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Did you mean flights from Chicago to Toronto?

Flights from Toronto to Chicago, United States Last modified: 2016-09-24 3:04 AM

TIPSave $35 by flying into Indianapolis instead of Chicago from Toronto

Toronto to Chicago Last modified: 2016-09-24 3:04 AM

We've scanned 21,800,526,162 round trip itineraries and found the cheapest flights from Toronto to Chicago. Porter & Air Canada frequently offer the best deals on Toronto to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

Porter
YTOCHI
Sat 10-15
nonstop
CHIYTO
Tue 10-18
nonstop
$240
Select
Porter
YTOCHI
Sat 10-15
nonstop
CHIYTO
Wed 10-19
nonstop
$240
Select
Porter
YTOCHI
Wed 10-19
nonstop
CHIYTO
Sat 10-22
nonstop
$240
Select
Porter
YTOCHI
Sat 10-22
nonstop
CHIYTO
Wed 10-26
nonstop
$240
Select
Porter
YTOCHI
Tue 11-01
nonstop
CHIYTO
Wed 11-02
nonstop
$240
Select
Air Canada
YTOCHI
Sat 10-15
nonstop
CHIYTO
Tue 10-18
nonstop
$251
Select
Air Canada
YTOCHI
Sat 10-15
nonstop
CHIYTO
Wed 10-19
nonstop
$251
Select
Air Canada
YTOCHI
Mon 10-17
nonstop
CHIYTO
Sat 10-22
nonstop
$251
Select
Air Canada
YTOCHI
Tue 10-18
nonstop
CHIYTO
Thu 10-27
nonstop
$251
Select
Air Canada
YTOCHI
Tue 10-18
nonstop
CHIYTO
Thu 10-20
nonstop
$251
Select
American
YTOCHI
Tue 11-08
nonstop
CHIYTO
Sat 11-12
nonstop
$251
Select
United
YTOCHI
Wed 10-19
nonstop
CHIYTO
Sun 10-30
nonstop
$251
Select
United
YTOCHI
Wed 10-19
nonstop
CHIYTO
Sun 10-23
nonstop
$251
Select
United
YTOCHI
Fri 10-21
nonstop
CHIYTO
Wed 10-26
nonstop
$251
Select
United
YTOCHI
Mon 10-24
nonstop
CHIYTO
Sat 10-29
nonstop
$251
Select
United
YTOCHI
Tue 10-25
nonstop
CHIYTO
Sat 11-12
nonstop
$251
Select
WestJet
YTOCHI
Tue 11-08
1 stop
CHIYTO
Sat 11-12
1 stop
$328
Select

How Much is a Flight from Toronto to Chicago?

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 $243.

Where To Buy Cheap Flights from Toronto to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we thinking FareCompare is the best place to find cheap tickets. Airlines can adjust prices for 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 found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Toronto to Chicago?

The chart below shows up-to-date information regarding how far in advance to book your flight from Toronto to Chicago.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $455 $471
7-14 days $306 $324
14-21 days $240 $323
21-30 days $240 $268
30-60 days $240 $263
60-90 days $240 $263
90+ days $258 $268

Cheapest Day To Fly from Toronto to Chicago

We've examined 21,808,054,587 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Toronto to Chicago is Tuesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$246 $240 $240 $246 $246 $240 $246

Compare Flight Prices from Toronto to Chicago by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Toronto to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
September Toronto Chicago American 16-09-30 16-10-11 0 $455
October Toronto Chicago Porter 16-10-15 16-10-18 0 $240
November Toronto Chicago Porter 16-11-01 16-11-02 0 $240
December Toronto Chicago Porter 16-12-10 16-12-13 0 $242
January Toronto Chicago United 17-01-04 17-01-07 0 $258
February Toronto Chicago American 17-02-03 17-02-12 0 $263
March Toronto Chicago Air Canada 17-03-01 17-03-08 0 $263
April Toronto Chicago American 17-04-04 17-04-18 0 $263

Cheap Last Minute Flights from Toronto to Chicago

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Toronto to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
25 26 27 28 29 30 1
$489
2 3 4 5 6 7 8
$489 $374
9 10 11 12 13 14 15
$374 $240
16 17 18 19 20 21 22
$240 $246
23 24 25 26 27 28 29
$246 $250
30 31 1 2 3 4 5
$250

Connecting Flights vs Direct Flights from Toronto to Chicago

Flights between some cities may be significantly cheaper if you choose 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 $308.

The average price for direct flights from Toronto to Chicago is $289.

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

Weekly Direct Flights from Toronto to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 6 6 6 6 6 5 6 08:15 19:48
Air Canada 8 8 8 8 8 7 7 06:35 20:50
Porter 7 7 6 7 7 3 5 08:10 20:30
United 7 7 7 7 7 4 6 07:00 19:59

One Way Flights vs Round Trip Flights from Toronto to Chicago

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Toronto to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Toronto to Chicago is not available.

The average price for round trip flights from Toronto to Chicago is $264.

Toronto to Chicago Flight Questions

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

Question: How long is the flight from Toronto to Chicago?
Answer: The average Toronto to Chicago flight time is an hour and 49 minutes.
Question: How far is Chicago from Toronto?
Answer: The distance from Toronto to Chicago is 700 kilometers (435 miles).
Question: How common are direct flights from Toronto to Chicago?
Answer: There are 181 direct flights from Toronto to Chicago.
Question: What are the most popular Toronto airlines for direct flights from Toronto to Chicago?
Answer: Air Canada provides 29% of the non-stop flights between Toronto and Chicago.
Question: What are the most popular connecting cities when flying from Toronto to Chicago?
Answer: Detroit, MI

Airlines in Toronto flying to Chicago Last modified: 2016-09-24 3:04 AMNumber of routes searched: 266Number of itineraries searched: 748,579

Wondering which airlines fly out of Toronto to Chicago? We've gathered the average price of Toronto airlines with flights to Chicago. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Toronto to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American LGA
American CLT
American PHL
Delta DTW
American DCA
American BOS
Delta CVG
Delta MSP
Delta ATL
United EWR
Air Canada YOW
Air Canada YUL
United CLE
United IAD
United MKE
United IND
Air Canada YWG
Air Canada YQB
WestJet YYC

Toronto to Chicago Airports

These are the major commercial airports we're currently monitoring in Toronto and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

More Cheap Flights

FlightsAirlineLowest Price
Flights from Cleveland to Chicago American, Delta $258
Flights from Buffalo to Chicago American, Delta $297
Flights from Syracuse to Chicago American, Delta, United $328
Flights from Rochester to Chicago American, Delta, United $328
Flights from London to ChicagoCheck Dates
Flights from Binghamton to Chicago American, Delta, United $351
Flights from Elmira - Corning to Chicago American, Delta $396
Flights from Erie to Chicago Delta, United $349
Flights from Ithaca to Chicago American, Delta, United $319
Flights from Kingston to Chicago Air Canada $950
Flights from Toronto to New York American, Air Canada, Delta, United, WestJet $199
Flights from Toronto to Milwaukee American, Air Canada, Delta, United, WestJet $345
Flights from Cleveland to Milwaukee American, Delta, United $472
Flights from Buffalo to New York JetBlue, Delta $140
Flights from Buffalo to Atlanta American, Delta, United $368
Flights from Cleveland to Atlanta Delta, Frontier, Spirit $78
Flights from Toronto to Atlanta American, Air Canada, Delta, United, WestJet $422
Flights from Cleveland to New York American, JetBlue, Delta, United $220
Flights from Buffalo to Milwaukee American, Delta $368
Flights from Toronto to Detroit Air Canada, Delta, United, WestJet $308
Flights from Rochester to Atlanta Delta, United $395
Flights from Rochester to Milwaukee American, Delta, United $364
Flights from Cleveland to Dallas - Ft Worth American, Delta, Spirit $127
Flights from Toronto to Dallas - Ft Worth American, Air Canada, Delta, United, WestJet $343
Flights from Toronto to St Louis American, Air Canada, Delta, United, WestJet $462
Flights from Toronto to Washington American, Air Canada, Delta, Porter, United, WestJet $240
Flights from Buffalo to Dallas - Ft Worth American, JetBlue, Delta $319
Flights from Toronto to South Bend United $394
Flights from Syracuse to Milwaukee American, Delta, United $373
Cheap Flights from Toronto to Chicago