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$126+ Cheap flights from Toronto Island (YTZ) to Illinois

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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
1 adult, Economy
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Cheap flight deals from Toronto Island to Illinois

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 February 13, 2026.

This FlightHub deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/249:15 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Sun 4/2611:00 am
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 2/10$190
This FlightHub deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/179:15 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Sat 4/1812:45 pm
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 2/9$191
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/189:15 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Thu 3/194:15 pm
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 2/11$192
This Trip.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/82:30 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Fri 3/1311:00 am
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 2/10$194
This Trip.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/69:15 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Mon 3/911:00 am
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 2/13$196
This FlightHub deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/172:30 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Sun 4/1911:00 am
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 2/9$197
This Trip.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2811:00 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Sat 4/412:45 pm
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 2/11$199
This FlightHub deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Mon 5/1110:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 2/10$200
This SmartFares deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/69:15 am
YTZ
-
MDW
Nonstop1h 50m
Air Transat
Sun 3/84:15 pm
MDW
-
YTZ
Nonstop1h 42m
Air Transat
Deal found 2/10$202
This Air Canada deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:20 pm
YTZ
-
ORD
Nonstop1h 56m
Air Canada
Sun 6/147:25 am
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 2/12$229
This Trip.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/19:30 am
YTZ
-
ORD
1 stop6h 23m
Air Canada
Fri 6/57:25 am
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 2/10$234
This Trip.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/812:15 pm
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Fri 7/102:00 pm
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 2/11$253

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 February 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$190
(FlightHub)

One-way from

$126
(Booking.com)

Popular in

February

Cheapest in

July

Average price

$279

Good round-trip deal

$195 or less

Good one-way deal

$122 or less
Provider with most accurate pricing for Toronto (YTO)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Toronto (YTO)-Chicago (CHI) flights.
Search Deals
From Toronto Island to Illinois
Search Deals
One-way flight from Toronto Island to Illinois
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 2,558,603 searches. Data last updated February 13, 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

Fri 4/17

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Sat 4/18

12:45 pm-3:27 pm

Nonstop1h 42m

$191

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 3/17

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Mon 3/23

11:00 am-1:42 pm

Nonstop1h 42m

$192

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 3/17

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Thu 3/19

4:15 pm-6:57 pm

Nonstop1h 42m

$192

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 3/6

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Mon 3/9

11:00 am-1:42 pm

Nonstop1h 42m

$196

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 4/17

2:30 pm-3:20 pm

Nonstop1h 50m

Chicago Midway

Sun 4/19

11:00 am-1:42 pm

Nonstop1h 42m

$197

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sat 3/28

11:00 am-11:50 am

Nonstop1h 50m

Chicago Midway

Sat 4/4

12:45 pm-3:27 pm

Nonstop1h 42m

$199

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 5/21

4:00 pm-4:50 pm

Nonstop1h 50m

Chicago Midway

Sun 5/24

10:25 am-1:05 pm

Nonstop1h 40m

$201

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 3/6

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Sun 3/8

4:15 pm-6:57 pm

Nonstop1h 42m

$202

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sat 5/9

8:50 am-9:40 am

Nonstop1h 50m

Chicago Midway

Sat 5/16

10:25 am-1:05 pm

Nonstop1h 40m

$202

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 3/25

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Thu 3/26

11:00 am-1:42 pm

Nonstop1h 42m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

Showing 1-10 of 43 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 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 February 13, 2026.

One of the essential ways to save on airfare from Toronto Island Airport to Illinois is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 62% on airfare.

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 February 13, 2026.
Peruse reviews from past customers who have flown with Porter Airlines from Toronto Island Airport to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
7.9
Good
415 reviews

Boarding

8.2

Comfort

7.9

Food

7.5

Overall

7.9

Entertainment

6.9

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Milad,Feb 2026

LIR - YYZ

Not helpful staff at Liberia airport at the check-in counter. Extremely poor skill people and not willing to help the passenger.
Porter Airlines
7.9
Good
415 reviews
Porter Airlines
7.9
Good
415 reviews

Boarding

8.2

Comfort

7.9

Food

7.5

Overall

7.9

Entertainment

6.9

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Milad,Feb 2026

LIR - YYZ

Not helpful staff at Liberia airport at the check-in counter. Extremely poor skill people and not willing to help the passenger.

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?

    For as low as $191, Porter Airlines can have you in Illinois from Toronto Island Airport in 1h 50m. There are 442 mi between Toronto Island Airport and Illinois. All flights are typically nonstop.

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

    On average you can expect to pay $943 for a flight from Toronto Island Airport to Illinois. The cheapest flight overall is $316 while the most popular route, (Toronto Island - Chicago Midway) is currently priced at $171.

  • 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.

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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Toronto Island to LaGuardia flights

Top airline flying from Toronto Island to Illinois

Discover the top airline 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 2,558,603 searches. Data last updated February 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$80Average$189FlexibilityNo cancel feeOn-time52%

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