Flights from Chicago (CHI) to Canada (Canada)

Change search
We compare hundreds of flights from Chicago to Canada from a range of airlines and travel agents to get you the best deals. Find cheap flights along this route.
Chicago (CHI) to Toronto (YTO)
 Depart 02 Sep 15
 Return 09 Sep 15

Price subject to availability

   View more dates
 
Chicago (MDW) to Montreal (YUL)
 Depart 02 Sep 15
 Return 09 Sep 15

Flying with Pem-Air

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  15 more Flightnetwork flights available on this route
$354   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Quebec
ORD to YQB Flightnetwork
$364   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Ottawa
ORD to YOW Flightnetwork
$372   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Montreal
ORD to YUL Flightnetwork
$388   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Ottawa
MDW to YOW Flightnetwork
$396   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Quebec
ORD to YQB Flightnetwork
$401   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Edmonton
ORD to YEG Flightnetwork
$410   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Edmonton
ORD to YEG Flightnetwork
$411   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Edmonton
ORD to YEG Flightnetwork
$412   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Quebec
MDW to YQB Flightnetwork
$412   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Quebec
ORD to YQB Flightnetwork
$426   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Edmonton
ORD to YEG Flightnetwork
$428   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Ottawa
MDW to YOW Flightnetwork
$431   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Ottawa
ORD to YOW Flightnetwork
$431   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Ottawa
ORD to YOW Flightnetwork
$438   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Montreal
MDW to YUL Flightnetwork
Chicago (ORD) to Toronto (YYZ)
 Depart 12 Sep 15
 Return 15 Sep 15

Flying with American Airlines

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  15 more CheapOair.com flights available on this route
$256   Dep 20 Oct 15 - Rtn 22 Oct 15
Chicago to Toronto
CHI to YTO CheapOair.com
$256   Dep 10 Nov 15 - Rtn 12 Nov 15
Chicago to Toronto
CHI to YTO CheapOair.com
$263   Dep 06 Dec 15 - Rtn 08 Dec 15
Chicago to Toronto
CHI to YTO CheapOair.com
$265   Dep 24 Sep 15 - Rtn 29 Sep 15
Chicago to Toronto
CHI to YTO CheapOair.com
$272   Dep 05 Sep 15 - Rtn 06 Sep 15
Chicago to Toronto
MDW to YTZ CheapOair.com
$273   Dep 23 Aug 15 - Rtn 25 Aug 15
Chicago to Toronto
CHI to YTO CheapOair.com
$273   Dep 23 Sep 15 - Rtn 25 Sep 15
Chicago to Toronto
CHI to YTO CheapOair.com
$283   Dep 13 Sep 15 - Rtn 16 Sep 15
Chicago to Toronto
ORD to YYZ CheapOair.com
$300   Dep 05 Sep 15 - Rtn 09 Sep 15
Chicago to Toronto
ORD to YYZ CheapOair.com
$300   Dep 08 Sep 15 - Rtn 09 Sep 15
Chicago to Toronto
ORD to YYZ CheapOair.com
$316   Dep 27 Aug 15 - Rtn 01 Sep 15
Chicago to Toronto
CHI to YTO CheapOair.com
$326   Dep 07 Sep 15 - Rtn 09 Sep 15
Chicago to Toronto
CHI to YTO CheapOair.com
$335   Dep 19 Jan 16 - Rtn 21 Jan 16
Chicago to Toronto
CHI to YTO CheapOair.com
$364   Dep 10 Oct 15 - Rtn 13 Oct 15
Chicago to Toronto
ORD to YYZ CheapOair.com
$370   Dep 08 Oct 15 - Rtn 11 Oct 15
Chicago to Toronto
ORD to YYZ CheapOair.com
Chicago (CHI) to Vancouver (YVR)
 Depart 24 Aug 15
 Return 26 Aug 15

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  9 more OneTravel.com flights available on this route
$389   Dep 03 Sep 15 - Rtn 05 Sep 15
Chicago to Quebec
CHI to YQB OneTravel.com
$392   Dep 10 Sep 15 - Rtn 12 Sep 15
Chicago to Calgary
CHI to YYC OneTravel.com
$400   Dep 23 Aug 15 - Rtn 22 Sep 15
Chicago to Toronto
MDW to YTZ OneTravel.com
$411   Dep 03 Sep 15 - Rtn 05 Sep 15
Chicago to Montreal
CHI to YMQ OneTravel.com
$427   Dep 04 Sep 15 - Rtn 06 Sep 15
Chicago to Ottawa
CHI to YOW OneTravel.com
$432   Dep 25 Aug 15 - Rtn 22 Sep 15
Chicago to Edmonton
ORD to YEG OneTravel.com
$498   Dep 08 Sep 15 - Rtn 10 Sep 15
Chicago to Winnipeg
CHI to YWG OneTravel.com
$718   Dep 04 Sep 15 - Rtn 06 Sep 15
Chicago to Toronto
CHI to YTZ OneTravel.com
$810   Dep 23 Aug 15 - Rtn 22 Sep 15
Chicago to Toronto
ORD to YTZ OneTravel.com
Chicago (ORD) to Toronto (YTO)
 Depart 23 Sep 15
 Return 29 Sep 15

Flying with US Airways

Price subject to availability

   View more dates
 
Chicago (MDW) to Toronto (YTZ)
 Depart 14 Oct 15
 Return 21 Oct 15

Flying with Pem-Air

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  15 more momondo.com flights available on this route
$231   Dep 07 Oct 15 - Rtn 14 Oct 15
Chicago to Toronto
MDW to YTZ momondo.com
$232   Dep 23 Sep 15 - Rtn 30 Sep 15
Chicago to Toronto
MDW to YTZ momondo.com
$232   Dep 30 Sep 15 - Rtn 07 Oct 15
Chicago to Toronto
MDW to YTZ momondo.com
$232   Dep 14 Oct 15 - Rtn 21 Oct 15
Chicago to Toronto
ORD to YYZ momondo.com
$233   Dep 07 Oct 15 - Rtn 14 Oct 15
Chicago to Toronto
ORD to YYZ momondo.com
$233   Dep 30 Sep 15 - Rtn 07 Oct 15
Chicago to Toronto
ORD to YYZ momondo.com
$233   Dep 23 Sep 15 - Rtn 30 Sep 15
Chicago to Toronto
ORD to YYZ momondo.com
$237   Dep 21 Oct 15 - Rtn 28 Oct 15
Chicago to Toronto
MDW to YTZ momondo.com
$237   Dep 28 Oct 15 - Rtn 04 Nov 15
Chicago to Toronto
MDW to YTZ momondo.com
$238   Dep 28 Oct 15 - Rtn 04 Nov 15
Chicago to Toronto
ORD to YYZ momondo.com
$238   Dep 21 Oct 15 - Rtn 28 Oct 15
Chicago to Toronto
ORD to YYZ momondo.com
$338   Dep 04 Nov 15 - Rtn 11 Nov 15
Chicago to Toronto
MDW to YTZ momondo.com
$339   Dep 04 Nov 15 - Rtn 11 Nov 15
Chicago to Toronto
ORD to YYZ momondo.com
$389   Dep 28 Oct 15 - Rtn 04 Nov 15
Chicago to Vancouver
ORD to YVR momondo.com
$393   Dep 28 Oct 15 - Rtn 04 Nov 15
Chicago to Victoria
ORD to YYJ momondo.com
FlightsTo
Search recommended websites
  • Recent Searches
From placeholder To placeholder
Staying in placeholder
Pick up placeholder
(under 12)
Searching... Find deals  
GO  
  • Clear recent searches
  • Enter your travel details and click ‘Find deals’ to see a list of partners with great airfare offers to your destination

    Sorry, we do not have any partners that match your search criteria.

    Your privacy is important to us; that's why we will never share your information with third parties and have a spam free policy. See our privacy policy. You can unsubscribe at any time.

    Thank you for subscribing to the Cheapflights newsletter