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Toronto Island

$85+ Cheap flights from Illinois to Toronto Island (YTZ)

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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YTZ
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
1 adult, Economy
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Cheap flight deals from Illinois to Toronto Island

Cheapest flights from Illinois to Toronto Island
Explore the most affordable flight options available from Illinois to Toronto Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.

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.
Wed 3/1811:00 am
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Thu 3/269:15 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 2/10$181
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:00 am
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Sun 3/82:30 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 2/10$182
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/34:15 pm
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Sun 4/59:15 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 2/9$187
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/164:15 pm
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Sun 4/192:30 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 2/10$189
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1211:00 am
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Wed 5/68:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 2/10$192
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1411:00 am
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Mon 5/48:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 2/10$193
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/154:15 pm
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Fri 5/84:00 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 2/10$195
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:25 am
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Wed 6/1012:15 pm
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 2/9$226
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:25 am
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Fri 6/197:20 pm
YTZ
-
ORD
Nonstop1h 56m
Air Canada
Deal found 2/9$231
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 6/127:25 am
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Sun 6/1412:15 pm
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 2/12$237
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2311:05 am
ORD
-
YTZ
1 stop5h 46m
Air Canada
Sat 8/112:15 pm
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 2/10$269
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:51 pm
ORD
-
YTZ
1 stop14h 44m
Multiple Airlines
Tue 3/176:15 pm
YTZ
-
ORD
1 stop7h 07m
Multiple Airlines
Deal found 2/10$275

Find flight deals from Illinois to Toronto Island

Keep the following information in mind while searching for Illinois to Toronto Island flight deals. Data was last updated February 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$181
(Trip.com)

One-way from

$85
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$295

Good round-trip deal

$208 or less

Good one-way deal

$174 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
Search Deals
From Illinois to Toronto Island
Search Deals
One-way flight from Illinois to Toronto Island
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 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 Illinois to Toronto Island.
Search Deals
Price to beat on a one-way flight from Illinois to Toronto Island.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Toronto Island 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 Illinois to Toronto Island Airport that are best for you.

Fly from

Illinois

Fly to

Toronto Island

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 3/5

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Sun 3/8

2:30 pm-3:20 pm

Nonstop1h 50m

$186

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 4/16

4:15 pm-6:57 pm

Nonstop1h 42m

Toronto Island

Sun 4/19

2:30 pm-3:20 pm

Nonstop1h 50m

$189

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 4/2

4:15 pm-6:57 pm

Nonstop1h 42m

Toronto Island

Sun 4/5

9:15 am-10:05 am

Nonstop1h 50m

$189

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 4/22

4:15 pm-6:57 pm

Nonstop1h 42m

Toronto Island

Mon 4/27

9:15 am-10:05 am

Nonstop1h 50m

$191

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 3/6

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Sun 3/8

2:30 pm-3:20 pm

Nonstop1h 50m

$195

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 5/7

5:35 pm-8:15 pm

Nonstop1h 40m

Toronto Island

Mon 5/11

8:50 am-9:40 am

Nonstop1h 50m

$197

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 4/2

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Mon 4/6

9:15 am-10:05 am

Nonstop1h 50m

$197

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 5/8

10:25 am-1:05 pm

Nonstop1h 40m

Toronto Island

Mon 5/11

8:50 am-9:40 am

Nonstop1h 50m

$197

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 3/18

6:01 pm-10:35 am

1 stop15h 34m

Toronto Island

Mon 3/23

6:15 pm-12:22 am

1 stop7h 07m

$276

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 3/11

6:51 pm-10:35 am

1 stop14h 44m

Toronto Island

Wed 3/18

6:15 pm-12:22 am

1 stop7h 07m

$283

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 34 results
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Best time to book a flight from Illinois to Toronto Island

Have a flexible travel schedule? Discover the best time to fly to Toronto Island from Illinois 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 Illinois to Toronto Island Airport

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

Currently, March is the cheapest month in which you can book a flight from Illinois to Toronto Island Airport (average of $90). Flying from Illinois to Toronto Island Airport in November is currently the most expensive (average of $289). 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 IL to YTZ?

Find hourly flight availability from Illinois to Toronto Island. 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.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Toronto Island Airport as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Toronto Island. 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 Illinois to Toronto Island Airport?

    For as low as $186, Porter Airlines can have you in Toronto Island Airport from Illinois in 1h 42m. There are 442 mi between Illinois and Toronto Island Airport. All flights are typically nonstop.

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

    On average you can expect to pay $300 for a flight from Illinois to Toronto Island Airport. The cheapest flight overall is $300 while the most popular route, (Chicago O'Hare Intl - Toronto Island) is currently priced at $237.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois to Toronto Island 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 Illinois to Toronto Island Airport?

    Currently, March is the cheapest month in which you can book a flight from Illinois to Toronto Island Airport (average of $90). Flying from Illinois to Toronto Island Airport in November is currently the most expensive (average of $289). 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 Illinois to Toronto Island

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Pearson Intl flights
Newark to Toronto Island flights
John F Kennedy Intl to Pearson Intl flights
LaGuardia to Pearson Intl flights
Los Angeles to Pearson Intl flights
Dallas/Fort Worth to Pearson Intl flights
O'Hare Intl to Pearson Intl flights
Dulles Intl to Pearson Intl flights
Reagan-National to Pearson Intl flights
San Francisco to Pearson Intl flights
Boston to Pearson Intl flights
Hobby to Pearson Intl flights
Seattle to Pearson Intl flights
Boston to Toronto Island flights
Dulles Intl to Toronto Island flights
Atlanta to Pearson Intl flights
John F Kennedy Intl to Toronto Island flights
George Bush Intcntl to Pearson Intl flights
Minneapolis to Pearson Intl flights
Sky Harbor Intl to Pearson Intl flights
Baltimore to Pearson Intl flights
Philadelphia to Pearson Intl flights
Orlando to Pearson Intl flights
Denver to Pearson Intl flights
Reagan-National to Toronto Island flights
O'Hare Intl to Toronto Island flights
San Diego to Pearson Intl flights
Midway to Toronto Island flights
Fort Lauderdale to Pearson Intl flights
Los Angeles to Toronto Island flights
Miami to Pearson Intl flights
Midway to Pearson Intl flights
Austin to Pearson Intl flights
Charlotte to Pearson Intl flights
LaGuardia to Toronto Island flights
Raleigh to Pearson Intl flights
Las Vegas to Pearson Intl flights
John F Kennedy Intl to Hamilton flights
Dallas/Fort Worth to Toronto Island flights
Love Field to Pearson Intl flights
Orlando to Toronto Island flights
Ontario to Pearson Intl flights
Tampa to Pearson Intl flights
Detroit to Pearson Intl flights
St. Louis to Pearson Intl flights
Nashville to Pearson Intl flights
Salt Lake City to Pearson Intl flights
Portland to Pearson Intl flights
Pittsburgh to Pearson Intl flights
San Francisco to Toronto Island flights

Top airline flying from Illinois to Toronto Island

Discover the top airline that operate flights from Illinois to Toronto Island. 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$172Average$225FlexibilityNo cancel feeOn-time52%

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