$79 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 2/5. 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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Everything you should know

Cheapest round-trip
$189
Typical prices: $210-$278
Porter Airlines
Tue 1/27Tue 2/3
MDW - YTZ • Non-stop
Cheapest one-way
$79
Typical prices: $454-$673
Air Transat
Thu 2/5
MDW - YTZ • Non-stop
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Flight Deals
Useful Info
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

Tue, Jan 27 - Tue, Feb 3
Porter Airlines Logo
11:05 am - 1:47 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
9:20 am - 10:10 am
YTZ
-
MDW
1h 50mnonstop
$189Porter Airlines
Thu, Feb 5 - Tue, Feb 10
Porter Airlines Logo
11:05 am - 1:47 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
9:20 am - 10:10 am
YTZ
-
MDW
1h 50mnonstop
$191Porter Airlines
Thu, Feb 5 - Thu, Feb 12
United Airlines Logo
11:15 am - 2:01 pm
ORD
-
YYZ
1h 46mnonstop
United Airlines Logo
9:00 pm - 10:04 pm
YYZ
-
ORD
2h 04mnonstop
$203United Airlines
Tue, Feb 3 - Thu, Feb 5
Air Canada Logo
8:40 pm - 11:19 pm
ORD
-
YYZ
1h 39mnonstop
Air Canada Logo
6:15 am - 11:06 am
YYZ
-
ORD
5h 51m1 stop
$205Air Canada
Wed, Feb 4 - Wed, Feb 11
Multiple Airlines Logo
5:15 am - 11:20 pm
ORD
-
YYZ
17h 05m1 stop
Multiple Airlines Logo
8:15 am - 9:13 am
YYZ
-
ORD
1h 58mnonstop
$206Multiple Airlines
Wed, Feb 11 - Sat, Feb 14
Air Canada Logo
8:00 am - 10:40 am
ORD
-
YYZ
1h 40mnonstop
Air Canada Logo
6:15 am - 11:06 am
YYZ
-
ORD
5h 51m1 stop
$207Air Canada
Tue, Feb 3 - Tue, Feb 10
Multiple Airlines Logo
5:32 pm - 11:20 pm
ORD
-
YYZ
28h 48m1 stop
Multiple Airlines Logo
7:35 am - 10:08 pm
YYZ
-
ORD
15h 33m1 stop
$208Multiple Airlines
Tue, Feb 3 - Sat, Feb 7
American Airlines Logo
10:10 am - 5:40 pm
ORD
-
YYZ
6h 30m1 stop
American Airlines Logo
4:44 pm - 5:44 pm
YYZ
-
ORD
2h 00mnonstop
$213American Airlines
Sun, Feb 1 - Sat, Feb 7
American Airlines Logo
11:28 am - 10:59 pm
MLI
-
YYZ
10h 31m2 stops
American Airlines Logo
10:59 am - 10:26 pm
YYZ
-
MLI
12h 27m2 stops
$392American Airlines
Sat, Feb 14 - Wed, Feb 18
United Airlines Logo
12:21 pm - 11:19 pm
MLI
-
YYZ
9h 58m1 stop
United Airlines Logo
8:45 am - 4:47 pm
YYZ
-
MLI
9h 02m1 stop
$512United Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$79
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 7% 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 $830
Business Class flights to Torontofrom $778
Prem Econ Class flights to Torontofrom $549
Economy Class flights to Torontofrom $139