Cheap flights from Toronto to Chicago

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

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.

Search and Compare cheap Flights

Enter your travel details:Step 1









Select merchants to compare:Step 2
TripversFlightnetworkExpediaBookingbuddyTravelgroveTravelocity
 
From $241 / RT details

Book your flight now with Cheapoair.com and save!

Cheap Chicago airfares from $241/RT are provided by Cheapoair.com. Outbound flight is leaving on 09/26/2018, 03:35 pm from Toronto Toronto Is (YTZ) airport and arrives at Chicago Midway (MDW) at 04:22 pm. The flight time is 0 hours and 47 minutes. The Returning flight departes on 10/10/2018, 05:05 pm (other return dates are also available). Date posted: 08 May 2018

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

  • $241Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)09/26/201803:35 pm
    Chicago, IL (MDW)Toronto, ON (YTZ)10/10/201805:05 pm
    cheapoair.com check price
  • $257United Airlines flight United Airlines 
    FromToDepartureTime
    Toronto, ON (YYZ)Chicago, IL (ORD)09/26/201808:18 am
    Chicago, IL (ORD)Toronto, ON (YYZ)10/10/201807:45 am
    flyfar.ca check price
  • $257United Airlines flight United Airlines 
    FromToDepartureTime
    Toronto, ON (YYZ)Chicago, IL (ORD)09/26/201808:18 am
    Chicago, IL (ORD)Toronto, ON (YYZ)10/10/201807:45 am
    flightnetwork.com check price
  • $261Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)09/26/201808:15 am
    Chicago, IL (MDW)Toronto, ON (YTZ)10/10/201807:00 am
    flightnetwork.com check price
  • $266Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)09/26/201808:15 am
    Chicago, IL (MDW)Toronto, ON (YTZ)10/10/201807:00 am
    flyfar.ca check price
  • $118Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)10/12/201808:20 am
    cheapoair.com check price
  • $120Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)11/04/201811:55 am
    cheapoair.com check price
  • $126Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)10/18/201808:20 am
    cheapoair.com check price
  • $127Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)10/27/201809:40 am
    cheapoair.com check price
  • $136Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)10/12/201808:20 am
    flightnetwork.com check price
cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesSan Jose To Lahore Multiple Airlines airfares from San Jose in October
$1316 Depart: 10/14/2018
Return: 10/27/2018

provided by Flightnetwork

Multiple AirlinesDenver To Eugene Multiple Airlines airfares from Denver in November
$752 Depart: 11/21/2018
Return: 12/05/2018

provided by Cheapoair.com

LufthansaTulsa To Frankfurt Lufthansa airfares from Tulsa in August
$1370 Depart: 08/14/2018
Return: 08/21/2018

provided by Cheapoair.com

Multiple AirlinesSan Francisco To Belgrade Multiple Airlines airfares from San Francisco in December
$923 Depart: 12/18/2018
Return: 12/25/2018

provided by Cheapoair.com

Multiple AirlinesPhoenix To Los Cabos Multiple Airlines airfares from Phoenix in December
$675 Depart: 12/18/2018
Return: 12/25/2018

provided by Cheapoair.com

Jetblue AirwaysDetroit To Cancun Jetblue Airways airfares from Detroit in October
$445 Depart: 10/23/2018
Return: 11/03/2018

provided by Cheapoair.com

Multiple AirlinesSan Francisco To Sao Paulo Multiple Airlines airfares from San Francisco in January
$1299 Depart: 01/22/2019
Return: 02/05/2019

provided by Cheapoair.com

United AirlinesOrlando To Miami United Airlines airfares from Orlando in September
$858 Depart: 09/25/2018
Return: 10/06/2018

provided by FlyFar

United AirlinesAmarillo To Brownsville United Airlines airfares from Amarillo in October
$295 Depart: 10/01/2018
Return: 10/10/2018

provided by FlyFar

 

Specify your search details. Browse the cheapest flights from Toronto to Chicago, Chicago hotel rooms and Toronto to Chicago vacation packages from the most popular providers, airline consolidators and travel search engines.

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 [...]
Chicago History The site where Chicago stands had long been considered as an important portage point on the water route linking the Great Lakes with the Mississippi river.  Aside from this important fact, there are a lot of interesting things you need to know [...]
Chicago Sightseeing The rich cultural heritage of Chicago is depicted in its famous sights.  Other tourist attractions in the city can be seen in zoos and parks as well.  If you are thinking about visiting, it will help if you take a look at some of the travel [...]
Chicago Nightlife Chicago is one of the cities blessed with a variety of nightlife options.  Discos, clubs, bars - name it and the place will certainly give you the pleasure you are looking for. You will surely dance the night away as you listen to the music [...]
Chicago Pictures
  • Bean - Chicagoview
  • City Reflections - Chicagoview
  • cool site - Chicagoview
  • Chicago Limousine Bus - Chicagoview
   Welcome to Travelgrove  register tell a friend bookmark it 
 
This airfare deal was found   ago. Click "Check price" to see current prices!
*