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.

$98 CHEAP FLIGHTS from Illinois to Toronto

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

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

Wed, Dec 9 - Wed, Dec 16

12:15 pm - 3:00 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

$219Porter 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

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

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

Thu, Dec 24 - Tue, Dec 29

11:45 am - 2:44 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 59mnonstop

7:14 am - 8:44 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 30mnonstop

$277American 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

Mon, Jan 18 - Sat, Jan 23

6:40 pm - 10:59 pmMDW Chicago Midway-YYZ Toronto Pearson Intl

3h 19m1 stop Detroit Metropolitan Wayne County

7:45 am - 1:01 pmYYZ Toronto Pearson Intl-MDW Chicago Midway

6h 16m1 stop Detroit Metropolitan Wayne County

$285Delta

Wed, Jan 27 - Sun, Jan 31

1:54 pm - 7:25 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

4h 31m1 stop Detroit Metropolitan Wayne County

9:45 am - 4:26 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

7h 41m1 stop Detroit Metropolitan Wayne County

$294Delta

Recent last minute flight deals from Illinois to Toronto

Mon, Nov 2 - Wed, Nov 4

12:15 pm - 3:00 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

$273Porter Airlines

Thu, Nov 5 - Mon, Nov 9

8:45 pm - 11:46 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

2h 01mnonstop

5:55 pm - 7:05 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 10mnonstop

$286Multiple Airlines

Thu, Nov 5 - Mon, Nov 9

8:00 am - 10:50 amORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mnonstop

12:15 pm - 4:18 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

5h 03m1 stop Detroit Metropolitan Wayne County

$304Multiple Airlines

Thu, Nov 5 - Mon, Nov 9

11:45 am - 2:34 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 49mnonstop

6:21 pm - 7:41 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 20mnonstop

$348American Airlines

Wed, Nov 4 - Wed, Nov 11

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

$350Air Canada

Sun, Nov 1 - Tue, Nov 3

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

$358Air Canada

Thu, Nov 5 - Mon, Nov 9

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

1h 45mnonstop

10:29 am - 11:34 amYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mnonstop

$368Porter Airlines

Wed, Nov 4 - Tue, Nov 24

9:42 am - 12:32 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mnonstop

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

2h 30mnonstop

$541American Airlines

Thu, Nov 5 - Mon, Nov 9

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

1h 58mnonstop

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

2h 09mnonstop

$625United Airlines

Thu, Nov 5 - Mon, Nov 9

5:00 am - 11:48 amORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

5h 48m1 stop Newark

8:35 am - 9:44 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 09mnonstop

$635United 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

Wed, Dec 9 - Wed, Dec 16

12:15 pm - 3:00 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

$219Porter Airlines

Sat, Dec 5 - Wed, Dec 9

7:20 am - 10:07 amORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mnonstop

12:05 pm - 1:20 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 15mnonstop

$236Air 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

Thu, Dec 3 - Sun, Dec 6

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

1h 42mnonstop

8:05 am - 9:08 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mnonstop

$238Air Canada

Thu, Dec 24 - Tue, Dec 29

11:45 am - 2:44 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 59mnonstop

7:14 am - 8:44 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 30mnonstop

$277American 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

Wed, Nov 11 - Mon, Nov 16

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

1h 58mnonstop

6:45 am - 7:54 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 09mnonstop

$374United Airlines

Sat, Nov 21 - Fri, Nov 27

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

1h 58mnonstop

6:45 am - 7:54 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 09mnonstop

$374United Airlines

Useful Info

Low season	February
High season	July
Cheapest flight	$98

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.