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Cheap flights from Toronto Island Airport to Illinois from C$ 186

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 24/11. 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

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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 p.m. - 3:20 p.m.YTZ-MDW
1h 50mdirect
Porter Airlines Logo
4:15 p.m. - 6:57 p.m.MDW-YTZ
1h 42mdirect
C$ 262Porter Airlines
Find Deal
Thu, 13 Nov - Mon, 17 Nov
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
Porter Airlines Logo
4:15 p.m. - 6:57 p.m.MDW-YTZ
1h 42mdirect
C$ 266Porter Airlines
Find Deal
Tue, 11 Nov - Fri, 14 Nov
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
Porter Airlines Logo
4:15 p.m. - 6:57 p.m.MDW-YTZ
1h 42mdirect
C$ 267Porter Airlines
Find Deal
Tue, 11 Nov - Fri, 14 Nov
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
Porter Airlines Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
C$ 269Porter Airlines
Find Deal
Fri, 6 Feb - Wed, 11 Feb
Air Transat Logo
2:30 p.m. - 3:20 p.m.YTZ-MDW
1h 50mdirect
Air Transat Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
C$ 281Air Transat
Find Deal
Thu, 13 Nov - Tue, 18 Nov
Air Canada Logo
10:30 a.m. - 2:55 p.m.YTZ-ORD
5h 25m1 stop
Air Canada Logo
7:05 a.m. - 2:55 p.m.ORD-YTZ
6h 50m1 stop
C$ 287Air Canada
Find Deal
Wed, 12 Nov - Sun, 16 Nov
Air Canada Logo
3:30 p.m. - 8:00 p.m.YTZ-ORD
5h 30m1 stop
Air Canada Logo
12:50 p.m. - 7:55 p.m.ORD-YTZ
6h 05m1 stop
C$ 290Air Canada
Find Deal
Sun, 23 Nov - Sat, 29 Nov
Air Transat Logo
2:30 p.m. - 3:20 p.m.YTZ-MDW
1h 50mdirect
Air Transat Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
C$ 290Air Transat
Find Deal
Fri, 14 Nov - Thu, 20 Nov
Multiple Airlines Logo
2:30 p.m. - 3:20 p.m.YTZ-MDW
1h 50mdirect
Multiple Airlines Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
C$ 311Multiple Airlines
Find Deal
Fri, 21 Nov - Sun, 23 Nov
Multiple Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
Multiple Airlines Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
C$ 319Multiple Airlines
Find Deal
Tue, 11 Nov - Thu, 13 Nov

Air Canada flights from Toronto Island Airport to Illinois

Our best Air Canada deals on Toronto Island Airport to Illinois flight tickets
Air Canada
12 Nov
YTZ10:30 a.m.Toronto Island
5h 25m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
16 Nov
ORD7:05 a.m.Chicago O'Hare Intl
6h 50m
1 stop
YTZ2:55 p.m.Toronto Island
C$ 287
Find similar
Air Canada
23 Nov
YTZ3:30 p.m.Toronto Island
5h 30m
1 stop
ORD8:00 p.m.Chicago O'Hare Intl
29 Nov
ORD12:50 p.m.Chicago O'Hare Intl
6h 05m
1 stop
YTZ7:55 p.m.Toronto Island
C$ 290
Find similar
Air Canada
8 Nov
YTZ3:30 p.m.Toronto Island
5h 30m
1 stop
ORD8:00 p.m.Chicago O'Hare Intl
15 Nov
ORD12:50 p.m.Chicago O'Hare Intl
6h 05m
1 stop
YTZ7:55 p.m.Toronto Island
C$ 311
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
13 Nov
YTZ2:30 p.m.Toronto Island
1h 50m
MDW3:20 p.m.Chicago Midway
17 Nov
MDW4:15 p.m.Chicago Midway
1h 42m
YTZ6:57 p.m.Toronto Island
C$ 262
Find similar
Porter Airlines
11 Nov
YTZ9:15 a.m.Toronto Island
1h 50m
MDW10:05 a.m.Chicago Midway
14 Nov
MDW4:15 p.m.Chicago Midway
1h 42m
YTZ6:57 p.m.Toronto Island
C$ 266
Find similar
Porter Airlines
11 Nov
YTZ9:15 a.m.Toronto Island
1h 50m
MDW10:05 a.m.Chicago Midway
14 Nov
MDW4:15 p.m.Chicago Midway
1h 42m
YTZ6:57 p.m.Toronto Island
C$ 267
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 96,600 searches. Data last updated 27 October 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 13/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Mon 17/11

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

C$ 262

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 11/11

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

Chicago Midway

Fri 14/11

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

C$ 266

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 11/11

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

Chicago Midway

Fri 14/11

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

C$ 267

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 6/2

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

Chicago Midway

Wed 11/2

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 269

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 13/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Tue 18/11

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 281

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 12/11

10:30 a.m.-2:55 p.m.

1 stop5h 25m

Chicago O'Hare Intl

Sun 16/11

7:05 a.m.-2:55 p.m.

1 stop6h 50m

C$ 287

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sun 23/11

3:30 p.m.-8:00 p.m.

1 stop5h 30m

Chicago O'Hare Intl

Sat 29/11

12:50 p.m.-7:55 p.m.

1 stop6h 05m

C$ 290

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 14/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Thu 20/11

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 290

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 21/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Sun 23/11

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 311

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 11/11

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

Chicago Midway

Thu 13/11

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 319

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?

In general, August is the cheapest month to fly from Toronto Island Airport to Illinois. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 235. If you don’t want to visit Illinois in August, then you should wait until September to fly from Toronto Island Airport, when ticket prices are also cheap, with an average price of C$ 235.

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

According to our data, Friday is the cheapest day to fly to Illinois from Toronto Island Airport. The lowest ticket price found for a Friday departure recently was C$ 304. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Illinois is Sunday, with ticket prices averaging around C$ 330.

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 morning. Flights from Toronto Island Airport to Illinois during this time can be as low as C$ 314. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are C$ 678 on average. Flights to Illinois from Toronto Island Airport in the evening are generally more expensive because this time of day is more convenient for travellers’ schedules.

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 is only 1 cabin class 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

C$ 197

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 C$ 197. The best round-trip flight deal from Toronto Island Airport to Illinois found on momondo in the last 72 hours is C$ 348.
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 refreshed on a daily basis.

  • 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?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, 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 required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • 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 C$ 198Free CancellationRating
8.0
384 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 310Free CancellationRating
7.1
10,370 reviews
Search Air Canada flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Toronto to Illinois for you.

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

Yes. momondo enables you to select and highlight flights to Illinois from Toronto with this policy.

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

Once you have performed a search for Toronto to Illinois flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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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