Cheap flights from Connecticut to Chicago
Travel > North America > United States > Connecticut to Chicago flights
Chicago is home to internationally recognized names in the entertainment scene: the Chicago Symphony, Lyric Opera, and Steppenwolf Theatre, Gutsy Steppenwolf Theater regularly showcase the talents of remarkable local actors. The Grammy-laden Chicago Symphony Orchestra is appreciated both at home and abroad and the Lyric Opera's lavish productions boast world-class singers and conductors. And let’s not forget film criticism, TV talk (who doesn't know Oprah!) and Second City... (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:
- $1008
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Windsor Locks, CT (BDL) Chicago, IL (MDW) 04/09/2025 07:07 pm Chicago, IL (MDW) Windsor Locks, CT (BDL) 04/15/2025 04:40 pm
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