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Illinois

$136+ 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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap 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 September 17, 2025.

Round-trip from

$234
(Kiwi.com)

One-way from

$136
(SmartFares)

Popular in

December

Cheapest in

July

Average price

$254

Good round-trip deal

$181 or less

Good one-way deal

$179 or less
From Toronto Island to Illinois
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One-way flight from Toronto Island to Illinois
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Highest demand for flights based on searches. 8% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Toronto Island to Illinois.
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Price to beat on a one-way flight from Toronto Island to Illinois.
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Find 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 September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Tue 10/147:30 pmYTZ - MDW
1 stop4h 55mMultiple Airlines
Wed 10/229:35 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
Deal found 9/15$234
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sun 10/127:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Wed 10/229:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/15$240
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/163:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Sun 10/199:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/15$241
This SmartFares deal was found by Cheapflights users on 9/15. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/187:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Mon 10/209:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/15$243
This SmartFares deal was found by Cheapflights users on 9/15. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/173:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Mon 10/209:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/15$245
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Tue 10/147:30 pmYTZ - MDW
1 stop4h 55mMultiple Airlines
Tue 10/219:35 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
Deal found 9/15$246
This SmartFares deal was found by Cheapflights users on 9/15. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/143:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Thu 10/165:20 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/15$248
This Trip.com deal was found by Cheapflights users on 9/15. 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.
Tue 10/289:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Sat 11/112:45 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/15$249
This Trip.com deal was found by Cheapflights users on 9/17. 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.
Thu 10/97:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Sun 10/129:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/17$250
This FlightHub deal was found by Cheapflights users on 9/15. 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.
Wed 10/153:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Fri 10/179:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/15$251
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sun 10/127:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Mon 10/209:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/15$252
This Mytrip deal was found by Cheapflights users on 9/17. 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.
Sat 11/13:30 pmYTZ - ORD
1 stop5h 30mAir Canada
Sat 11/83:35 pmORD - YTZ
1 stop5h 00mAir Canada
Deal found 9/17$263

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 September 17, 2025.
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

Tue 10/14

7:30 pm-11:25 pm

1 stop4h 55m

Chicago Midway

Wed 10/22

9:35 am-12:17 pm

Nonstop1h 42m

$234

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 10/14

7:30 pm-11:25 pm

1 stop4h 55m

Chicago Midway

Thu 10/23

9:35 am-12:17 pm

Nonstop1h 42m

$234

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sun 10/12

7:50 am-8:39 am

Nonstop1h 49m

Chicago Midway

Tue 10/21

9:35 am-12:17 pm

Nonstop1h 42m

$240

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 10/13

7:50 am-8:39 am

Nonstop1h 49m

Chicago Midway

Tue 10/21

9:35 am-12:17 pm

Nonstop1h 42m

$240

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 10/16

3:35 pm-4:24 pm

Nonstop1h 49m

Chicago Midway

Tue 10/21

9:35 am-12:17 pm

Nonstop1h 42m

$240

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sun 10/12

7:50 am-8:39 am

Nonstop1h 49m

Chicago Midway

Thu 10/23

9:35 am-12:17 pm

Nonstop1h 42m

$240

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 10/14

3:35 pm-4:24 pm

Nonstop1h 49m

Chicago Midway

Wed 10/22

9:35 am-12:17 pm

Nonstop1h 42m

$240

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 10/17

3:35 pm-4:24 pm

Nonstop1h 49m

Chicago Midway

Mon 10/20

9:35 am-12:17 pm

Nonstop1h 42m

$245

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 10/14

7:30 pm-11:25 pm

1 stop4h 55m

Chicago Midway

Mon 10/20

9:35 am-12:17 pm

Nonstop1h 42m

$246

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 10/14

5:15 pm-11:25 pm

1 stop7h 10m

Chicago Midway

Tue 10/21

9:35 am-12:17 pm

Nonstop1h 42m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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 month to book a flight from Toronto Island Airport to Illinois?

Currently, August is the cheapest month in which you can book a flight from Toronto Island Airport to Illinois (average of $245). Flying from Toronto Island Airport to Illinois in March is currently the most expensive (average of $321). 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 September 17, 2025.

When flying from Toronto Island Airport to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 17, 2025.
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
365 reviews

Comfort

7.9

Entertainment

7.0

Food

7.6

Boarding

8.2

Crew

8.6

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
7.9
Good
365 reviews
Porter Airlines
7.9
Good
365 reviews

Comfort

7.9

Entertainment

7.0

Food

7.6

Boarding

8.2

Crew

8.6

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

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 $240, Porter Airlines can have you in Illinois from Toronto Island Airport in 1h 49m. There are 442 mi between Toronto Island Airport and Illinois. This flight may include one or multiple stops.

  • 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, August is the cheapest month in which you can book a flight from Toronto Island Airport to Illinois (average of $245). Flying from Toronto Island Airport to Illinois in March is currently the most expensive (average of $321). 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.

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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 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$158Average$258FlexibilityNo cancel feeOn-time52%

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