Cheap flights from Ontario to Chicago

Travel > North America > United States > Ontario 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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Kitchener 
London 
Niagara Falls 
Ontario, London 
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Check our newest flight offers to Chicago:

  • $196Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)08/05/201703:30 pm
    Chicago, IL (MDW)Toronto, ON (YTZ)08/11/201707:25 pm
    cheapoair.com check price
  • $305Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Windsor, ON (YQG)Chicago, IL (MDW)08/02/201711:05 am
    Chicago, IL (MDW)Windsor, ON (YQG)08/12/201701:15 pm
    cheapoair.com check price
  • $327Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Ottawa, ON (YOW)Chicago, IL (MDW)08/04/201709:00 am
    Chicago, IL (MDW)Ottawa, ON (YOW)08/10/201703:30 pm
    cheapoair.com check price
  • $356Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Ontario, CA (ONT)Chicago, IL (MDW)08/13/201703:10 pm
    Chicago, IL (MDW)Ontario, CA (ONT)08/22/201705:30 am
    flyfar.ca check price
  • $381United Airlines flight United Airlines 
    FromToDepartureTime
    London, ON (YXU)Chicago, IL (ORD)07/11/201701:10 pm
    Chicago, IL (ORD)London, ON (YXU)07/24/201706:05 am
    flightnetwork.com check price
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