $279
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Windsor Locks, CT (BDL) Chicago, IL (ORD) 07/22/2022 07:00 am Chicago, IL (ORD) Windsor Locks, CT (BDL) 07/31/2022 05:35 pm - $299 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Windsor Locks, CT (BDL) Chicago, IL (ORD) 07/12/2022 07:00 am Chicago, IL (ORD) Windsor Locks, CT (BDL) 07/17/2022 05:35 pm - $299 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Windsor Locks, CT (BDL) Chicago, IL (ORD) 07/09/2022 07:00 am Chicago, IL (ORD) Windsor Locks, CT (BDL) 07/14/2022 05:35 pm - $499
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Windsor Locks, CT (BDL) Chicago, IL (MDW) 07/09/2022 09:59 pm Chicago, IL (MDW) Windsor Locks, CT (BDL) 07/14/2022 11:05 am - $598
Sun Country Airlines
cheapoair.com check priceFrom To Departure Time Windsor Locks, CT (BDL) Chicago, IL (ORD) 07/22/2022 12:00 pm Chicago, IL (ORD) Windsor Locks, CT (BDL) 07/31/2022 07:00 pm
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