Flights from Chicago to Toronto, Canada

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Did you mean flights from Toronto to Chicago?

Where To Buy Cheap Flights from Chicago to Toronto?

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 think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Chicago to Toronto 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 Chicago to Toronto?

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

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $433 $453
7-14 days $452 $411
14-21 days $458 $362
21-30 days $26,857 $362
30-60 days $342 $347
60-90 days $341 $346
90+ days $341 $343

Compare Flight Prices from Chicago to Toronto 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 Chicago to Toronto flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
April Chicago Toronto !! 4/27/21 5/4/21 0 $458
May Chicago Toronto !! 5/11/21 5/18/21 0 $26,857
May Chicago Toronto Porter 5/21/21 5/23/21 0 $341
June Chicago Toronto Porter 6/1/21 6/5/21 0 $341
July Chicago Toronto Porter 7/7/21 7/21/21 0 $341
August Chicago Toronto Porter 8/12/21 8/16/21 0 $341
September Chicago Toronto Porter 9/1/21 9/18/21 0 $341
October Chicago Toronto Porter 10/10/21 10/17/21 0 $341

Cheap Last Minute Flights from Chicago to Toronto

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

Next 30 Days

SunMonTueWedThuFriSat
14 15 16 17 18 19 20
$432
21 22 23 24 25 26 27
$432 $380
28 29 30 31 1 2 3
$380 $341
4 5 6 7 8 9 10
$341
11 12 13 14 15 16 17
$362
18 19 20 21 22 23 24
$362 $342
25 26 27 28 29 30 1
$342

Connecting Flights vs Direct Flights from Chicago to Toronto

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 Chicago to Toronto is $346.

The average price for direct flights from Chicago to Toronto is $26,857.

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

Weekly Direct Flights from Chicago to Toronto - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 5 5 5 5 5 5 5 03:30 13:45
United 7 7 7 7 7 4 6 02:45 16:10

One Way Flights vs Round Trip Flights from Chicago to Toronto

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 Chicago to Toronto. 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 Chicago to Toronto is $149.

The average price for round trip flights from Chicago to Toronto is $26,857.

Chicago to Toronto Flight Questions

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

Question: How long is the flight from Chicago to Toronto?
Answer: The average Chicago to Toronto flight time is an hour and 37 minutes.
Question: How far is Toronto from Chicago?
Answer: The distance from Chicago to Toronto is 434 miles (698 kilometers).
Question: How common are direct flights from Chicago to Toronto?
Answer: There are 80 direct flights from Chicago to Toronto.
Question: What are the most popular Chicago airlines for direct flights from Chicago to Toronto?
Answer: United Airlines provides 56% of the non-stop flights between Chicago and Toronto.

Airlines in Chicago flying to Toronto Last modified: Apr 19, 2021 17:51 -04:00Number of routes searched: 0Number of itineraries searched: 0

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

Chicago to Toronto Airports

These are the major commercial airports we're currently monitoring in Chicago and Toronto. 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.

Cheap Flights from Chicago to Toronto