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Toronto Island

$82+ 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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YTZ
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
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 December 17, 2025.

This Kissandfly.com deal was found by Cheapflights users on 12/15. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/204:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 1/69:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/15$335
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Mon 12/2211:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 1/69:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/15$371
This Trip.com deal was found by Cheapflights users on 12/15. 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 12/2411:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 1/59:20 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/15$378
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Mon 12/2211:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 1/59:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/15$379
This Booking.com deal was found by Cheapflights users on 12/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2411:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 1/69:20 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/16$389
This Mytrip deal was found by Cheapflights users on 12/14. 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.
Fri 12/264:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sat 1/1011:00 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/14$404
This FlightHub deal was found by Cheapflights users on 12/16. 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.
Tue 12/304:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 1/29:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/16$408
This Trip.com deal was found by Cheapflights users on 12/14. 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 12/294:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 1/12:30 pmYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/14$412
This Trip.com deal was found by Cheapflights users on 12/16. 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 12/3111:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 1/59:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/16$422
This FlightHub deal was found by Cheapflights users on 12/15. 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 12/264:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 1/119:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/15$425
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Mon 12/294:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 12/309:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/15$427
This Porter Airlines deal was found by Cheapflights users on 12/15. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2211:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 1/79:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/15$429

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 December 17, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$186
(Trip.com)

One-way from

$82
(Trip.com)

Popular in

January

Cheapest in

September

Average price

$301

Good round-trip deal

$243 or less

Good one-way deal

$126 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. 11% potential increase in price ($36 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 December 2025
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 December 17, 2025.
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

Sat 1/31

12:45 pm-3:27 pm

Nonstop1h 42m

Toronto Island

Sat 2/7

11:00 am-11:50 am

Nonstop1h 50m

$186

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 1/15

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

Thu 1/22

9:20 am-10:10 am

Nonstop1h 50m

$194

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 1/15

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

Fri 1/23

9:20 am-10:10 am

Nonstop1h 50m

$194

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 1/16

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

Sun 1/18

2:30 pm-3:20 pm

Nonstop1h 50m

$197

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Thu 1/29

7:15 am-6:13 pm

2 stops9h 58m

Toronto Island

Thu 2/5

10:45 am-2:55 pm

1 stop5h 10m

$218

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sat 1/31

12:50 pm-7:55 pm

1 stop6h 05m

Toronto Island

Sat 2/7

8:30 am-2:55 pm

1 stop7h 25m

$223

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 1/15

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

Thu 1/22

9:20 am-10:10 am

Nonstop1h 50m

$229

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 1/17

12:45 pm-3:27 pm

Nonstop1h 42m

Toronto Island

Fri 1/23

9:20 am-10:10 am

Nonstop1h 50m

$233

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 2/26

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

Mon 3/2

9:15 am-10:05 am

Nonstop1h 50m

$246

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Tue 1/20

12:50 pm-7:55 pm

1 stop6h 05m

Toronto Island

Mon 1/26

3:30 pm-8:10 pm

1 stop5h 40m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 38 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 $79). Flying from Illinois to Toronto Island Airport in January is currently the most expensive (average of $333). 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 December 17, 2025.

A simple way to save on the total cost of your ticket is to fly from Illinois to Toronto Island Airport in the afternoon. If you’re flexible enough to do this you can expect to save up to 61% on your trip compared to booking a flight at noon.

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. This flight may include one or multiple stops.

  • 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 $79). Flying from Illinois to Toronto Island Airport in January is currently the most expensive (average of $333). 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.
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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 December 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$185Average$233FlexibilityNo cancel feeOn-time52%

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