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 (ORD) to Toronto (YTO)
 Depart 30 Oct 16
 Return 20 Nov 16

Flying with Air Canada

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  9 more OneTravel.com flights available on this route
$251   Dep 20 Oct 16 - Rtn 19 Nov 16
Chicago to Toronto
MDW to YTZ OneTravel.com
$281   Dep 22 Oct 16 - Rtn 25 Oct 16
Chicago to Montreal
MDW to YUL OneTravel.com
$286   Dep 19 Oct 16 - Rtn 18 Nov 16
Chicago to Montreal
CHI to YUL OneTravel.com
$312   Dep 18 Nov 16 - Rtn 28 Nov 16
Chicago to Montreal
ORD to YUL OneTravel.com
$365   Dep 20 Oct 16 - Rtn 24 Oct 16
Chicago to Montreal
ORD to YMQ OneTravel.com
$380   Dep 12 Nov 16 - Rtn 19 Nov 16
Chicago to Victoria
CHI to YYJ OneTravel.com
$425   Dep 20 Oct 16 - Rtn 19 Nov 16
Chicago to Toronto
ORD to YTZ OneTravel.com
$490   Dep 06 Oct 16 - Rtn 12 Oct 16
Chicago to Victoria
ORD to YYJ OneTravel.com
$593   Dep 25 Dec 16 - Rtn 30 Dec 16
Chicago to Quebec
ORD to YQB OneTravel.com
Chicago (CHI) to Toronto (YYZ)
 Depart 20 Oct 16
 Return 23 Oct 16

Flying with United Airlines

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  15 more CheapOair.com flights available on this route
$214   Dep 29 Nov 16 - Rtn 03 Dec 16
Chicago to Toronto
ORD to YYZ CheapOair.com
$219   Dep 26 Oct 16 - Rtn 07 Nov 16
Chicago to Toronto
CHI to YTO CheapOair.com
$225   Dep 11 Nov 16 - Rtn 13 Nov 16
Chicago to Toronto
ORD to YTO CheapOair.com
$246   Dep 28 Oct 16 - Rtn 31 Oct 16
Chicago to Toronto
CHI to YTZ CheapOair.com
$251   Dep 21 Oct 16 - Rtn 20 Nov 16
Chicago to Toronto
MDW to YTZ CheapOair.com
$261   Dep 11 Nov 16 - Rtn 13 Nov 16
Chicago to Montreal
CHI to YMQ CheapOair.com
$269   Dep 15 Feb 17 - Rtn 21 Feb 17
Chicago to Montreal
CHI to YUL CheapOair.com
$269   Dep 20 Jan 17 - Rtn 25 Jan 17
Chicago to Montreal
ORD to YMQ CheapOair.com
$296   Dep 23 Nov 16 - Rtn 28 Nov 16
Chicago to Montreal
ORD to YUL CheapOair.com
$297   Dep 13 Oct 16 - Rtn 16 Oct 16
Chicago to Montreal
MDW to YUL CheapOair.com
$311   Dep 26 Oct 16 - Rtn 30 Oct 16
Chicago to Ottawa
ORD to YOW CheapOair.com
$326   Dep 25 Oct 16 - Rtn 29 Oct 16
Chicago to Ottawa
MDW to YOW CheapOair.com
$326   Dep 05 Nov 16 - Rtn 12 Nov 16
Chicago to Ottawa
CHI to YOW CheapOair.com
$342   Dep 09 Oct 16 - Rtn 14 Oct 16
Chicago to Calgary
CHI to YYC CheapOair.com
$343   Dep 08 Oct 16 - Rtn 09 Oct 16
Chicago to Toronto
MDW to YTO CheapOair.com
Chicago (ORD) to Toronto (YYZ)
 Depart 21 Oct 16
 Return 24 Oct 16

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  15 more Smartfares.com flights available on this route
$235   Dep 28 Oct 16 - Rtn 30 Oct 16
Chicago to Toronto
ORD to YYZ Smartfares.com
$236   Dep 20 Oct 16 - Rtn 28 Oct 16
Chicago to Toronto
ORD to YYZ Smartfares.com
$236   Dep 25 Oct 16 - Rtn 01 Nov 16
Chicago to Toronto
ORD to YYZ Smartfares.com
$236   Dep 28 Oct 16 - Rtn 01 Nov 16
Chicago to Toronto
ORD to YYZ Smartfares.com
$236   Dep 07 Nov 16 - Rtn 14 Nov 16
Chicago to Toronto
ORD to YYZ Smartfares.com
$245   Dep 04 Nov 16 - Rtn 06 Nov 16
Chicago to Toronto
ORD to YYZ Smartfares.com
$245   Dep 13 Nov 16 - Rtn 19 Nov 16
Chicago to Toronto
ORD to YYZ Smartfares.com
$246   Dep 19 Oct 16 - Rtn 23 Oct 16
Chicago to Toronto
MDW to YTZ Smartfares.com
$246   Dep 06 Nov 16 - Rtn 08 Nov 16
Chicago to Toronto
MDW to YTZ Smartfares.com
$246   Dep 22 Oct 16 - Rtn 23 Oct 16
Chicago to Toronto
MDW to YTZ Smartfares.com
$267   Dep 18 Dec 16 - Rtn 16 Jan 17
Chicago to Toronto
ORD to YYZ Smartfares.com
$268   Dep 30 Oct 16 - Rtn 01 Jan 17
Chicago to Toronto
ORD to YYZ Smartfares.com
$276   Dep 23 Nov 16 - Rtn 30 Nov 16
Chicago to Montreal
MDW to YUL Smartfares.com
$278   Dep 19 Dec 16 - Rtn 03 Jan 17
Chicago to Toronto
MDW to YTZ Smartfares.com
$279   Dep 13 Jan 17 - Rtn 23 Feb 17
Chicago to Montreal
MDW to YUL Smartfares.com
Chicago (CHI) to Toronto (YTO)
 Depart 22 Oct 16
 Return 29 Oct 16

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  15 more CheapAir.com flights available on this route
$213   Dep 26 Oct 16 - Rtn 02 Nov 16
Chicago to Toronto
CHI to YTO CheapAir.com
$213   Dep 02 Nov 16 - Rtn 09 Nov 16
Chicago to Toronto
CHI to YTO CheapAir.com
$213   Dep 05 Nov 16 - Rtn 12 Nov 16
Chicago to Toronto
CHI to YTO CheapAir.com
$224   Dep 21 Oct 16 - Rtn 28 Oct 16
Chicago to Toronto
CHI to YTO CheapAir.com
$224   Dep 29 Oct 16 - Rtn 05 Nov 16
Chicago to Toronto
CHI to YTO CheapAir.com
$224   Dep 31 Oct 16 - Rtn 07 Nov 16
Chicago to Toronto
CHI to YTO CheapAir.com
$224   Dep 04 Nov 16 - Rtn 11 Nov 16
Chicago to Toronto
CHI to YTO CheapAir.com
$230   Dep 24 Oct 16 - Rtn 31 Oct 16
Chicago to Toronto
CHI to YTO CheapAir.com
$245   Dep 28 Oct 16 - Rtn 04 Nov 16
Chicago to Toronto
CHI to YTO CheapAir.com
$276   Dep 22 Oct 16 - Rtn 29 Oct 16
Chicago to Montreal
CHI to YMQ CheapAir.com
$276   Dep 26 Oct 16 - Rtn 02 Nov 16
Chicago to Montreal
CHI to YMQ CheapAir.com
$276   Dep 29 Oct 16 - Rtn 05 Nov 16
Chicago to Montreal
CHI to YMQ CheapAir.com
$276   Dep 02 Nov 16 - Rtn 09 Nov 16
Chicago to Montreal
CHI to YMQ CheapAir.com
$276   Dep 05 Nov 16 - Rtn 12 Nov 16
Chicago to Montreal
CHI to YMQ CheapAir.com
$278   Dep 19 Oct 16 - Rtn 26 Oct 16
Chicago to Toronto
CHI to YTO CheapAir.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