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Did you mean flights from Chicago to Toronto?

Cheap Flights from Toronto to Chicago, IL, United States - YTO to CHI Last modified: 27-Jul-2016 2:04 AM

Popular flights from Toronto to Chicago Last modified: 27-Jul-2016 2:04 AM

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

American
YTOCHI
Mon 19/09
nonstop
CHIYTO
Sun 25/09
nonstop
$254
Select
Porter
YTOCHI
Wed 07/09
nonstop
CHIYTO
Sat 10/09
nonstop
$254
Select
Porter
YTOCHI
Wed 14/09
nonstop
CHIYTO
Sat 17/09
nonstop
$254
Select
Porter
YTOCHI
Wed 28/09
nonstop
CHIYTO
Sat 01/10
nonstop
$254
Select
Porter
YTOCHI
Sat 15/10
nonstop
CHIYTO
Tue 18/10
nonstop
$254
Select
Porter
YTOCHI
Sat 29/10
nonstop
CHIYTO
Tue 01/11
nonstop
$254
Select
United
YTOCHI
Thu 08/09
nonstop
CHIYTO
Thu 15/09
nonstop
$254
Select
United
YTOCHI
Fri 23/09
nonstop
CHIYTO
Sun 25/09
nonstop
$254
Select
United
YTOCHI
Wed 28/09
nonstop
CHIYTO
Mon 03/10
nonstop
$254
Select
United
YTOCHI
Fri 30/09
nonstop
CHIYTO
Sun 02/10
nonstop
$254
Select
United
YTOCHI
Thu 03/11
nonstop
CHIYTO
Mon 07/11
nonstop
$254
Select
Air Canada
YTOCHI
Wed 07/09
nonstop
CHIYTO
Wed 21/09
nonstop
$255
Select
Air Canada
YTOCHI
Wed 07/09
nonstop
CHIYTO
Sun 11/09
nonstop
$255
Select
Air Canada
YTOCHI
Thu 08/09
nonstop
CHIYTO
Sun 11/09
nonstop
$255
Select
Air Canada
YTOCHI
Thu 08/09
nonstop
CHIYTO
Mon 12/09
nonstop
$255
Select
Air Canada
YTOCHI
Fri 09/09
nonstop
CHIYTO
Mon 12/09
nonstop
$255
Select
WestJet
YTOCHI
Tue 23/08
1 stop
CHIYTO
Wed 31/08
1 stop
$366
Select
JetBlue
YTOCHI
Thu 13/10
1 stop
CHIYTO
Mon 17/10
1 stop
$389
Select
Alaska
YTOCHI
Tue 23/08
2 stops
CHIYTO
Fri 26/08
2 stops
$2,915
Select
Alaska
YTOCHI
Tue 23/08
2 stops
CHIYTO
Sun 28/08
2 stops
$2,915
Select

How Much Does it Cost to Fly from Toronto to Chicago (YTO to CHI)?

We have collected flight cost data from across the web for travel from Toronto to Chicago, and have found the average flight price for this trip to be $255.

When Can I Buy the Cheapest Flight from Toronto to Chicago (YTO to CHI)?

Airlines can adjust prices for plane tickets from Toronto to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Toronto to Chicago

The chart below shows up-to-date information regarding how far in advance a flight from Toronto to Chicago should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $405 $481
7-14 days $335 $352
14-21 days $288 $285
21-30 days $265 $278
30-60 days $254 $265
60-90 days $254 $263
90+ days $254 $263

Cheapest Day To Fly from Toronto to Chicago

The chart below shows up-to-date information regarding the cheapest days to fly from Toronto to Chicago.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$254 $255 $254 $254 $254 $254 $255

Lowest Fares Chart By Month from Toronto to Chicago

The chart below shows the lowest fare by month when flying from Toronto to Chicago.

Month Origin Destination Carrier Depart Date Return Date Stops Price
July Toronto Chicago American 30/07/16 10/08/16 0 $472
August Toronto Chicago Air Canada 31/08/16 07/09/16 0 $262
September Toronto Chicago American 19/09/16 25/09/16 0 $254
October Toronto Chicago Porter 15/10/16 18/10/16 0 $254
November Toronto Chicago Porter 05/11/16 08/11/16 0 $254
December Toronto Chicago Air Canada 01/12/16 03/12/16 0 $255
January Toronto Chicago American 13/01/17 22/01/17 0 $267
February Toronto Chicago United 16/02/17 19/02/17 0 $295

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Toronto to Chicago

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Toronto to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
24 25 26 27 28 29 30
$554
31 1 2 3 4 5 6
$554 $472
7 8 9 10 11 12 13
$472 $380
14 15 16 17 18 19 20
$380 $265
21 22 23 24 25 26 27
$265 $265
28 29 30 31 1 2 3
$265

Non-Stop vs Connecting Flights from Toronto to Chicago (YTO to CHI)

Your Toronto to Chicago flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Toronto to Chicago is $713.

The average price for non-stop flights from Toronto to Chicago is $296.

The chart below shows up to date information regarding non-stop flights from Toronto to Chicago.

Nonstop Flight Details from Toronto to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 9 9 9 9 9 7 9 08:00 19:44
Air Canada 8 8 8 8 8 7 7 06:35 20:50
Porter 7 5 5 7 7 4 5 07:00 20:05
United 7 7 7 7 7 4 6 07:00 19:59

More Cheap Flights

FlightsAirlineLowest Price
Cleveland to Chicago American, United $261
Buffalo to Chicago American, United $300
Syracuse to Chicago American, United $373
Rochester to Chicago American, United $340
London to Chicago American, Air Canada, United, WestJet $451
Binghamton to Chicago American, United $323
Elmira - Corning to Chicago American $394
Erie to Chicago United $345
Ithaca to Chicago American, United $323
Kingston to Chicago Air Canada, United $517
Toronto to New York American, Air Canada, Alaska, JetBlue, Porter, United, WestJet $200
Toronto to Milwaukee American, Air Canada, Porter, United, WestJet $436
Cleveland to Milwaukee American, United $427
Buffalo to New York American, JetBlue, United $234
Buffalo to Atlanta American, United $384
Cleveland to Atlanta American, Frontier, Spirit, United $89
Toronto to Atlanta American, Air Canada, Alaska, Porter, United, WestJet $422
Cleveland to New York American, JetBlue, United $222
Buffalo to Milwaukee American, United $429
Toronto to Detroit American, Air Canada, Alaska, JetBlue, Porter, United, WestJet $487
Rochester to Atlanta American, United $399
Rochester to Milwaukee American, United $386
Cleveland to Dallas - Ft Worth American, Spirit, United $115
Toronto to Dallas - Ft Worth American, Air Canada, Alaska, JetBlue, Porter, United, Sunwing, WestJet $460
Toronto to St Louis American, Air Canada, Alaska, Porter, United, WestJet $399
Toronto to Washington American, Air Canada, Alaska, JetBlue, Porter, United, WestJet $242
Buffalo to Dallas - Ft Worth American, JetBlue, United $369
Toronto to South Bend American, Air Canada, United, WestJet $450
Syracuse to Milwaukee American, United $429

Airports for Your Route

These pages contain information about the major airports in Toronto and Chicago, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Toronto to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Toronto to Chicago?
Answer: The average Toronto to Chicago flight time is an hour and 47 minutes.
Question: How many kilometers are there between Toronto and Chicago?
Answer: The distance from Toronto to Chicago is 635 kilometers.
Question: How common are direct flights from Toronto to Chicago?
Answer: There are 193 direct flights from Toronto to Chicago.
Question: What is the most popular airline for non-stop flights from Toronto to Chicago?
Answer: Air Canada provides 27% of the non-stop flights between Toronto and Chicago.
Question: What are the most popular connecting cities when flying from Toronto to Chicago?
Answer: Calgary, AB
Toronto (YTO) To Chicago, IL (CHI) Flights: Cheap Flights From Toronto To Chicago | FareCompare.