Flights from Chicago (CHI) to Canada (Canada)

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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 (ORD) to Toronto (YYZ)
 Depart 22 Jun 15
 Return 29 Jun 15

Flying with Air Canada

Price subject to availability

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  • Price
  • Dep date
  15 more Flightnetwork flights available on this route
$274   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Toronto
MDW to YTZ Flightnetwork
$337   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Ottawa
ORD to YOW Flightnetwork
$351   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Montreal
MDW to YUL Flightnetwork
$373   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Winnipeg
ORD to YWG Flightnetwork
$376   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Ottawa
MDW to YOW Flightnetwork
$389   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Toronto
ORD to YYZ Flightnetwork
$390   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Toronto
ORD to YYZ Flightnetwork
$401   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Toronto
ORD to YYZ Flightnetwork
$405   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Quebec
MDW to YQB Flightnetwork
$416   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Ottawa
ORD to YOW Flightnetwork
$427   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Montreal
ORD to YUL Flightnetwork
$427   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Halifax
MDW to YHZ Flightnetwork
$442   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Halifax
ORD to YHZ Flightnetwork
$466   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Quebec
ORD to YQB Flightnetwork
$474   Dep 22 Jun 15 - Rtn 29 Jun 15
Chicago to Edmonton
ORD to YEG Flightnetwork
Chicago (ORD) to Toronto (YYZ)
 Depart 20 Jun 15
 Return 23 Jun 15

Flying with United Airlines

Price subject to availability

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  • Price
  • Dep date
  15 more CheapOair.com flights available on this route
$249   Dep 23 Jun 15 - Rtn 24 Jun 15
Chicago to Toronto
ORD to YYZ CheapOair.com
$253   Dep 20 Jun 15 - Rtn 24 Jun 15
Chicago to Toronto
MDW to YTZ CheapOair.com
$255   Dep 18 Jun 15 - Rtn 20 Jun 15
Chicago to Toronto
CHI to YTO CheapOair.com
$273   Dep 12 Jun 15 - Rtn 12 Jul 15
Chicago to Toronto
MDW to YTZ CheapOair.com
$274   Dep 20 Jun 15 - Rtn 25 Jun 15
Chicago to Toronto
CHI to YTO CheapOair.com
$286   Dep 15 Jul 15 - Rtn 20 Jul 15
Chicago to Toronto
CHI to YTO CheapOair.com
$290   Dep 02 Jul 15 - Rtn 05 Jul 15
Chicago to Toronto
CHI to YTO CheapOair.com
$290   Dep 30 Jul 15 - Rtn 05 Aug 15
Chicago to Toronto
CHI to YTO CheapOair.com
$292   Dep 24 Jul 15 - Rtn 31 Jul 15
Chicago to Toronto
MDW to YTZ CheapOair.com
$292   Dep 12 Aug 15 - Rtn 15 Aug 15
Chicago to Toronto
MDW to YTZ CheapOair.com
$292   Dep 13 Aug 15 - Rtn 16 Aug 15
Chicago to Toronto
MDW to YTZ CheapOair.com
$292   Dep 14 Aug 15 - Rtn 17 Aug 15
Chicago to Toronto
MDW to YTZ CheapOair.com
$364   Dep 24 Jun 15 - Rtn 06 Jul 15
Chicago to Montreal
MDW to YUL CheapOair.com
$423   Dep 25 Jun 15 - Rtn 07 Jul 15
Chicago to Montreal
MDW to YUL CheapOair.com
$423   Dep 26 Jun 15 - Rtn 08 Jul 15
Chicago to Montreal
MDW to YUL CheapOair.com
Chicago (MDW) to Toronto (YTZ)
 Depart 12 Jun 15
 Return 12 Jul 15

Flying with Pem-Air

Price subject to availability

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  • Price
  • Dep date
  7 more OneTravel.com flights available on this route
$393   Dep 16 Jun 15 - Rtn 18 Jun 15
Chicago to Quebec
CHI to YQB OneTravel.com
$406   Dep 10 Jun 15 - Rtn 14 Jul 15
Chicago to Calgary
ORD to YYC OneTravel.com
$417   Dep 10 Jun 15 - Rtn 14 Jul 15
Chicago to Vancouver
ORD to YVR OneTravel.com
$424   Dep 17 Jun 15 - Rtn 19 Jun 15
Chicago to Vancouver
CHI to YVR OneTravel.com
$434   Dep 16 Jun 15 - Rtn 18 Jun 15
Chicago to Montreal
CHI to YMQ OneTravel.com
$453   Dep 13 Jun 15 - Rtn 10 Jul 15
Chicago to Halifax
ORD to YHZ OneTravel.com
$528   Dep 12 Jun 15 - Rtn 28 Jun 15
Chicago to Vancouver
ORD to YVR OneTravel.com
Chicago (ORD) to Toronto (YTO)
 Depart 13 Jun 15
 Return 16 Jun 15

Flying with Pem-Air

Price subject to availability

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Chicago (CHI) to Toronto (YTO)
 Depart 13 Jun 15
 Return 20 Jun 15

Price subject to availability

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Chicago (MDW) to Toronto (YTZ)
 Depart 26 Aug 15
 Return 02 Sep 15

Flying with Pem-Air

Price subject to availability

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  • Price
  • Dep date
  15 more momondo.com flights available on this route
$267   Dep 19 Aug 15 - Rtn 26 Aug 15
Chicago to Toronto
MDW to YTZ momondo.com
$272   Dep 26 Aug 15 - Rtn 02 Sep 15
Chicago to Toronto
ORD to YYZ momondo.com
$272   Dep 19 Aug 15 - Rtn 26 Aug 15
Chicago to Toronto
ORD to YYZ momondo.com
$278   Dep 05 Aug 15 - Rtn 12 Aug 15
Chicago to Toronto
MDW to YTZ momondo.com
$278   Dep 12 Aug 15 - Rtn 19 Aug 15
Chicago to Toronto
MDW to YTZ momondo.com
$284   Dep 22 Jul 15 - Rtn 29 Jul 15
Chicago to Toronto
MDW to YTZ momondo.com
$284   Dep 29 Jul 15 - Rtn 05 Aug 15
Chicago to Toronto
MDW to YTZ momondo.com
$287   Dep 05 Aug 15 - Rtn 12 Aug 15
Chicago to Toronto
ORD to YTZ momondo.com
$287   Dep 12 Aug 15 - Rtn 19 Aug 15
Chicago to Toronto
ORD to YTZ momondo.com
$290   Dep 29 Jul 15 - Rtn 05 Aug 15
Chicago to Toronto
ORD to YYZ momondo.com
$298   Dep 22 Jul 15 - Rtn 29 Jul 15
Chicago to Toronto
ORD to YYZ momondo.com
$447   Dep 05 Aug 15 - Rtn 12 Aug 15
Chicago to Victoria
ORD to YYJ momondo.com
$486   Dep 12 Aug 15 - Rtn 19 Aug 15
Chicago to Winnipeg
ORD to YWG momondo.com
$491   Dep 22 Jul 15 - Rtn 29 Jul 15
Chicago to Victoria
ORD to YYJ momondo.com
$491   Dep 19 Aug 15 - Rtn 26 Aug 15
Chicago to Victoria
ORD to YYJ momondo.com
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