$93 Find Cheap Flights from Illinois to Toronto

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 5/29. 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

Fri, May 15 - Sun, May 17
Porter Airlines Logo
3:20 pm - 6:00 pm
MDW
-
YTZ
1h 40mnonstop
Porter Airlines Logo
8:55 am - 9:45 am
YTZ
-
MDW
1h 50mnonstop
$220Porter Airlines
Sat, Jun 20 - Tue, Jun 23
Porter Airlines Logo
10:25 am - 1:05 pm
MDW
-
YTZ
1h 40mnonstop
Porter Airlines Logo
8:50 am - 9:40 am
YTZ
-
MDW
1h 50mnonstop
$221Porter Airlines
Tue, May 12 - Tue, May 19
Air Canada Logo
8:45 am - 3:38 pm
ORD
-
YYZ
5h 53m
1 stop
Air Canada Logo
3:00 pm - 8:08 pm
YYZ
-
ORD
6h 08m
1 stop
$221Air Canada
Sat, Jul 18 - Sun, Jul 26
Air Canada Logo
8:45 am - 3:51 pm
ORD
-
YTZ
6h 06m
1 stop
Air Canada Logo
12:15 pm - 1:10 pm
YTZ
-
ORD
1h 55mnonstop
$222Air Canada
Thu, May 7 - Tue, May 12
American Airlines Logo
9:50 am - 12:35 pm
ORD
-
YYZ
1h 45mnonstop
American Airlines Logo
3:13 pm - 4:18 pm
YYZ
-
ORD
2h 05mnonstop
$222American Airlines
Fri, Apr 17 - Fri, Apr 17
United Airlines Logo
12:52 pm - 3:46 pm
ORD
-
YYZ
1h 54mnonstop
United Airlines Logo
7:00 pm - 11:37 pm
YYZ
-
ORD
5h 37m
1 stop
$224United Airlines
Wed, Apr 29 - Mon, May 4
Multiple Airlines Logo
11:00 am - 1:42 pm
MDW
-
YTZ
1h 42mnonstop
Multiple Airlines Logo
8:55 am - 9:45 am
YTZ
-
MDW
1h 50mnonstop
$224Multiple Airlines
Wed, Apr 29 - Mon, May 4
Multiple Airlines Logo
11:00 am - 1:42 pm
MDW
-
YTZ
1h 42mnonstop
Multiple Airlines Logo
8:55 am - 9:45 am
YTZ
-
MDW
1h 50mnonstop
$225Multiple Airlines
Fri, Jun 26 - Mon, Jun 29
United Airlines Logo
2:56 pm - 5:56 pm
ORD
-
YYZ
2h 00mnonstop
United Airlines Logo
2:45 pm - 3:50 pm
YYZ
-
ORD
2h 05mnonstop
$228United Airlines
Wed, May 6 - Fri, May 8
American Airlines Logo
6:00 am - 12:00 pm
ORD
-
YYZ
5h 00m
1 stop
American Airlines Logo
11:33 am - 12:43 pm
YYZ
-
ORD
2h 10mnonstop
$232American Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$93
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly with an average 3% 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.

Traveling to a place near Toronto?

Book flights to Toronto if you plan to visit one of these locations
Apsley

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 $729
Business Class flights to Torontofrom $504
Premium Economy Class flights to Torontofrom $584
Economy Class flights to Torontofrom $160