How does KAYAK find such low prices on flights from Illinois to Toronto?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Toronto.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Toronto?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Toronto from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Illinois to Toronto?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Toronto with an airline and back to Illinois with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Toronto?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Toronto from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$95 CHEAP FLIGHTS from Illinois to Toronto

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Flight Deals

Cheap Flights from Illinois to Toronto

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Illinois to Toronto

Wed, Dec 9 - Wed, Dec 16

6:20 pm - 9:05 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 45mnonstop

4:35 pm - 5:40 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mnonstop

$216Porter Airlines

Tue, Jan 5 - Sat, Jan 9

12:20 pm - 3:06 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mnonstop

4:35 pm - 5:40 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mnonstop

$218Porter Airlines

Thu, Nov 19 - Sun, Nov 22

12:15 pm - 3:00 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 45mnonstop

8:30 am - 3:02 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

7h 32m1 stop Montreal Pierre Elliott Trudeau Intl

$226Multiple Airlines

Tue, Feb 23 - Fri, Feb 26

8:25 am - 10:55 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

13h 30m1 stop Fort Lauderdale

9:20 am - 10:19 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

13h 59m1 stop Fort Lauderdale

$226Multiple Airlines

Thu, Nov 19 - Sun, Nov 22

1:55 pm - 4:42 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mnonstop

10:45 am - 3:02 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

5h 17m1 stop Montreal Pierre Elliott Trudeau Intl

$230Air Canada

Thu, Nov 19 - Sun, Nov 22

1:55 pm - 4:42 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mnonstop

6:50 am - 11:07 amYTZ Toronto Island-ORD Chicago O'Hare Intl

5h 17m1 stop Montreal Pierre Elliott Trudeau Intl

$232Air Canada

Wed, Nov 25 - Wed, Nov 25

5:55 am - 11:48 amORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

4h 53m1 stop Newark

3:35 pm - 4:44 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 09mnonstop

$263United Airlines

Tue, Dec 22 - Wed, Dec 30

6:17 pm - 9:15 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 58mnonstop

5:55 pm - 7:10 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 15mnonstop

$277United Airlines

Fri, Apr 2 - Sun, Apr 4

8:53 pm - 11:45 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 52mnonstop

7:09 am - 8:39 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 30mnonstop

$277American Airlines

Fri, Jan 22 - Sun, Jan 24

11:45 am - 2:40 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 55mnonstop

3:15 pm - 4:35 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 20mnonstop

$277American Airlines

Recent last minute flight deals from Illinois to Toronto

Mon, Nov 2 - Thu, Nov 19

6:20 pm - 9:05 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 45mnonstop

4:35 pm - 5:40 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mnonstop

$408Porter Airlines

Sat, Oct 31 - Thu, Nov 12

8:45 am - 11:27 amORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 42mnonstop

6:55 pm - 7:58 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mnonstop

$409Air Canada

Sat, Oct 31 - Sat, Nov 21

8:40 pm - 11:23 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 43mnonstop

4:30 pm - 5:43 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 13mnonstop

$409Air Canada

Wed, Oct 28 - Fri, Oct 30

11:05 am - 2:03 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 58mnonstop

1:15 pm - 2:20 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mnonstop

$418Multiple Airlines

Fri, Oct 30 - Sun, Nov 8

8:00 am - 9:58 pmORD Chicago O'Hare Intl-YTZ Toronto Island

12h 58m2 stops Fort Lauderdale Ottawa

9:10 am - 11:23 amYTZ Toronto Island-ORD Chicago O'Hare Intl

27h 13m1 stop Washington, D.C. Dulles Intl

$427Multiple Airlines

Wed, Oct 28 - Thu, Oct 29

8:30 pm - 11:29 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 59mnonstop

7:29 am - 8:39 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 10mnonstop

$433Qantas Airways

Wed, Oct 28 - Fri, Oct 30

2:50 pm - 5:44 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 54mnonstop

1:15 pm - 2:20 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mnonstop

$433Qantas Airways

Fri, Oct 30 - Sat, Oct 31

8:30 pm - 11:29 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 59mnonstop

7:29 am - 8:39 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 10mnonstop

$433Porter Airlines

Sat, Oct 31 - Thu, Nov 12

8:29 am - 3:40 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

6h 11m1 stop Philadelphia

7:09 am - 8:39 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 30mnonstop

$502American Airlines

Sat, Oct 31 - Thu, Nov 12

12:05 pm - 6:30 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

5h 25m1 stop Charlotte Douglas

3:57 pm - 10:32 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

7h 35m1 stop Charlotte Douglas

$518American Airlines

Recent direct flight deals from Illinois to Toronto

Wed, Dec 9 - Wed, Dec 16

6:20 pm - 9:05 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 45mnonstop

4:35 pm - 5:40 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mnonstop

$216Porter Airlines

Tue, Jan 5 - Sat, Jan 9

12:20 pm - 3:06 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mnonstop

4:35 pm - 5:40 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mnonstop

$218Porter Airlines

Fri, Nov 13 - Mon, Nov 16

10:15 am - 12:52 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 37mnonstop

4:30 pm - 5:43 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 13mnonstop

$234Air Canada

Fri, Feb 5 - Wed, Feb 10

8:45 am - 11:28 amORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 43mnonstop

6:55 pm - 7:58 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mnonstop

$234Air Canada

Thu, Dec 3 - Sun, Dec 6

1:55 pm - 4:42 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mnonstop

4:35 pm - 5:40 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mnonstop

$236Multiple Airlines

Thu, Nov 19 - Sun, Nov 22

1:55 pm - 4:42 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mnonstop

10:30 am - 11:35 amYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mnonstop

$236Multiple Airlines

Wed, Dec 23 - Tue, Dec 29

2:45 pm - 5:40 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 55mnonstop

3:25 pm - 4:44 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 19mnonstop

$277American Airlines

Tue, Dec 8 - Thu, Dec 10

11:45 am - 2:42 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 57mnonstop

11:36 am - 1:01 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 25mnonstop

$277American Airlines

Tue, Dec 22 - Wed, Dec 30

6:17 pm - 9:15 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 58mnonstop

5:55 pm - 7:10 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 15mnonstop

$277United Airlines

Sun, Dec 20 - Thu, Dec 31

9:22 pm - 11:59 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 37mnonstop

10:53 am - 12:13 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 20mnonstop

$277United Airlines

Useful Info

Low season	February
High season	July
Cheapest flight	$95

Most popular time to fly with an average 3% increase in price.

Flight from Chicago O'Hare Airport to Toronto Island

Verified travelerFlew with Air Canada-Oct 2026

O'Hare is a big airport, so find some time to look at the layout befire arrival so you know roughly where you are and where you're going. Signage is great so it shouldn't be a great hassle.

NikhilFlew with Air Canada-Jul 2025

small flight, not much storage space as per the passengers. Try to get a booking which is Group 1 or 2 latest.

Verified travelerFlew with Porter Airlines-Sep 2024

Please start bags check-in at least 2.5 hour before flight and finish at 30 min before flight.

How does KAYAK find such low prices on flights from Illinois to Toronto?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Toronto.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Toronto?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Toronto from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Illinois to Toronto?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Toronto with an airline and back to Illinois with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Toronto?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Toronto from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.