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Cheap flights from Toronto Island Airport to Illinois from C$ 166

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 12/5. 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
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$ 261Porter Airlines
Thu, 5 Mar - Fri, 6 Mar
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$ 263Porter Airlines
Mon, 9 Mar - Mon, 16 Mar
Air Canada Logo
7:00 a.m. - 11:18 a.m.
YTZ
-
ORD
5h 18m
1 stop
Air Canada Logo
12:50 p.m. - 7:52 p.m.
ORD
-
YTZ
6h 02m
1 stop
C$ 266Air Canada
Tue, 10 Mar - Tue, 31 Mar
Multiple Airlines Logo
11:05 a.m. - 11:55 a.m.
YTZ
-
MDW
1h 50mdirect
Multiple Airlines Logo
11:05 a.m. - 1:47 p.m.
MDW
-
YTZ
1h 42mdirect
C$ 269Multiple Airlines
Sat, 21 Feb - Tue, 24 Feb
Multiple Airlines Logo
9:20 a.m. - 10:10 a.m.
YTZ
-
MDW
1h 50mdirect
Multiple Airlines Logo
11:05 a.m. - 1:47 p.m.
MDW
-
YTZ
1h 42mdirect
C$ 270Multiple Airlines
Thu, 19 Feb - Mon, 23 Feb
Multiple Airlines Logo
9:20 a.m. - 10:10 a.m.
YTZ
-
MDW
1h 50mdirect
Multiple Airlines Logo
11:05 a.m. - 1:47 p.m.
MDW
-
YTZ
1h 42mdirect
C$ 272Multiple Airlines
Mon, 23 Feb - Wed, 25 Feb
Air Transat Logo
9:20 a.m. - 10:10 a.m.
YTZ
-
MDW
1h 50mdirect
Air Transat Logo
11:05 a.m. - 1:47 p.m.
MDW
-
YTZ
1h 42mdirect
C$ 274Air Transat
Thu, 19 Feb - Mon, 23 Feb
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$ 278Porter Airlines
Mon, 9 Mar - Wed, 18 Mar
Air Canada Logo
12:30 p.m. - 8:10 p.m.
YTZ
-
ORD
8h 40m
1 stop
Air Canada Logo
7:15 a.m. - 2:25 p.m.
ORD
-
YTZ
6h 10m
1 stop
C$ 284Air Canada
Wed, 18 Feb - Sat, 21 Feb
Air Transat Logo
9:15 a.m. - 10:05 a.m.
YTZ
-
MDW
1h 50mdirect
Air Transat Logo
4:15 p.m. - 6:57 p.m.
MDW
-
YTZ
1h 42mdirect
C$ 284Air Transat
Mon, 20 Apr - Thu, 23 Apr

Air Canada flights from Toronto Island Airport to Illinois

Our best Air Canada deals on Toronto Island Airport to Illinois flight tickets
Air Canada
10 Mar
YTZ7:00 a.m.Toronto Island
5h 18m
1 stop
ORD11:18 a.m.Chicago O'Hare Intl
31 Mar
ORD12:50 p.m.Chicago O'Hare Intl
6h 02m
1 stop
YTZ7:52 p.m.Toronto Island
C$ 266
Air Canada
18 Feb
YTZ12:30 p.m.Toronto Island
8h 40m
1 stop
ORD8:10 p.m.Chicago O'Hare Intl
21 Feb
ORD7:15 a.m.Chicago O'Hare Intl
6h 10m
1 stop
YTZ2:25 p.m.Toronto Island
C$ 284
Air Canada
18 Jun
YTZ7:20 p.m.Toronto Island
1h 56m
ORD8:16 p.m.Chicago O'Hare Intl
21 Jun
ORD7:25 a.m.Chicago O'Hare Intl
1h 41m
YTZ10:06 a.m.Toronto Island
C$ 285

Air Transat flights from Toronto Island Airport to Illinois

Our best Air Transat deals on Toronto Island Airport to Illinois flight tickets
Air Transat
19 Feb
YTZ9:20 a.m.Toronto Island
1h 50m
MDW10:10 a.m.Chicago Midway
23 Feb
MDW11:05 a.m.Chicago Midway
1h 42m
YTZ1:47 p.m.Toronto Island
C$ 274
Air Transat
20 Apr
YTZ9:15 a.m.Toronto Island
1h 50m
MDW10:05 a.m.Chicago Midway
23 Apr
MDW4:15 p.m.Chicago Midway
1h 42m
YTZ6:57 p.m.Toronto Island
C$ 284
Air Transat
15 Feb
YTZ2:30 p.m.Toronto Island
1h 50m
MDW3:20 p.m.Chicago Midway
21 Feb
MDW12:50 p.m.Chicago Midway
1h 42m
YTZ3:32 p.m.Toronto Island
C$ 308

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 29 January 2026.
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 5/3

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

Nonstop1h 50m

Chicago Midway

Fri 6/3

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

Nonstop1h 42m

C$ 261

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 9/3

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

Nonstop1h 50m

Chicago Midway

Mon 16/3

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

Nonstop1h 42m

C$ 263

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 10/3

7:00 a.m.-11:18 a.m.

1 stop5h 18m

Chicago O'Hare Intl

Tue 31/3

12:50 p.m.-7:52 p.m.

1 stop6h 02m

C$ 266

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sat 21/2

11:05 a.m.-11:55 a.m.

Nonstop1h 50m

Chicago Midway

Tue 24/2

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

C$ 269

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 19/2

9:20 a.m.-10:10 a.m.

Nonstop1h 50m

Chicago Midway

Mon 23/2

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

C$ 270

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 23/2

9:20 a.m.-10:10 a.m.

Nonstop1h 50m

Chicago Midway

Wed 25/2

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

C$ 272

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 19/2

9:20 a.m.-10:10 a.m.

Nonstop1h 50m

Chicago Midway

Mon 23/2

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

C$ 274

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 9/3

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

Nonstop1h 50m

Chicago Midway

Wed 18/3

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

Nonstop1h 42m

C$ 278

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 18/2

12:30 p.m.-8:10 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Sat 21/2

7:15 a.m.-2:25 p.m.

1 stop6h 10m

C$ 284

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 20/4

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

Nonstop1h 50m

Chicago Midway

Thu 23/4

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

Nonstop1h 42m

C$ 284

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$ 228. 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$ 228.

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

According to our data, Monday is the cheapest day to fly to Illinois from Toronto Island Airport. The lowest ticket price found for a Monday departure recently was C$ 266. 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 Wednesday, with ticket prices averaging around C$ 298.

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$ 279. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are C$ 1,193 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$ 186

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Toronto Island Airport in the past 72 hours is C$ 186. The best round-trip flight deal from Toronto Island Airport to Illinois found on momondo in the last 72 hours is C$ 261.
The fastest flight from Toronto Island Airport to Illinois takes 1h 50m
Direct flights go from Toronto Island Airport to Illinois every day.
There are 98 airports in Illinois. From Toronto Island Airport there are direct flights to 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$ 192Free CancellationRating
7.9
412 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 301Free CancellationRating
7.1
10,667 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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