Cheap flights from Connecticut to Chicago

Travel > North America > United States > Connecticut to Chicago flights

Though residents complain about the cold weather that lasts almost through the whole year, at least on a winter day, they can duck into such popular clubs as Andy's, where there's hot jazz even at noon. The best time to visit is between May and October when the weather is the most predictable. Then you could head out to ivy-covered Wrigley Field to catch baseball's Cubs in action, or take a cruise boat under the bridges of the Chicago River at sunset.... (read more in our Chicago Travel Guide)

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Cheapest flights found for the next 6 months

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Hartford 

Check our newest flight offers to Chicago:

  • $343Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Windsor Locks, CT (BDL)Chicago, IL (ORD)08/31/201707:55 pm
    Chicago, IL (ORD)Windsor Locks, CT (BDL)09/12/201710:12 am
    cheapoair.com check price
  • $370United Airlines flight United Airlines 
    FromToDepartureTime
    Windsor Locks, CT (BDL)Chicago, IL (ORD)09/16/201701:15 pm
    Chicago, IL (ORD)Windsor Locks, CT (BDL)10/01/201705:52 pm
    flightnetwork.com check price
  • $373United Airlines flight United Airlines 
    FromToDepartureTime
    Windsor Locks, CT (BDL)Chicago, IL (ORD)09/16/201701:15 pm
    Chicago, IL (ORD)Windsor Locks, CT (BDL)10/01/201705:52 pm
    flyfar.ca check price
  • $375Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Windsor Locks, CT (BDL)Chicago, IL (MDW)09/16/201706:00 am
    Chicago, IL (MDW)Windsor Locks, CT (BDL)10/01/201705:52 pm
    flyfar.ca check price
  • $377United Airlines flight United Airlines 
    FromToDepartureTime
    Windsor Locks, CT (BDL)Chicago, IL (ORD)09/14/201701:15 pm
    Chicago, IL (ORD)Windsor Locks, CT (BDL)09/24/201707:50 am
    flighthub.com check price
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Recently found cheap flight deals

United AirlinesGreensboro To Vancouver United Airlines airfares from Greensboro in August
$591 Depart: 08/21/2017
Return: 08/31/2017

provided by Flightnetwork

Air CanadaWashington DC To Puerto Vallarta Air Canada airfares from Washington DC in December
$782 Depart: 12/13/2017
Return: 01/03/2018

provided by FlightHub

Virgin AustraliaMinneapolis To Sydney Virgin Australia airfares from Minneapolis in June
$2451 Depart: 06/23/2017
Return: 06/30/2017

provided by FlightHub

United AirlinesOrlando To Frankfurt United Airlines airfares from Orlando in September
$1128 Depart: 09/20/2017
Return: 10/04/2017

provided by FlightHub

AeromexicoLos Angeles To San Pedro Sula Aeromexico airfares from Los Angeles in September
$538 Depart: 09/06/2017
Return: 09/13/2017

provided by FlightHub

Multiple AirlinesDenver To Copenhagen Multiple Airlines airfares from Denver in September
$785 Depart: 09/12/2017
Return: 09/28/2017

provided by FlightHub

Air CanadaMiami To Ahmedabad Air Canada airfares from Miami in July
$3856 Depart: 07/18/2017
Return: 08/09/2017

provided by FlightHub

Multiple AirlinesCharlotte To Baton Rouge Multiple Airlines airfares from Charlotte in September
$577 Depart: 09/11/2017
Return: 09/20/2017

provided by Flightnetwork

Copa AirHouston To Barranquilla Copa Air airfares from Houston in August
$614 Depart: 08/22/2017
Return: 08/29/2017

provided by FlightHub

 

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