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 17 Sep 16
 Return 23 Sep 16

Flying with Air Canada

Price subject to availability

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Chicago (ORD) to Toronto (YTO)
 Depart 26 Aug 16
 Return 30 Aug 16

Flying with American Airlines

Price subject to availability

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  • Price
  • Dep date
  15 more CheapOair.com flights available on this route
$236   Dep 15 Sep 16 - Rtn 29 Sep 16
Chicago to Toronto
CHI to YYZ CheapOair.com
$236   Dep 30 Sep 16 - Rtn 03 Oct 16
Chicago to Toronto
CHI to YTO CheapOair.com
$241   Dep 15 Jul 16 - Rtn 18 Jul 16
Chicago to Toronto
CHI to YTZ CheapOair.com
$241   Dep 18 Jul 16 - Rtn 21 Jul 16
Chicago to Toronto
MDW to YTZ CheapOair.com
$280   Dep 10 Aug 16 - Rtn 31 Aug 16
Chicago to Montreal
CHI to YUL CheapOair.com
$280   Dep 16 Aug 16 - Rtn 23 Aug 16
Chicago to Montreal
ORD to YMQ CheapOair.com
$280   Dep 18 Jul 16 - Rtn 26 Jul 16
Chicago to Montreal
CHI to YMQ CheapOair.com
$286   Dep 06 Jul 16 - Rtn 13 Jul 16
Chicago to Ottawa
CHI to YOW CheapOair.com
$288   Dep 09 Sep 16 - Rtn 12 Sep 16
Chicago to Montreal
MDW to YMQ CheapOair.com
$288   Dep 30 Sep 16 - Rtn 02 Oct 16
Chicago to Montreal
MDW to YUL CheapOair.com
$291   Dep 17 Dec 16 - Rtn 21 Dec 16
Chicago to Ottawa
MDW to YOW CheapOair.com
$332   Dep 16 Jul 16 - Rtn 22 Jul 16
Chicago to Vancouver
CHI to YVR CheapOair.com
$366   Dep 04 Jan 17 - Rtn 12 Jan 17
Chicago to Quebec
CHI to YQB CheapOair.com
$366   Dep 03 Sep 16 - Rtn 05 Sep 16
Chicago to Quebec
MDW to YQB CheapOair.com
$374   Dep 07 Oct 16 - Rtn 11 Oct 16
Chicago to Calgary
CHI to YYC CheapOair.com
Chicago (CHI) to Toronto (YTZ)
 Depart 25 Aug 16
 Return 01 Sep 16

Flying with Pem-Air

Price subject to availability

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  • Price
  • Dep date
  15 more OneTravel.com flights available on this route
$236   Dep 30 Sep 16 - Rtn 24 Oct 16
Chicago to Toronto
ORD to YTO OneTravel.com
$236   Dep 02 Oct 16 - Rtn 10 Dec 16
Chicago to Toronto
ORD to YYZ OneTravel.com
$236   Dep 04 Feb 17 - Rtn 06 Feb 17
Chicago to Toronto
CHI to YYZ OneTravel.com
$280   Dep 18 Jul 16 - Rtn 26 Jul 16
Chicago to Montreal
ORD to YUL OneTravel.com
$285   Dep 18 Jul 16 - Rtn 20 Jul 16
Chicago to Montreal
CHI to YMQ OneTravel.com
$286   Dep 12 Jul 16 - Rtn 18 Jul 16
Chicago to Ottawa
CHI to YOW OneTravel.com
$288   Dep 18 Jul 16 - Rtn 22 Jul 16
Chicago to Montreal
MDW to YUL OneTravel.com
$319   Dep 05 Aug 16 - Rtn 11 Aug 16
Chicago to Montreal
ORD to YMQ OneTravel.com
$321   Dep 19 Jul 16 - Rtn 16 Aug 16
Chicago to Ottawa
MDW to YOW OneTravel.com
$359   Dep 21 Oct 16 - Rtn 05 Nov 16
Chicago to Victoria
CHI to YYJ OneTravel.com
$401   Dep 20 Jul 16 - Rtn 18 Aug 16
Chicago to Quebec
MDW to YQB OneTravel.com
$428   Dep 22 Aug 16 - Rtn 30 Aug 16
Chicago to Vancouver
CHI to YVR OneTravel.com
$428   Dep 10 Aug 16 - Rtn 18 Aug 16
Chicago to Vancouver
ORD to YVR OneTravel.com
$436   Dep 23 Aug 16 - Rtn 30 Aug 16
Chicago to Calgary
ORD to YYC OneTravel.com
$477   Dep 24 Sep 16 - Rtn 26 Sep 16
Chicago to Calgary
CHI to YYC OneTravel.com
Chicago (CHI) to Toronto (YTO)
 Depart 18 Jul 16
 Return 25 Jul 16

Price subject to availability

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Chicago (MDW) to Toronto (YTZ)
 Depart 21 Jul 16
 Return 25 Jul 16

Price subject to availability

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