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Cheap flights from Toronto Island Airport to Illinois from $133

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Toronto Island Airport to Illinois departing on 11/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Toronto Island Airport to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
2:30 pm - 3:20 pmYTZ-MDW
1h 50mnonstop
Porter Airlines Logo
4:15 pm - 6:57 pmMDW-YTZ
1h 42mnonstop
$187Porter Airlines
Find Deal
Thu, Nov 13 - Mon, Nov 17
Porter Airlines Logo
9:15 am - 10:05 amYTZ-MDW
1h 50mnonstop
Porter Airlines Logo
4:15 pm - 6:57 pmMDW-YTZ
1h 42mnonstop
$190Porter Airlines
Find Deal
Tue, Nov 11 - Fri, Nov 14
Porter Airlines Logo
9:15 am - 10:05 amYTZ-MDW
1h 50mnonstop
Porter Airlines Logo
11:00 am - 1:42 pmMDW-YTZ
1h 42mnonstop
$192Porter Airlines
Find Deal
Fri, Feb 6 - Wed, Feb 11
Porter Airlines Logo
9:15 am - 10:05 amYTZ-MDW
1h 50mnonstop
Porter Airlines Logo
11:00 am - 1:42 pmMDW-YTZ
1h 42mnonstop
$193Porter Airlines
Find Deal
Thu, Dec 11 - Sun, Dec 14
Air Transat Logo
2:30 pm - 3:20 pmYTZ-MDW
1h 50mnonstop
Air Transat Logo
11:00 am - 1:42 pmMDW-YTZ
1h 42mnonstop
$201Air Transat
Find Deal
Thu, Nov 13 - Tue, Nov 18
Air Canada Logo
10:30 am - 2:55 pmYTZ-ORD
5h 25m1 stop
Air Canada Logo
7:05 am - 2:55 pmORD-YTZ
6h 50m1 stop
$205Air Canada
Find Deal
Wed, Nov 12 - Sun, Nov 16
Air Transat Logo
9:15 am - 10:05 amYTZ-MDW
1h 50mnonstop
Air Transat Logo
11:00 am - 1:42 pmMDW-YTZ
1h 42mnonstop
$207Air Transat
Find Deal
Tue, Nov 18 - Thu, Nov 20
Air Canada Logo
3:30 pm - 8:00 pmYTZ-ORD
5h 30m1 stop
Air Canada Logo
12:50 pm - 7:55 pmORD-YTZ
6h 05m1 stop
$207Air Canada
Find Deal
Sun, Nov 23 - Sat, Nov 29
Multiple Airlines Logo
2:30 pm - 3:20 pmYTZ-MDW
1h 50mnonstop
Multiple Airlines Logo
11:00 am - 1:42 pmMDW-YTZ
1h 42mnonstop
$222Multiple Airlines
Find Deal
Fri, Nov 21 - Sun, Nov 23
Multiple Airlines Logo
9:15 am - 10:05 amYTZ-MDW
1h 50mnonstop
Multiple Airlines Logo
11:00 am - 1:42 pmMDW-YTZ
1h 42mnonstop
$228Multiple Airlines
Find Deal
Thu, Nov 20 - Sun, Nov 23

Air Canada flights from Toronto Island Airport to Illinois

Our best Air Canada deals on Toronto Island Airport to Illinois flight tickets
Air Canada
Nov 12
YTZ10:30 amToronto Island
5h 25m
1 stop
ORD2:55 pmChicago O'Hare Intl
Nov 16
ORD7:05 amChicago O'Hare Intl
6h 50m
1 stop
YTZ2:55 pmToronto Island
$205
Find similar
Air Canada
Nov 23
YTZ3:30 pmToronto Island
5h 30m
1 stop
ORD8:00 pmChicago O'Hare Intl
Nov 29
ORD12:50 pmChicago O'Hare Intl
6h 05m
1 stop
YTZ7:55 pmToronto Island
$207
Find similar
Air Canada
Nov 8
YTZ3:30 pmToronto Island
5h 30m
1 stop
ORD8:00 pmChicago O'Hare Intl
Nov 15
ORD12:50 pmChicago O'Hare Intl
6h 05m
1 stop
YTZ7:55 pmToronto Island
$222
Find similar

Porter Airlines flights from Toronto Island Airport to Illinois

Our best Porter Airlines deals on Toronto Island Airport to Illinois flight tickets
Porter Airlines
Nov 13
YTZ2:30 pmToronto Island
1h 50m
MDW3:20 pmChicago Midway
Nov 17
MDW4:15 pmChicago Midway
1h 42m
YTZ6:57 pmToronto Island
$187
Find similar
Porter Airlines
Nov 11
YTZ9:15 amToronto Island
1h 50m
MDW10:05 amChicago Midway
Nov 14
MDW4:15 pmChicago Midway
1h 42m
YTZ6:57 pmToronto Island
$190
Find similar
Porter Airlines
Feb 6
YTZ9:15 amToronto Island
1h 50m
MDW10:05 amChicago Midway
Feb 11
MDW11:00 amChicago Midway
1h 42m
YTZ1:42 pmToronto Island
$192
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Toronto Island Airport to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated October 27, 2025.
Use the filters below to find and compare flights from Toronto Island Airport to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 11/13

2:30 pm-3:20 pm

Nonstop1h 50m

Chicago Midway

Mon 11/17

4:15 pm-6:57 pm

Nonstop1h 42m

$187

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 11/11

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Fri 11/14

4:15 pm-6:57 pm

Nonstop1h 42m

$190

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 2/6

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Wed 2/11

11:00 am-1:42 pm

Nonstop1h 42m

$192

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 12/11

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Sun 12/14

11:00 am-1:42 pm

Nonstop1h 42m

$193

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 11/13

2:30 pm-3:20 pm

Nonstop1h 50m

Chicago Midway

Tue 11/18

11:00 am-1:42 pm

Nonstop1h 42m

$201

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 11/12

10:30 am-2:55 pm

1 stop5h 25m

Chicago O'Hare Intl

Sun 11/16

7:05 am-2:55 pm

1 stop6h 50m

$205

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 11/18

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Thu 11/20

11:00 am-1:42 pm

Nonstop1h 42m

$207

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sun 11/23

3:30 pm-8:00 pm

1 stop5h 30m

Chicago O'Hare Intl

Sat 11/29

12:50 pm-7:55 pm

1 stop6h 05m

$207

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 11/21

2:30 pm-3:20 pm

Nonstop1h 50m

Chicago Midway

Sun 11/23

11:00 am-1:42 pm

Nonstop1h 42m

$222

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 11/20

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Sun 11/23

11:00 am-1:42 pm

Nonstop1h 42m

$228

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

How to get the cheapest flight ticket from Toronto Island Airport to Illinois

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Illinois?

The cheapest month to fly to Illinois from Toronto Island Airport is in August. Flight prices, which tend to average around $168, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of August, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $168.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Toronto Island Airport to Illinois is on a Saturday when prices can be found for as low as $228. Flights from Toronto Island Airport to Illinois on a Thursday will generally be more expensive and average around $290. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the afternoon. Flights from Toronto Island Airport to Illinois during this time can be as low as $242. Flights at noon are often more expensive with an average ticket price of $333.

What is the cheapest Toronto Island to Illinois flight route?

Fly from Toronto Island to Chicago Midway for the best Toronto Island - Illinois flight prices

What cabin class options are available on Toronto Island to Illinois flights?

There are 4 cabin classes available to choose from on Toronto Island to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Toronto Island Airport to Illinois flights?

No. A direct flight is the cheapest option for a flight between Toronto Island Airport to Illinois.

Cheap Toronto Island Airport to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Toronto Island Airport to Illinois

Best Price Found

$189

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Illinois

1 airport
The best one-way flight to Illinois from Toronto Island Airport in the past 72 hours is $189. The best round-trip flight deal from Toronto Island Airport to Illinois found on momondo in the last 72 hours is $333.
The fastest flight from Toronto Island Airport to Illinois takes 1h 50m
Direct flights go from Toronto Island Airport to Illinois every day.
There is 1 airport near Illinois: Chicago Midway (MDW)
Search flight deals

  • When did momondo last update prices for flights from Toronto Island Airport to Illinois?

    Prices for flights from Toronto Island Airport to Illinois are updated daily.

  • How many operators does momondo search for flights from Toronto Island Airport to Illinois?

  • How old do you have to be to fly from Toronto Island Airport to Illinois?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Toronto Island Airport to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The travel and health documents you'll need for your trip to Illinois may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Illinois. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Toronto Island Airport to Illinois?

Best airlines flying from Toronto Island Airport to Illinois

Compare and see reviews for airlines that fly from Toronto Island Airport to Illinois with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom $158Free CancellationRating
8.0
384 reviews
Search Porter Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Toronto to Illinois?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Illinois from Toronto.

Can I find flights from Toronto to Illinois with flexible booking policies on momondo?

momondo does allow users to show only those flights to Illinois from Toronto which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Toronto to Illinois?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Toronto to Illinois.

I’m not ready to book a flight from Toronto to Illinois right now. Can momondo alert me if prices change?

Price alerts on flights to Illinois from Toronto are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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