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 27 May 16
 Return 30 May 16

Flying with Air Canada

Price subject to availability

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Chicago (ORD) to Toronto (YYZ)
 Depart 24 Mar 16
 Return 28 Mar 16

Flying with Air Canada

Price subject to availability

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  • Price
  • Dep date
  15 more OneTravel.com flights available on this route
$244   Dep 25 May 16 - Rtn 29 May 16
Chicago to Toronto
ORD to YTO OneTravel.com
$250   Dep 12 May 16 - Rtn 15 May 16
Chicago to Toronto
CHI to YYZ OneTravel.com
$254   Dep 04 Mar 16 - Rtn 03 Apr 16
Chicago to Toronto
CHI to YTZ OneTravel.com
$271   Dep 04 Mar 16 - Rtn 06 Mar 16
Chicago to Toronto
MDW to YTZ OneTravel.com
$331   Dep 16 Mar 16 - Rtn 20 Mar 16
Chicago to Toronto
ORD to YTZ OneTravel.com
$359   Dep 19 Apr 16 - Rtn 06 Jun 16
Chicago to Calgary
ORD to YYC OneTravel.com
$363   Dep 05 Jul 16 - Rtn 20 Jul 16
Chicago to Ottawa
CHI to YOW OneTravel.com
$371   Dep 24 Feb 16 - Rtn 28 Feb 16
Chicago to Vancouver
CHI to YVR OneTravel.com
$381   Dep 24 Mar 16 - Rtn 28 Mar 16
Chicago to Montreal
ORD to YUL OneTravel.com
$386   Dep 21 Apr 16 - Rtn 26 Apr 16
Chicago to Montreal
CHI to YUL OneTravel.com
$386   Dep 22 Sep 16 - Rtn 25 Sep 16
Chicago to Montreal
MDW to YUL OneTravel.com
$423   Dep 04 Mar 16 - Rtn 19 Mar 16
Chicago to Vancouver
ORD to YVR OneTravel.com
$452   Dep 22 Feb 16 - Rtn 28 Feb 16
Chicago to Ottawa
ORD to YOW OneTravel.com
$452   Dep 10 May 16 - Rtn 15 May 16
Chicago to Calgary
CHI to YYC OneTravel.com
$462   Dep 22 Mar 16 - Rtn 25 Mar 16
Chicago to Quebec
CHI to YQB OneTravel.com
Chicago (ORD) to Montreal (YUL)
 Depart 18 Mar 16
 Return 19 Mar 16

Flying with Air Canada

Price subject to availability

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  • Price
  • Dep date
  15 more CheapOair.com flights available on this route
$234   Dep 13 Mar 16 - Rtn 18 Mar 16
Chicago to Toronto
ORD to YYZ CheapOair.com
$234   Dep 25 Apr 16 - Rtn 27 Apr 16
Chicago to Toronto
CHI to YYZ CheapOair.com
$234   Dep 13 May 16 - Rtn 18 May 16
Chicago to Toronto
CHI to YTZ CheapOair.com
$234   Dep 14 May 16 - Rtn 18 May 16
Chicago to Toronto
ORD to YTO CheapOair.com
$234   Dep 25 May 16 - Rtn 31 May 16
Chicago to Toronto
CHI to YTO CheapOair.com
$234   Dep 02 Jun 16 - Rtn 05 Jun 16
Chicago to Toronto
MDW to YTZ CheapOair.com
$346   Dep 11 Mar 16 - Rtn 20 Mar 16
Chicago to Montreal
CHI to YUL CheapOair.com
$350   Dep 07 Jul 16 - Rtn 10 Jul 16
Chicago to Quebec
CHI to YQB CheapOair.com
$350   Dep 25 Jul 16 - Rtn 30 Jul 16
Chicago to Quebec
MDW to YQB CheapOair.com
$350   Dep 19 May 16 - Rtn 23 May 16
Chicago to Calgary
CHI to YYC CheapOair.com
$351   Dep 25 Feb 16 - Rtn 29 Feb 16
Chicago to Edmonton
ORD to YEG CheapOair.com
$360   Dep 11 Mar 16 - Rtn 14 Mar 16
Chicago to Edmonton
CHI to YEG CheapOair.com
$363   Dep 30 Jul 16 - Rtn 01 Aug 16
Chicago to Ottawa
CHI to YOW CheapOair.com
$368   Dep 18 May 16 - Rtn 22 May 16
Chicago to Vancouver
ORD to YVR CheapOair.com
$368   Dep 01 Jun 16 - Rtn 04 Jun 16
Chicago to Vancouver
CHI to YVR CheapOair.com
Chicago (MDW) to Toronto (YTZ)
 Depart 14 Apr 16
 Return 17 Apr 16

Price subject to availability

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Chicago (CHI) to Toronto (YTO)
 Depart 04 Mar 16
 Return 11 Mar 16

Price subject to availability

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Chicago (MDW) to Toronto (YTZ)
 Depart 11 Apr 16
 Return 20 Apr 16

Flying with Pem-Air

Price subject to availability

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Chicago (MDW) to Toronto (YTZ)
 Depart 19 Apr 16
 Return 26 Apr 16

Flying with Pem-Air

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  15 more momondo.com flights available on this route
$233   Dep 29 Apr 16 - Rtn 06 May 16
Chicago to Toronto
MDW to YTZ momondo.com
$234   Dep 09 May 16 - Rtn 16 May 16
Chicago to Toronto
MDW to YTZ momondo.com
$244   Dep 04 May 16 - Rtn 11 May 16
Chicago to Toronto
MDW to YTZ momondo.com
$249   Dep 19 Apr 16 - Rtn 26 Apr 16
Chicago to Toronto
ORD to YYZ momondo.com
$249   Dep 24 Apr 16 - Rtn 01 May 16
Chicago to Toronto
ORD to YYZ momondo.com
$250   Dep 29 Apr 16 - Rtn 06 May 16
Chicago to Toronto
ORD to YYZ momondo.com
$250   Dep 04 May 16 - Rtn 11 May 16
Chicago to Toronto
ORD to YYZ momondo.com
$250   Dep 09 May 16 - Rtn 16 May 16
Chicago to Toronto
ORD to YYZ momondo.com
$262   Dep 14 Apr 16 - Rtn 21 Apr 16
Chicago to Toronto
ORD to YYZ momondo.com
$290   Dep 24 Apr 16 - Rtn 01 May 16
Chicago to Toronto
MDW to YTZ momondo.com
$347   Dep 14 Apr 16 - Rtn 21 Apr 16
Chicago to Toronto
MDW to YTZ momondo.com
$347   Dep 04 May 16 - Rtn 11 May 16
Chicago to Vancouver
ORD to YVR momondo.com
$351   Dep 04 May 16 - Rtn 11 May 16
Chicago to Victoria
ORD to YYJ momondo.com
$438   Dep 29 Apr 16 - Rtn 06 May 16
Chicago to Vancouver
ORD to YVR momondo.com
$451   Dep 29 Apr 16 - Rtn 06 May 16
Chicago to Victoria
ORD to YYJ momondo.com
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