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 $636 / RT details

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Cheap Chicago airfares from $636/RT are provided by Outbound flight is leaving on 10/02/2023, 09:30 am from Toronto Toronto Is (YTZ) airport and arrives at Chicago Midway (MDW) at 10:17 am. The flight time is 0 hours and 47 minutes. The Returning flight departes on 10/09/2023, 05:49 pm (other return dates are also available). Date posted: 15 Aug 2023

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

  • $636Porter Airlines flight Porter Airlines 
    Toronto, ON (YTZ)Chicago, IL (MDW)10/02/202309:30 am
    Chicago, IL (MDW)Toronto, ON (YTZ)10/09/202305:49 pm check price
  • $163Porter Airlines flight Porter Airlines 
    Toronto, ON (YTZ)Chicago, IL (MDW)10/25/202309:30 am check price
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Know what to do when flying to Chicago?

Chicago Travel Guide 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. Though [...]
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