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Cheap flights from Toronto Island Airport to Illinois from C$ 167

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 15/4. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
27 Feb — 6 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Toronto Island to Illinois

Enter your travel dates to find the best prices.

Cheapest flights from Toronto Island to Illinois
Explore the most affordable flight options available from Toronto Island to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 January 2026.

Thu 12/39:15 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Thu 19/34:15 p.m.
MDW
-
YTZ
Nonstop1h 42m
Multiple Airlines
Deal found 26/1C$ 257
Fri 22/54:00 p.m.
YTZ
-
MDW
Nonstop1h 50m
Air Transat
Sun 24/510:25 a.m.
MDW
-
YTZ
Nonstop1h 40m
Air Transat
Deal found 26/1C$ 261
Tue 10/37:00 a.m.
YTZ
-
ORD
1 stop5h 18m
Air Canada
Tue 31/312:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 26/1C$ 268
Sat 21/211:05 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Tue 24/211:05 a.m.
MDW
-
YTZ
Nonstop1h 42m
Multiple Airlines
Deal found 26/1C$ 271
Thu 19/29:20 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Mon 23/211:05 a.m.
MDW
-
YTZ
Nonstop1h 42m
Multiple Airlines
Deal found 27/1C$ 272
Mon 23/29:20 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Wed 25/211:05 a.m.
MDW
-
YTZ
Nonstop1h 42m
Multiple Airlines
Deal found 27/1C$ 273
Thu 19/29:20 a.m.
YTZ
-
MDW
Nonstop1h 50m
Air Transat
Mon 23/211:05 a.m.
MDW
-
YTZ
Nonstop1h 42m
Air Transat
Deal found 27/1C$ 276
Sun 15/22:30 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Tue 17/211:05 a.m.
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 26/1C$ 277
Mon 4/58:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Wed 13/510:25 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 27/1C$ 280
Mon 16/39:15 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Thu 19/311:00 a.m.
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 25/1C$ 282
Wed 1/49:15 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Wed 1/44:15 p.m.
MDW
-
YTZ
Nonstop1h 42m
Multiple Airlines
Deal found 27/1C$ 284
Mon 20/49:15 a.m.
YTZ
-
MDW
Nonstop1h 50m
Air Transat
Fri 24/411:00 a.m.
MDW
-
YTZ
Nonstop1h 42m
Air Transat
Deal found 28/1C$ 286

Find flight deals from Toronto Island to Illinois

Keep the following information in mind while searching for Toronto Island to Illinois flight deals. Data was last updated 28 January 2026.

Round-trip from

C$ 257

One-way from

C$ 167

Popular in

January

Cheapest in

July

Average price

C$ 400

Good round-trip deal

C$ 262 or less

Good one-way deal

C$ 187 or less
Air Transat
  • Air Transat
  • 12/3-19/3
  • Nonstop
  • 3h 32m total
  • Toronto to Illinois
Search Deals
Air Canada
  • Air Canada
  • 4/3
  • 1 total stop
  • 5h 18m total
  • Toronto to Illinois
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Toronto Island to Illinois.
Search Deals
Price to beat on a one-way flight from Toronto Island to Illinois.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Toronto Island 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, Cheapflights users made 629,999 searches. Data last updated 28 January 2026.
Use the filters below to find and compare flights from Toronto Island Airport to Illinois that are best for you.

Fly from

Toronto Island

Fly to

Illinois

Route

Depart

Return

Price

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 12/3

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

Nonstop1h 50m

Chicago Midway

Thu 19/3

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

Nonstop1h 42m

C$ 257

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 20/5

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

Chicago Midway

Mon 25/5

5:35 p.m.-8:15 p.m.

Nonstop1h 40m

C$ 268

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$ 268

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$ 272

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 19/2

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

Nonstop1h 50m

Chicago Midway

Mon 16/3

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

Nonstop1h 42m

C$ 282

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 16/3

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

Nonstop1h 50m

Chicago Midway

Tue 17/3

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

Nonstop1h 42m

C$ 282

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$ 286

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 20/4

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

Nonstop1h 50m

Chicago Midway

Fri 24/4

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

Nonstop1h 42m

C$ 286

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 1/6

7:20 p.m.-8:16 p.m.

Nonstop1h 56m

Chicago O'Hare Intl

Mon 15/6

7:25 a.m.-10:06 a.m.

Nonstop1h 41m

C$ 290

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 23/4

6:45 a.m.-10:53 a.m.

1 stop5h 08m

Chicago O'Hare Intl

Mon 4/5

8:45 a.m.-3:52 p.m.

1 stop6h 07m

C$ 297

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/1

Showing 1-10 of 44 results
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Best time to book a flight from Toronto Island to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Toronto Island with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Toronto Island Airport to Illinois

What is the cheapest month to book a flight from Toronto Island Airport to Illinois?

Currently, June is the cheapest month in which you can book a flight from Toronto Island Airport to Illinois (average of C$ 113). Flying from Toronto Island Airport to Illinois in February is currently the most expensive (average of C$ 314). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YTZ to IL?

Find hourly flight availability from Toronto Island to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 28 January 2026.

It’s typically best to fly out from Toronto Island Airport to Illinois in the afternoon. Doing so could potentially save you 69% on the flight price compared to flying in the evening, which is usually more expensive.

What is the cheapest day to fly from Toronto Island Airport to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Toronto Island to Illinois. Price data was last updated on 24 January 2026.

Travelers seeking maximum savings on their Toronto Island Airport to Illinois flight should consider departing on Monday mornings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated 28 January 2026.
Get a feel of what it's like to fly with Porter Airlines and Air Canada from Toronto Island Airport to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
7.9
Good
412 reviews
Check prices

Boarding

8.2

Food

7.5

Overall

7.9

Comfort

7.9

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Porter Airlines
7.9
Good
412 reviews
Porter Airlines
7.9
Good
412 reviews
Check prices

Boarding

8.2

Food

7.5

Overall

7.9

Comfort

7.9

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Air Canada
7.1
Good
10,666 reviews
Porter Airlines
7.9
Good
412 reviews
Check prices

Boarding

8.2

Food

7.5

Overall

7.9

Comfort

7.9

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Related info for your journey

Find useful and relevant information for your journey from Toronto Island to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Toronto Island Airport to Illinois?

    There are many flights that can get you from Toronto Island Airport to Illinois in 1h 50m. Fly via Air Transat, Air Canada, or Porter Airlines to get the fastest option. The distance between Toronto Island Airport and Illinois is about 711 km. Both multi-stop and direct flights can be found to your destination and back.

  • What are the cheapest flights from Toronto Island Airport to Illinois?

    Looking for the cheapest flight from Toronto Island Airport to Illinois? While on average our users pay C$ 1,270, our data indicates the cheapest price to be C$ 452. The most popular route (Toronto Island - Chicago Midway), is priced around C$ 219.

  • Can I find deals for flights from Toronto Island to Illinois that include hotel bookings?

    Yes. In addition to deals on Toronto Island to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Toronto Island to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Toronto Island to Illinois.

  • Can I find deals for business class flights from Toronto Island to Illinois?

    Yes. Cheapflights offers flight deals from Toronto Island to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Toronto Island Airport to Illinois?

    Currently, June is the cheapest month in which you can book a flight from Toronto Island Airport to Illinois (average of C$ 113). Flying from Toronto Island Airport to Illinois in February is currently the most expensive (average of C$ 314). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Toronto Island to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Toronto Island to Illinois

Discover the top 2 airlines that operate flights from Toronto Island to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 28 January 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 193AverageC$ 283FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 303AverageC$ 438FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Toronto Island to Illinois?

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Why should you use Cheapflights to find cheap flight tickets from Toronto Island to Illinois?

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Can Cheapflights find flights from Toronto Island to Illinois with no change fees?

Need flexible booking options for your flight to Illinois from Toronto Island? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Toronto Island to Illinois become cheaper?

Not ready to book yet? You can track prices for flights from Toronto Island to Illinois on Cheapflights with our Price Alert feature and get notified when better prices are available.

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