Flights from Chicago to Toronto, Canada

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Did you mean flights from Toronto to Chicago?

Chicago to Toronto Last modified: May 17, 2022 12:51 -04:00

We've scanned 25,940 round trip itineraries and found the cheapest flights to Toronto. Porter & !! frequently offer the best deals to Toronto flights, or select your preferred carrier below to see the cheapest days to fly.

Porter
CHIYTO
Thu 5/26
nonstop
YTOCHI
Sun 6/12
nonstop
$213
!!
CHIYTO
Fri 5/13
nonstop
YTOCHI
Tue 5/17
nonstop
$312

How Much is a Flight from Chicago to Toronto?

We have collected flight cost data from across the web for travel from Chicago to Toronto, and have found the average flight price for this trip to be $274.

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 $398 $295
7-14 days $213 $586
14-21 days $92 $151
21-30 days $230 $310
30-60 days $314 $271
60-90 days $67 $78
90+ days $237 $236

Cheapest Day To Fly from Chicago to Toronto

We've examined 51,880 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to Toronto is Tuesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$252$67$349$213$312$314$407

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
May Chicago Toronto Porter 5/26/22 6/12/22 0 $213
June Chicago Toronto !! 6/16/22 7/5/22 0 $218
July Chicago Toronto Porter 7/2/22 7/6/22 0 $314
July Chicago Toronto Porter 7/29/22 8/1/22 0 $307
August Chicago Toronto !! 8/5/22 8/7/22 0 $66
August Chicago Toronto Swoop 8/27/22 8/30/22 0 $137
November Chicago Toronto Air Canada 11/4/22 11/20/22 1 $236
November Chicago Toronto Porter 11/4/22 11/20/22 0 $153

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
27 28 29 30 31 1 2
$216
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
$484
24 25 26 27 28 29 30
$484
1 2 3 4 5 6 7
$248
8 9 10 11 12 13 14
$248
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30 31 1 2 3 4
5 6 7 8 9 10 11
$214
12 13 14 15 16 17 18
$214

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 $312.

The average price for direct flights from Chicago to Toronto is $263.

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 $45.

The average price for round trip flights from Chicago to Toronto is $263.

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.

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