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:
- $141
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Windsor Locks, CT (BDL) Chicago, IL (ORD) 03/22/2021 11:50 am Chicago, IL (ORD) Windsor Locks, CT (BDL) 03/30/2021 03:55 pm - $248 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Windsor Locks, CT (BDL) Chicago, IL (ORD) 03/27/2021 03:30 pm Chicago, IL (ORD) Windsor Locks, CT (BDL) 04/04/2021 05:17 am - $287
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Windsor Locks, CT (BDL) Chicago, IL (ORD) 03/22/2021 11:32 am Chicago, IL (ORD) Windsor Locks, CT (BDL) 03/30/2021 03:55 pm - $4180 Multiple Airlines
cheapoair.com check priceFrom To Departure Time Windsor Locks, CT (BDL) Chicago, IL (ORD) 03/27/2021 03:30 pm Chicago, IL (ORD) Windsor Locks, CT (BDL) 04/04/2021 05:09 pm - $10089 Multiple Airlines
cheapoair.com check priceFrom To Departure Time Windsor Locks, CT (BDL) Chicago, IL (MDW) 03/27/2021 07:29 am Chicago, IL (MDW) Windsor Locks, CT (BDL) 04/04/2021 05:17 am
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