Flights from Chicago (CHI) to Toronto (YTO)

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We compare hundreds of flights from Chicago to Toronto from a range of airlines and travel agents to get you the best deals. Find cheap flights along this route.
Chicago (MDW) to Toronto (YTZ)
 Depart 10 Mar 17
 Return 13 Mar 17

Price subject to availability

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  • Dep date
  15 more Smartfares.com flights available on this route
$241   Dep 04 Jun 17 - Rtn 07 Jun 17
Chicago to Toronto
MDW to YTZ Smartfares.com
$241   Dep 01 Jul 17 - Rtn 09 Jul 17
Chicago to Toronto
ORD to YYZ Smartfares.com
$241   Dep 14 Sep 17 - Rtn 16 Sep 17
Chicago to Toronto
ORD to YYZ Smartfares.com
$242   Dep 05 Mar 17 - Rtn 19 Mar 17
Chicago to Toronto
MDW to YTZ Smartfares.com
$268   Dep 05 Jan 17 - Rtn 08 Jan 17
Chicago to Toronto
MDW to YTZ Smartfares.com
$269   Dep 25 Dec 16 - Rtn 28 Dec 16
Chicago to Toronto
MDW to YTZ Smartfares.com
$275   Dep 28 Dec 16 - Rtn 01 Jan 17
Chicago to Toronto
MDW to YTZ Smartfares.com
$281   Dep 29 Dec 16 - Rtn 01 Jan 17
Chicago to Toronto
MDW to YTZ Smartfares.com
$281   Dep 30 Dec 16 - Rtn 01 Jan 17
Chicago to Toronto
MDW to YTZ Smartfares.com
$299   Dep 24 Dec 16 - Rtn 10 Jan 17
Chicago to Toronto
MDW to YTZ Smartfares.com
$324   Dep 23 Dec 16 - Rtn 27 Dec 16
Chicago to Toronto
MDW to YTZ Smartfares.com
$324   Dep 24 Dec 16 - Rtn 28 Dec 16
Chicago to Toronto
MDW to YTZ Smartfares.com
$331   Dep 24 Dec 16 - Rtn 01 Jan 17
Chicago to Toronto
MDW to YTZ Smartfares.com
$345   Dep 31 Dec 16 - Rtn 02 Jan 17
Chicago to Toronto
ORD to YYZ Smartfares.com
$345   Dep 30 Dec 16 - Rtn 02 Jan 17
Chicago to Toronto
ORD to YYZ Smartfares.com
Chicago (MDW) to Toronto (YTZ)
 Depart 26 Dec 16
 Return 10 Jan 17

Flying with Pem-Air

Price subject to availability

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  2 more OneTravel.com flights available on this route
$327   Dep 22 Dec 16 - Rtn 28 Dec 16
Chicago to Toronto
CHI to YTZ OneTravel.com
$608   Dep 09 Dec 16 - Rtn 12 Dec 16
Chicago to Toronto
CHI to YYZ OneTravel.com
Chicago (MDW) to Toronto (YTO)
 Depart 10 Mar 17
 Return 19 Mar 17

Flying with Pem-Air

Price subject to availability

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  6 more CheapOair.com flights available on this route
$219   Dep 10 Mar 17 - Rtn 13 Mar 17
Chicago to Toronto
CHI to YTO CheapOair.com
$239   Dep 03 Mar 17 - Rtn 05 Mar 17
Chicago to Toronto
MDW to YTZ CheapOair.com
$239   Dep 24 Jan 17 - Rtn 30 Jan 17
Chicago to Toronto
CHI to YYZ CheapOair.com
$239   Dep 04 Sep 17 - Rtn 06 Sep 17
Chicago to Toronto
ORD to YTO CheapOair.com
$355   Dep 29 Dec 16 - Rtn 02 Jan 17
Chicago to Toronto
CHI to YTZ CheapOair.com
$393   Dep 05 Jan 17 - Rtn 08 Jan 17
Chicago to Toronto
ORD to YTZ CheapOair.com
Chicago (CHI) to Toronto (YTO)
 Depart 28 Dec 16
 Return 04 Jan 17

Price subject to availability

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  12 more CheapAir.com flights available on this route
$239   Dep 11 Jan 17 - Rtn 18 Jan 17
Chicago to Toronto
CHI to YTO CheapAir.com
$245   Dep 30 Dec 16 - Rtn 06 Jan 17
Chicago to Toronto
CHI to YTO CheapAir.com
$245   Dep 31 Dec 16 - Rtn 07 Jan 17
Chicago to Toronto
CHI to YTO CheapAir.com
$265   Dep 04 Jan 17 - Rtn 11 Jan 17
Chicago to Toronto
CHI to YTO CheapAir.com
$265   Dep 06 Jan 17 - Rtn 13 Jan 17
Chicago to Toronto
CHI to YTO CheapAir.com
$265   Dep 09 Jan 17 - Rtn 16 Jan 17
Chicago to Toronto
CHI to YTO CheapAir.com
$272   Dep 02 Jan 17 - Rtn 09 Jan 17
Chicago to Toronto
CHI to YTO CheapAir.com
$278   Dep 07 Jan 17 - Rtn 14 Jan 17
Chicago to Toronto
CHI to YTO CheapAir.com
$301   Dep 24 Dec 16 - Rtn 31 Dec 16
Chicago to Toronto
CHI to YTO CheapAir.com
$316   Dep 21 Dec 16 - Rtn 28 Dec 16
Chicago to Toronto
CHI to YTO CheapAir.com
$333   Dep 23 Dec 16 - Rtn 30 Dec 16
Chicago to Toronto
CHI to YTO CheapAir.com
$375   Dep 26 Dec 16 - Rtn 02 Jan 17
Chicago to Toronto
CHI to YTO CheapAir.com
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      Travel information for Chicago to Toronto

      Photo of Toronto   Toronto
      Partners with flight deals forChicago to Toronto5
      Number of flight deals forChicago to Toronto167
      Cheapest ticket price forChicago to Toronto$219
      Average deal price forChicago to Toronto$428
      Average flight time forChicago to Toronto1 hr 34 mins
      Chicago to Torontoonly 437 miles

       How much do things cost in Toronto and Chicago?

      • Chicago is 27% more expensive than Toronto
      Chicago Toronto
      Taxi - fixed fee$3.25$3.20
      Imported beer (0.33 liter)$6.00$5.27
      A dozen eggs$2.86$2.42
      Bottle of wine$12.00$11.30
      source

        Facts and figures about flying from Chicago to Toronto

      • American Eagle, Inc. operates 174 flights a week from Chicago to Toronto
      • There are on average 1323 seats available each day on flights from Chicago to Toronto
      • The majority of flights between Chicago and Toronto are completed by an Embraer EMB 170/EMB 190
      • The standard cancellation rate when flying from Chicago to Toronto is 5 percent
      • A delay of 52 mins is common when flying between Chicago and Toronto
      • Diversions are not expected on flights between Chicago and Toronto