Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Toronto Island Airport to Illinois from $111

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 12/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Toronto Island Airport to Illinois

Cheap round-trip flights

Porter Airlines Logo
3:35 pm - 4:24 pmYTZ-MDW
1h 49mnonstop
Porter Airlines Logo
9:35 am - 12:17 pmMDW-YTZ
1h 42mnonstop
$165Porter Airlines
Find Deal
Thu, Oct 2 - Mon, Oct 6
Porter Airlines Logo
7:50 am - 8:39 amYTZ-MDW
1h 49mnonstop
Porter Airlines Logo
5:20 pm - 8:02 pmMDW-YTZ
1h 42mnonstop
$166Porter Airlines
Find Deal
Wed, Oct 15 - Mon, Oct 20
Porter Airlines Logo
7:50 am - 8:39 amYTZ-MDW
1h 49mnonstop
Porter Airlines Logo
11:00 am - 1:42 pmMDW-YTZ
1h 42mnonstop
$167Porter Airlines
Find Deal
Fri, Oct 24 - Sun, Oct 26
Porter Airlines Logo
3:35 pm - 4:24 pmYTZ-MDW
1h 49mnonstop
Porter Airlines Logo
9:35 am - 12:17 pmMDW-YTZ
1h 42mnonstop
$170Porter Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 5
Air Canada Logo
10:20 am - 8:17 pmYTZ-ORD
10h 57m2 stops
Air Canada Logo
7:15 am - 6:13 pmORD-YTZ
9h 58m2 stops
$174Air Canada
Find Deal
Wed, Oct 22 - Wed, Oct 29
Air Canada Logo
10:20 am - 8:17 pmYTZ-ORD
10h 57m2 stops
Air Canada Logo
7:15 am - 2:55 pmORD-YTZ
6h 40m1 stop
$179Air Canada
Find Deal
Wed, Oct 22 - Wed, Oct 29
Air Transat Logo
7:50 am - 8:39 amYTZ-MDW
1h 49mnonstop
Air Transat Logo
9:35 am - 12:17 pmMDW-YTZ
1h 42mnonstop
$186Air Transat
Find Deal
Wed, Oct 1 - Sun, Oct 5
Air Transat Logo
7:50 am - 8:39 amYTZ-MDW
1h 49mnonstop
Air Transat Logo
9:35 am - 12:17 pmMDW-YTZ
1h 42mnonstop
$195Air Transat
Find Deal
Thu, Oct 2 - Sun, Oct 5
Logo
7:50 am - 8:39 amYTZ-MDW
1h 49mnonstop
Logo
11:00 am - 1:42 pmMDW-YTZ
1h 42mnonstop
$203
Find Deal
Thu, Oct 23 - Thu, Oct 30
Logo
3:35 pm - 4:24 pmYTZ-MDW
1h 49mnonstop
Logo
11:00 am - 1:42 pmMDW-YTZ
1h 42mnonstop
$212
Find Deal
Fri, Oct 24 - Sun, Oct 26

Air Canada flights from Toronto Island Airport to Illinois

Our best Air Canada deals on Toronto Island Airport to Illinois flight tickets
Air Canada
Oct 22
YTZ10:20 amToronto Island
10h 57m
2 stops
ORD8:17 pmChicago O'Hare Intl
Oct 29
ORD7:15 amChicago O'Hare Intl
9h 58m
2 stops
YTZ6:13 pmToronto Island
$174
Find similar
Air Canada
Oct 22
YTZ10:20 amToronto Island
10h 57m
2 stops
ORD8:17 pmChicago O'Hare Intl
Oct 29
ORD7:15 amChicago O'Hare Intl
6h 40m
1 stop
YTZ2:55 pmToronto Island
$179
Find similar
Air Canada
Oct 4
YTZ3:25 pmToronto Island
5h 41m
1 stop
ORD8:06 pmChicago O'Hare Intl
Oct 15
ORD8:40 amChicago O'Hare Intl
7h 05m
1 stop
YTZ4:45 pmToronto Island
$189
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
Oct 2
YTZ3:35 pmToronto Island
1h 49m
MDW4:24 pmChicago Midway
Oct 6
MDW9:35 amChicago Midway
1h 42m
YTZ12:17 pmToronto Island
$165
Find similar
Porter Airlines
Oct 15
YTZ7:50 amToronto Island
1h 49m
MDW8:39 amChicago Midway
Oct 20
MDW5:20 pmChicago Midway
1h 42m
YTZ8:02 pmToronto Island
$166
Find similar
Porter Airlines
Oct 24
YTZ7:50 amToronto Island
1h 49m
MDW8:39 amChicago Midway
Oct 26
MDW11:00 amChicago Midway
1h 42m
YTZ1:42 pmToronto Island
$167
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 September 9, 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 10/2

3:35 pm-4:24 pm

Nonstop1h 49m

Chicago Midway

Mon 10/6

9:35 am-12:17 pm

Nonstop1h 42m

$165

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 10/15

7:50 am-8:39 am

Nonstop1h 49m

Chicago Midway

Mon 10/20

5:20 pm-8:02 pm

Nonstop1h 42m

$166

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 10/24

7:50 am-8:39 am

Nonstop1h 49m

Chicago Midway

Sun 10/26

11:00 am-1:42 pm

Nonstop1h 42m

$167

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 10/2

3:35 pm-4:24 pm

Nonstop1h 49m

Chicago Midway

Sun 10/5

9:35 am-12:17 pm

Nonstop1h 42m

$170

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 10/22

10:20 am-8:17 pm

2 stops10h 57m

Chicago O'Hare Intl

Wed 10/29

7:15 am-6:13 pm

2 stops9h 58m

$174

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 10/22

10:20 am-8:17 pm

2 stops10h 57m

Chicago O'Hare Intl

Wed 10/29

7:15 am-2:55 pm

1 stop6h 40m

$179

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 10/1

7:50 am-8:39 am

Nonstop1h 49m

Chicago Midway

Sun 10/5

9:35 am-12:17 pm

Nonstop1h 42m

$186

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 10/2

7:50 am-8:39 am

Nonstop1h 49m

Chicago Midway

Sun 10/5

9:35 am-12:17 pm

Nonstop1h 42m

$195

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 10/23

7:50 am-8:39 am

Nonstop1h 49m

Chicago Midway

Thu 10/30

11:00 am-1:42 pm

Nonstop1h 42m

$203

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 10/24

3:35 pm-4:24 pm

Nonstop1h 49m

Chicago Midway

Sun 10/26

11:00 am-1:42 pm

Nonstop1h 42m

$212

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 September. Flight prices, which tend to average around $169, 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 September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $176.

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 Wednesday 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 $289. 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 at noon. Flights from Toronto Island Airport to Illinois during this time can be as low as $120. Flights in the morning are often more expensive with an average ticket price of $270.

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?

You could potentially save up to 13% on your flight if you consider stops on a Toronto Island Airport to Illinois flight.

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

$153

Fastest flight time

1h 49m

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 $153. The best round-trip flight deal from Toronto Island Airport to Illinois found on momondo in the last 72 hours is $188.
The fastest flight from Toronto Island Airport to Illinois takes 1h 49m
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
7.9
363 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.

An easier way to manage your Illinois trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 10/9
Thu 10/16
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Illinois

Popular cities in Illinois

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $48
Flights to Los Angelesfrom $50
Flights to Miamifrom $57
Flights to Chicagofrom $49
Flights to Orlandofrom $57
Flights to Las Vegasfrom $48
Flights to San Franciscofrom $57
Flights to Washington, D.C.from $54
Flights to Bostonfrom $60
Flights to Atlantafrom $50
Flights to Dallasfrom $63
Flights to Seattlefrom $78