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$111+ Cheap flights from Toronto (YTO) 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Toronto to Illinois

Keep the following information in mind while searching for Toronto to Illinois flight deals. Data was last updated September 11, 2025.

Round-trip from

$172
(Kiwi.com)

One-way from

$112
(SmartFares)

Popular in

December

Cheapest in

July

Average price

$250

Good round-trip deal

$188 or less

Good one-way deal

$153 or less
From Toronto (YTO) to Illinois
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One-way flight from Toronto (YTO) to Illinois
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Highest demand for flights based on searches. 7% potential increase in price ($19 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 (YTO) to Illinois.
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Price to beat on a one-way flight from Toronto (YTO) to Illinois.
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Find flight deals from Toronto to Illinois

Cheapest flights from Toronto to Illinois
Explore the most affordable flight options available from Toronto to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Fri 10/247:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Mon 10/2711:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/10$172
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/157:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Wed 10/155:20 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/10$173
This oojo deal was found by Cheapflights users on 9/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/303:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Tue 10/79:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/9$178
This FlightHub deal was found by Cheapflights users on 9/9. 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 10/33:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Sun 10/59:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/9$179
This Air Canada deal was found by Cheapflights users on 9/9. 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.
Wed 10/224:40 pmYYZ - ORD
Nonstop1h 53mAir Canada
Sat 11/18:00 amORD - YYZ
Nonstop1h 40mAir Canada
Deal found 9/9$185
This SmartFares deal was found by Cheapflights users on 9/9. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/37:50 amYTZ - MDW
Nonstop1h 49mAir Transat
Mon 10/69:35 amMDW - YTZ
Nonstop1h 42mAir Transat
Deal found 9/9$185
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/236:50 amYYZ - ORD
Nonstop2h 05mUnited Airlines
Sun 11/307:10 amORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 9/9$186
This SmartFares deal was found by Cheapflights users on 9/9. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/272:30 pmYTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 11/34:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/9$188
This Air Canada deal was found by Cheapflights users on 9/9. 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.
Wed 10/226:15 amYYZ - ORD
1 stop4h 36mAir Canada
Fri 10/3110:00 amORD - YYZ
Nonstop1h 39mAir Canada
Deal found 9/9$190
This Justfly.com deal was found by Cheapflights users on 9/9. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/43:25 pmYTZ - ORD
1 stop5h 41mAir Canada
Wed 10/158:40 amORD - YTZ
1 stop5h 05mAir Canada
Deal found 9/9$190
This Air Canada deal was found by Cheapflights users on 9/9. 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.
Sun 11/236:20 amYYZ - ORD
1 stop5h 58mAir Canada
Fri 11/283:55 pmORD - YYZ
Nonstop1h 39mAir Canada
Deal found 9/9$191
This Gotogate deal was found by Cheapflights users on 9/10. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/256:15 amYYZ - ORD
1 stop4h 36mAir Canada
Sat 11/18:00 amORD - YYZ
Nonstop1h 40mAir Canada
Deal found 9/10$192

Cheapflights Fare Finder

 
Customize your flight search to find flights from Toronto 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 11, 2025.
Use the filters below to find and compare flights from Toronto to Illinois that are best for you.

Fly from

Toronto

Fly to

Illinois

Route

Depart

Return

Price

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 10/15

7:50 am-8:39 am

Nonstop1h 49m

Chicago Midway

Wed 10/15

5:20 pm-8:02 pm

Nonstop1h 42m

$173

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 10/3

3:35 pm-4:24 pm

Nonstop1h 49m

Chicago Midway

Sun 10/5

9:35 am-12:17 pm

Nonstop1h 42m

$179

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 10/7

7:50 am-8:39 am

Nonstop1h 49m

Chicago Midway

Tue 10/14

5:20 pm-8:02 pm

Nonstop1h 42m

$185

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 11/25

11:00 am-12:05 pm

Nonstop2h 05m

Chicago O'Hare Intl

Sun 11/30

7:10 am-9:58 am

Nonstop1h 48m

$186

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 11/24

6:50 am-7:56 am

Nonstop2h 06m

Chicago O'Hare Intl

Sun 11/30

7:10 am-9:58 am

Nonstop1h 48m

$186

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 11/23

6:50 am-7:55 am

Nonstop2h 05m

Chicago O'Hare Intl

Sun 11/30

7:10 am-9:58 am

Nonstop1h 48m

$186

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 10/27

2:30 pm-3:20 pm

Nonstop1h 50m

Chicago Midway

Mon 11/3

4:15 pm-6:57 pm

Nonstop1h 42m

$188

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 10/4

3:25 pm-8:06 pm

1 stop5h 41m

Chicago O'Hare Intl

Wed 10/15

8:40 am-2:45 pm

1 stop5h 05m

$190

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 11/25

8:30 am-2:55 pm

1 stop7h 25m

Chicago O'Hare Intl

Sun 11/30

7:15 am-2:55 pm

1 stop6h 40m

$190

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 11/14

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Sun 11/16

11:00 am-1:42 pm

Nonstop1h 42m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 60 results
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Best time to book a flight from Toronto to Illinois

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

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

Currently, August is the cheapest month in which you can book a flight from Toronto to Illinois (average of $245). Flying from Toronto 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 YTO to IL?

Find hourly flight availability from Toronto 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 11, 2025.

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

Weekly flight availability from Toronto to Illinois

Explore weekly flight availability from Toronto to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 11, 2025.

The most flights from YTO to USIL are scheduled on a Friday (61 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 on average).

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 11, 2025.
Get a feel of what it's like to fly with Porter Airlines, Air Transat, and United Airlines from Toronto 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
363 reviews

Entertainment

7.0

Crew

8.6

Boarding

8.1

Comfort

7.9

Overall

7.9

Food

7.6

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
363 reviews
Porter Airlines
7.9
Good
363 reviews

Entertainment

7.0

Crew

8.6

Boarding

8.1

Comfort

7.9

Overall

7.9

Food

7.6

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.
Air Transat
7.7
Good
438 reviews
Porter Airlines
7.9
Good
363 reviews

Entertainment

7.0

Crew

8.6

Boarding

8.1

Comfort

7.9

Overall

7.9

Food

7.6

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.
United Airlines
7.4
Good
8,937 reviews
Porter Airlines
7.9
Good
363 reviews

Entertainment

7.0

Crew

8.6

Boarding

8.1

Comfort

7.9

Overall

7.9

Food

7.6

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.
American Airlines
7.2
Good
10,000 reviews
Porter Airlines
7.9
Good
363 reviews

Entertainment

7.0

Crew

8.6

Boarding

8.1

Comfort

7.9

Overall

7.9

Food

7.6

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.
Air Canada
7.1
Good
10,000 reviews
Porter Airlines
7.9
Good
363 reviews

Entertainment

7.0

Crew

8.6

Boarding

8.1

Comfort

7.9

Overall

7.9

Food

7.6

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 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 to Illinois?

    Departing from Toronto to Illinois will take you 1h 49m. Airlines will cover a distance of 442 mi. Most flights are nonstop.

  • What are the cheapest airlines to fly from Toronto to Illinois one-way?

    $111 is the cheapest one-way deal found within the past few days, from Porter Airlines. You may also be able to find cheap deals on Air Transat and Air Canada, with prices starting from $112 and $115, respectively.

  • What are the most popular routes from Toronto to Illinois?

    Most travelers choose Toronto Pearson Intl - Chicago O'Hare Intl, Toronto Island - Chicago Midway or Toronto Pearson Intl - Chicago Midway when deciding on the best route from Toronto to Illinois.

  • What are the most reliable airlines from Toronto to Illinois?

    Before booking your flight to Illinois from Toronto, check out the most reliable airlines to get you to your destination on time: EVA Air (83%), SkyWest Airlines (83%), ANA( 83%).

  • What are the cheapest flights from Toronto to Illinois?

    While on average a flight from Toronto to Illinois is generally $1,182, our data shows the cheapest flight currently is $127. When looking at the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), you can expect to pay $186 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Toronto 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 to Illinois?

    Currently, August is the cheapest month in which you can book a flight from Toronto to Illinois (average of $245). Flying from Toronto 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 to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Toronto to Illinois

Discover the top 4 airlines that operate flights from Toronto 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 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$145Average$272FlexibilityNo cancel feeOn-time67%
Porter AirlinesCheapest$158Average$253FlexibilityNo cancel feeOn-time52%
United AirlinesCheapest$165Average$286FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$196Average$340FlexibilityNo cancel feeOn-time71%

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