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 $215 / RT details

Book your flight now with Cheapoair.com and save!

Cheap Chicago airfares from $215/RT are provided by Cheapoair.com. Outbound flight is leaving on 10/08/2019, 08:20 am from Toronto Toronto Is (YTZ) airport and arrives at Chicago Midway (MDW) at 09:05 am. The flight time is 0 hours and 45 minutes. The Returning flight departes on 10/20/2019, 03:00 pm (other return dates are also available). Date posted: 18 Aug 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

  • $215Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)10/08/201908:20 am
    Chicago, IL (MDW)Toronto, ON (YTZ)10/20/201903:00 pm
    cheapoair.com check price
  • $233Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)10/08/201908:20 am
    Chicago, IL (MDW)Toronto, ON (YTZ)10/20/201903:00 pm
    flightnetwork.com check price
  • $233Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)10/08/201908:20 am
    Chicago, IL (MDW)Toronto, ON (YTZ)10/20/201903:00 pm
    flyfar.ca check price
  • $502Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (ORD)10/08/201909:00 am
    Chicago, IL (ORD)Toronto, ON (YTZ)10/20/201905:40 am
    flightnetwork.com check price
  • $502Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (ORD)10/08/201909:00 am
    Chicago, IL (ORD)Toronto, ON (YTZ)10/20/201905:40 am
    flyfar.ca check price
  • $109Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)09/11/201908:20 am
    cheapoair.com check price
  • $109Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)09/09/201908:20 am
    cheapoair.com check price
  • $118Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)09/11/201908:20 am
    flightnetwork.com check price
  • $118Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)09/11/201908:20 am
    flyfar.ca check price
  • $119Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)09/09/201908:20 am
    flightnetwork.com check price
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Know what to do when flying to Chicago?

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