Cheap flights from Toronto to Chicago

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Travel tip: Visit Chicago on your holidays!

Check our current prices for flights from Toronto to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Toronto to Chicago, you will need to run a search below.

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From $187 / RT details

Book your flight now with Cheapoair.com and save!

Cheap Chicago airfares from $187/RT are provided by Cheapoair.com. Outbound flight is leaving on 03/03/2019, 03:35 pm from Toronto Toronto Is (YTZ) airport and arrives at Chicago Midway (MDW) at 04:25 pm. The flight time is 0 hours and 50 minutes. The Returning flight departes on 03/17/2019, 10:30 am (other return dates are also available). Date posted: 15 Jan 2019

Price evolution for flights From Toronto To Chicago

Price overview for flights from Toronto to Chicago

Recent Deals on Flights from Toronto to Chicago:Roundtrip / Oneway

  • $187Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)03/03/201903:35 pm
    Chicago, IL (MDW)Toronto, ON (YTZ)03/17/201910:30 am
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  • $205Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)03/24/201911:55 am
    Chicago, IL (MDW)Toronto, ON (YTZ)04/04/201907:00 am
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  • $215Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)03/03/201903:35 pm
    Chicago, IL (MDW)Toronto, ON (YTZ)03/17/201910:30 am
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  • $354Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (ORD)03/03/201908:55 pm
    Chicago, IL (ORD)Toronto, ON (YTZ)03/17/201907:00 am
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  • $109Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)03/12/201908:35 am
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  • $109Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)03/01/201901:30 pm
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  • $115Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)03/16/201911:15 am
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  • $115Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)06/15/201912:50 pm
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  • $117Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)03/15/201908:35 am
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Know what to do when flying to Chicago?

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