$106 Find Cheap Flights from Illinois to Toronto - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Toronto departing on 9/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Illinois to Toronto

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Illinois to Toronto that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Illinois to Toronto

Sat, Sep 19 - Sat, Sep 19
Air Canada Logo
9:45 am - 12:30 pm
ORD
-
YYZ
1h 45mnonstop
Air Canada Logo
4:00 pm - 4:58 pm
YYZ
-
ORD
1h 58mnonstop
$239Air Canada
Thu, Sep 17 - Mon, Sep 21
American Airlines Logo
2:51 pm - 5:44 pm
ORD
-
YYZ
1h 53mnonstop
American Airlines Logo
7:15 pm - 8:20 pm
YYZ
-
ORD
2h 05mnonstop
$240American Airlines
Mon, Aug 24 - Wed, Sep 2
United Airlines Logo
9:15 pm - 11:59 pm
ORD
-
YYZ
1h 44mnonstop
United Airlines Logo
2:45 pm - 3:51 pm
YYZ
-
ORD
2h 06mnonstop
$240United Airlines
Tue, Aug 25 - Fri, Aug 28
United Airlines Logo
4:38 pm - 7:40 pm
ORD
-
YYZ
2h 02mnonstop
United Airlines Logo
5:27 pm - 6:30 pm
YYZ
-
ORD
2h 03mnonstop
$240United Airlines
Tue, Sep 15 - Thu, Sep 17
Air Canada Logo
3:45 pm - 6:31 pm
ORD
-
YYZ
1h 46mnonstop
Air Canada Logo
2:00 pm - 2:55 pm
YYZ
-
ORD
1h 55mnonstop
$240Air Canada
Sat, Sep 19 - Mon, Sep 21
American Airlines Logo
8:30 pm - 11:26 pm
ORD
-
YYZ
1h 56mnonstop
American Airlines Logo
6:30 am - 7:40 am
YYZ
-
ORD
2h 10mnonstop
$240American Airlines
Tue, Sep 22 - Sat, Sep 26
Multiple Airlines Logo
9:18 pm - 11:59 pm
ORD
-
YYZ
1h 41mnonstop
Multiple Airlines Logo
12:25 pm - 1:23 pm
YYZ
-
ORD
1h 58mnonstop
$240Multiple Airlines
Fri, Sep 25 - Sun, Sep 27
Multiple Airlines Logo
9:18 pm - 11:59 pm
ORD
-
YYZ
1h 41mnonstop
Multiple Airlines Logo
12:25 pm - 1:23 pm
YYZ
-
ORD
1h 58mnonstop
$240Multiple Airlines
Sat, Sep 5 - Fri, Sep 18
Porter Airlines Logo
3:20 pm - 6:00 pm
MDW
-
YTZ
1h 40mnonstop
Porter Airlines Logo
10:10 am - 11:00 am
YTZ
-
MDW
1h 50mnonstop
$241Porter Airlines
Mon, Oct 5 - Sat, Oct 10
Porter Airlines Logo
11:45 am - 2:25 pm
MDW
-
YTZ
1h 40mnonstop
Porter Airlines Logo
1:45 pm - 2:35 pm
YTZ
-
MDW
1h 50mnonstop
$241Porter Airlines
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Good to know

Low season

February

Cheapest flight

$106
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 10% increase in price.
Flight from Chicago Midway Airport to Toronto Island

Flights from Illinois to Toronto: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Illinois to Toronto 
Learn how KAYAK collects reviews and tips from users.
NikhilFlew with Air Canada
ORD
-
YYZ
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
MDW
-
YTZ
Sep 2024
Please start bags check-in at least 2.5 hour before flight and finish at 30 min before flight.

FAQs for booking flights from Illinois to Toronto

  • 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.

Everything you need to know for your flight to Toronto

Cabin class types available on flights to Illinois

Cabin classes available on flights to Toronto. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Torontofrom $20,394
Business Class flights to Torontofrom $544
Premium Economy Class flights to Torontofrom $509
Economy Class flights to Torontofrom $123