What is the cheapest airline that flies from Toronto Island to Illinois?

Porter Airlines, Air Transat, and Air Canada are the most popular carriers operating from Toronto Island to Illinois

How many flights depart from Toronto Island Airport to Illinois on average per day?

As of September 2025, there are 3 flights per day flying from Toronto Island Airport to Illinois. The most common time of day flights depart is 3:00p.m., with 60% of flights taking off in the afternoon.

How many flights depart from Toronto Island Airport to Illinois on average per week?

As of September 2025, 22 flights take off from Toronto Island Airport and land in Illinois each week. The most common flight departure day for this route is Mon, with 18% of weekly flights taking off on this day.

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?

The number of operators available for flights from Toronto Island Airport to Illinois is 2 as of September 2025.

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.

C$ 153 Cheap Flights from Toronto Island Airport to Illinois in 2025

1 adult

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Find the cheapest flights from Toronto Island Airport to Illinois

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

3:35 p.m. - 4:24 p.m.YTZ-MDW

1h 49mdirect

9:35 a.m. - 12:17 p.m.MDW-YTZ

1h 42mdirect

C$ 228Porter Airlines

Find Deal

Thu, 2 Oct - Mon, 6 Oct

7:50 a.m. - 8:39 a.m.YTZ-MDW

1h 49mdirect

5:20 p.m. - 8:02 p.m.MDW-YTZ

1h 42mdirect

C$ 229Porter Airlines

Find Deal

Wed, 15 Oct - Mon, 20 Oct

7:50 a.m. - 8:39 a.m.YTZ-MDW

1h 49mdirect

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

1h 42mdirect

C$ 231Porter Airlines

Find Deal

Fri, 24 Oct - Sun, 26 Oct

3:35 p.m. - 4:24 p.m.YTZ-MDW

1h 49mdirect

9:35 a.m. - 12:17 p.m.MDW-YTZ

1h 42mdirect

C$ 235Porter Airlines

Find Deal

Thu, 2 Oct - Sun, 5 Oct

10:20 a.m. - 8:17 p.m.YTZ-ORD

10h 57m2 stops

7:15 a.m. - 6:13 p.m.ORD-YTZ

9h 58m2 stops

C$ 240Air Canada

Find Deal

Wed, 22 Oct - Wed, 29 Oct

10:20 a.m. - 8:17 p.m.YTZ-ORD

10h 57m2 stops

7:15 a.m. - 2:55 p.m.ORD-YTZ

6h 40m1 stop

C$ 247Air Canada

Find Deal

Wed, 22 Oct - Wed, 29 Oct

7:50 a.m. - 8:39 a.m.YTZ-MDW

1h 49mdirect

9:35 a.m. - 12:17 p.m.MDW-YTZ

1h 42mdirect

C$ 257Air Transat

Find Deal

Wed, 1 Oct - Sun, 5 Oct

7:50 a.m. - 8:39 a.m.YTZ-MDW

1h 49mdirect

9:35 a.m. - 12:17 p.m.MDW-YTZ

1h 42mdirect

C$ 269Air Transat

Find Deal

Thu, 2 Oct - Sun, 5 Oct

7:50 a.m. - 8:39 a.m.YTZ-MDW

1h 49mdirect

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

1h 42mdirect

C$ 281

Find Deal

Thu, 23 Oct - Thu, 30 Oct

3:35 p.m. - 4:24 p.m.YTZ-MDW

1h 49mdirect

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

1h 42mdirect

C$ 293

Find Deal

Fri, 24 Oct - Sun, 26 Oct

Air Canada flights from Toronto Island Airport to Illinois

Our best Air Canada deals on Toronto Island Airport to Illinois flight tickets

Air Canada

22 Oct

YTZ10:20 a.m.Toronto Island

10h 57m

2 stops

ORD8:17 p.m.Chicago O'Hare Intl

29 Oct

ORD7:15 a.m.Chicago O'Hare Intl

9h 58m

2 stops

YTZ6:13 p.m.Toronto Island

C$ 240

Find similar

Air Canada

22 Oct

YTZ10:20 a.m.Toronto Island

10h 57m

2 stops

ORD8:17 p.m.Chicago O'Hare Intl

29 Oct

ORD7:15 a.m.Chicago O'Hare Intl

6h 40m

1 stop

YTZ2:55 p.m.Toronto Island

C$ 247

Find similar

Air Canada

4 Oct

YTZ3:25 p.m.Toronto Island

5h 41m

1 stop

ORD8:06 p.m.Chicago O'Hare Intl

15 Oct

ORD8:40 a.m.Chicago O'Hare Intl

7h 05m

1 stop

YTZ4:45 p.m.Toronto Island

C$ 261

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

2 Oct

YTZ3:35 p.m.Toronto Island

1h 49m

MDW4:24 p.m.Chicago Midway

6 Oct

MDW9:35 a.m.Chicago Midway

1h 42m

YTZ12:17 p.m.Toronto Island

C$ 228

Find similar

Porter Airlines

15 Oct

YTZ7:50 a.m.Toronto Island

1h 49m

MDW8:39 a.m.Chicago Midway

20 Oct

MDW5:20 p.m.Chicago Midway

1h 42m

YTZ8:02 p.m.Toronto Island

C$ 229

Find similar

Porter Airlines

24 Oct

YTZ7:50 a.m.Toronto Island

1h 49m

MDW8:39 a.m.Chicago Midway

26 Oct

MDW11:00 a.m.Chicago Midway

1h 42m

YTZ1:42 p.m.Toronto Island

C$ 231

Find similar

momondo Fare Finder

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 2/10

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

Chicago Midway

Mon 6/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

C$ 228

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 15/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

Chicago Midway

Mon 20/10

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

C$ 229

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 24/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

Chicago Midway

Sun 26/10

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

Nonstop1h 42m

C$ 231

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 2/10

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

Chicago Midway

Sun 5/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

C$ 235

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 22/10

10:20 a.m.-8:17 p.m.

2 stops10h 57m

Chicago O'Hare Intl

Wed 29/10

7:15 a.m.-6:13 p.m.

2 stops9h 58m

C$ 240

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 22/10

10:20 a.m.-8:17 p.m.

2 stops10h 57m

Chicago O'Hare Intl

Wed 29/10

7:15 a.m.-2:55 p.m.

1 stop6h 40m

C$ 247

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 1/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

Chicago Midway

Sun 5/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

C$ 257

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 2/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

Chicago Midway

Sun 5/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

C$ 269

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 23/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

Chicago Midway

Thu 30/10

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

Nonstop1h 42m

C$ 280

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 24/10

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

Chicago Midway

Sun 26/10

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

Nonstop1h 42m

C$ 293

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

What is the cheapest month to fly to Illinois?

In general, September 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$ 234. If you don’t want to visit Illinois in September, then you should wait until August to fly from Toronto Island Airport, when ticket prices are also cheap, with an average price of C$ 243.

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

According to our data, Wednesday is the cheapest day to fly to Illinois from Toronto Island Airport. The lowest ticket price found for a Wednesday departure recently was C$ 311. 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$ 334.

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$ 315. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 399 on average. Flights to Illinois from Toronto Island Airport at noon 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$ 226
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 C$ 226. The best round-trip flight deal from Toronto Island Airport to Illinois found on momondo in the last 72 hours is C$ 242.

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 refreshed on a daily basis.
How many operators does momondo search for flights from Toronto Island Airport to Illinois?
The number of operators available for flights from Toronto Island Airport to Illinois is 2 as of September 2025.
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?
momondo data reveals that the most frequently booked plane model on the route from Toronto Island Airport to Illinois is De Havilland (Bombardier) DHC-8-400 Dash 8Q, representing 33.77% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 19.41%, Boeing 737-800 at 16.51%, and Embraer 175 at 10.00%.

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 Airlines	PriceFrom C$ 205	Free Cancellation	Rating 7.9 363 reviews		Search Porter Airlines flights
Air Canada	PriceFrom C$ 306	Free Cancellation	Rating 7.1 10,000 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.

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.

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Find better results for your trip to Illinois

Popular Cities in Illinois

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Flights to Dallasfrom C$ 269

Cheap flights from Toronto Island Airport to Illinois from C$ 153

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

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Find the cheapest flights from Toronto Island Airport to Illinois

Cheap round-trip flights

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

Air Canada flights from Toronto Island Airport to Illinois

Our best Air Canada deals on Toronto Island Airport to Illinois flight tickets

Porter Airlines flights from Toronto Island Airport to Illinois

Our best Porter Airlines deals on Toronto Island Airport to Illinois flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Toronto Island Airport to Illinois that are best for you.

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?

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

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

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.

What is the cheapest airline that flies from Toronto Island to Illinois?

Porter Airlines, Air Transat, and Air Canada are the most popular carriers operating from Toronto Island to Illinois

How many flights depart from Toronto Island Airport to Illinois on average per day?

As of September 2025, there are 3 flights per day flying from Toronto Island Airport to Illinois. The most common time of day flights depart is 3:00p.m., with 60% of flights taking off in the afternoon.

How many flights depart from Toronto Island Airport to Illinois on average per week?

As of September 2025, 22 flights take off from Toronto Island Airport and land in Illinois each week. The most common flight departure day for this route is Mon, with 18% of weekly flights taking off on this day.

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

Fastest flight time

Direct flights

Airports in Illinois

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

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?

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

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

Why use momondo?

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

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

How can momondo help me find flights 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?

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Illinois

Popular Cities in Illinois

Popular flights according to clicks in the last 7 days on momondo