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 (CHI) to Toronto (YTO)
 Depart 10 Jul 17
 Return 13 Jul 17

Flying with Air Canada

Price subject to availability

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  • Price
  • Dep date
  15 more CheapOair.com flights available on this route
$219   Dep 13 Sep 16 - Rtn 20 Sep 16
Chicago to Toronto
CHI to YTZ CheapOair.com
$236   Dep 14 Sep 16 - Rtn 19 Sep 16
Chicago to Toronto
CHI to YYZ CheapOair.com
$236   Dep 06 Oct 16 - Rtn 11 Oct 16
Chicago to Toronto
ORD to YTO CheapOair.com
$236   Dep 15 Dec 16 - Rtn 10 Jan 17
Chicago to Toronto
ORD to YYZ CheapOair.com
$241   Dep 11 Oct 16 - Rtn 17 Oct 16
Chicago to Toronto
MDW to YTO CheapOair.com
$247   Dep 24 Sep 16 - Rtn 01 Oct 16
Chicago to Toronto
MDW to YTZ CheapOair.com
$288   Dep 12 Sep 16 - Rtn 15 Sep 16
Chicago to Montreal
MDW to YMQ CheapOair.com
$288   Dep 30 Sep 16 - Rtn 03 Oct 16
Chicago to Montreal
CHI to YMQ CheapOair.com
$288   Dep 30 Sep 16 - Rtn 02 Oct 16
Chicago to Montreal
CHI to YUL CheapOair.com
$288   Dep 13 Oct 16 - Rtn 16 Oct 16
Chicago to Montreal
MDW to YUL CheapOair.com
$350   Dep 08 Oct 16 - Rtn 10 Oct 16
Chicago to Ottawa
CHI to YOW CheapOair.com
$358   Dep 08 Oct 16 - Rtn 11 Oct 16
Chicago to Halifax
MDW to YHZ CheapOair.com
$358   Dep 04 Nov 16 - Rtn 06 Nov 16
Chicago to Halifax
CHI to YHZ CheapOair.com
$366   Dep 24 Nov 16 - Rtn 27 Nov 16
Chicago to Quebec
CHI to YQB CheapOair.com
$378   Dep 28 Oct 16 - Rtn 31 Oct 16
Chicago to Montreal
ORD to YUL CheapOair.com
Chicago (CHI) to Toronto (YTZ)
 Depart 27 Sep 16
 Return 04 Oct 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
$225   Dep 01 Oct 16 - Rtn 03 Oct 16
Chicago to Toronto
MDW to YTZ OneTravel.com
$225   Dep 17 Nov 16 - Rtn 19 Nov 16
Chicago to Toronto
CHI to YYZ OneTravel.com
$226   Dep 17 Sep 16 - Rtn 21 Sep 16
Chicago to Toronto
ORD to YYZ OneTravel.com
$231   Dep 16 Sep 16 - Rtn 19 Sep 16
Chicago to Toronto
ORD to YTO OneTravel.com
$291   Dep 05 Oct 16 - Rtn 19 Oct 16
Chicago to Montreal
CHI to YUL OneTravel.com
$293   Dep 21 Sep 16 - Rtn 28 Sep 16
Chicago to Montreal
MDW to YMQ OneTravel.com
$293   Dep 10 Nov 16 - Rtn 13 Nov 16
Chicago to Montreal
MDW to YUL OneTravel.com
$297   Dep 14 Sep 16 - Rtn 19 Sep 16
Chicago to Montreal
ORD to YUL OneTravel.com
$297   Dep 18 Sep 16 - Rtn 21 Sep 16
Chicago to Montreal
ORD to YMQ OneTravel.com
$334   Dep 13 Sep 16 - Rtn 13 Oct 16
Chicago to Ottawa
CHI to YOW OneTravel.com
$357   Dep 18 Oct 16 - Rtn 21 Oct 16
Chicago to Quebec
CHI to YQB OneTravel.com
$380   Dep 13 Oct 16 - Rtn 17 Oct 16
Chicago to Victoria
CHI to YYJ OneTravel.com
$383   Dep 30 Sep 16 - Rtn 02 Oct 16
Chicago to Calgary
CHI to YYC OneTravel.com
$383   Dep 19 Sep 16 - Rtn 21 Sep 16
Chicago to Halifax
CHI to YHZ OneTravel.com
$388   Dep 15 Sep 16 - Rtn 10 Oct 16
Chicago to Edmonton
ORD to YEG OneTravel.com
Chicago (MDW) to Toronto (YTZ)
 Depart 14 Sep 16
 Return 21 Sep 16

Price subject to availability

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Chicago (CHI) to Toronto (YTO)
 Depart 14 Sep 16
 Return 21 Sep 16

Price subject to availability

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