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$75+ Cheap flights from Illinois to Toronto (YTO)

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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YTO
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Illinois to Toronto

Keep the following information in mind while searching for Illinois to Toronto flight deals. Data was last updated September 16, 2025.

Round-trip from

$199
(Kiwi.com)

One-way from

$75
(Kiwi.com)

Popular in

November

Cheapest in

July

Average price

$258

Good round-trip deal

$196 or less

Good one-way deal

$88 or less
From Illinois to Toronto (YTO)
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One-way flight from Illinois to Toronto (YTO)
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Highest demand for flights based on searches. 6% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 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 Illinois to Toronto (YTO).
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Price to beat on a one-way flight from Illinois to Toronto (YTO).
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Find flight deals from Illinois to Toronto

Cheapest flights from Illinois to Toronto
Explore the most affordable flight options available from Illinois to Toronto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 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.
Thu 10/237:43 pmORD - YYZ
1 stop17h 22mMultiple Airlines
Mon 10/274:00 pmYYZ - ORD
1 stop8h 44mMultiple Airlines
Deal found 9/15$199
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.
Wed 10/227:43 pmORD - YYZ
1 stop17h 22mMultiple Airlines
Sun 10/264:00 pmYYZ - ORD
1 stop24h 49mMultiple Airlines
Deal found 9/15$207
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/75:05 amORD - YYZ
1 stop8h 00mMultiple Airlines
Mon 10/134:00 pmYYZ - ORD
1 stop8h 44mMultiple Airlines
Deal found 9/13$212
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:51 pmORD - YYZ
1 stop17h 29mMultiple Airlines
Fri 11/712:50 pmYYZ - ORD
1 stop9h 33mMultiple Airlines
Deal found 9/16$214
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.
Fri 10/315:25 amORD - YYZ
1 stop13h 35mMultiple Airlines
Mon 11/34:00 pmYYZ - ORD
1 stop7h 39mMultiple Airlines
Deal found 9/15$216
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.
Fri 10/315:25 amORD - YYZ
1 stop13h 35mMultiple Airlines
Sun 11/94:00 pmYYZ - ORD
1 stop19h 42mMultiple Airlines
Deal found 9/15$217
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/67:43 pmORD - YYZ
1 stop17h 22mMultiple Airlines
Mon 10/134:00 pmYYZ - ORD
1 stop8h 44mMultiple Airlines
Deal found 9/13$218
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.
Sat 11/16:00 amORD - YYZ
1 stop7h 20mMultiple Airlines
Mon 11/34:00 pmYYZ - ORD
1 stop7h 39mMultiple Airlines
Deal found 9/15$220
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.
Fri 10/315:25 amORD - YYZ
1 stop13h 35mMultiple Airlines
Sun 11/24:00 pmYYZ - ORD
1 stop24h 49mMultiple Airlines
Deal found 9/15$223
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2312:53 pmORD - YYZ
1 stop7h 14mMultiple Airlines
Sun 10/264:00 pmYYZ - ORD
1 stop24h 49mMultiple Airlines
Deal found 9/14$224
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/255:05 amORD - YYZ
1 stop8h 00mMultiple Airlines
Mon 10/274:00 pmYYZ - ORD
1 stop8h 44mMultiple Airlines
Deal found 9/14$226
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/189:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 10/197:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/14$240

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Toronto 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 16, 2025.
Use the filters below to find and compare flights from Illinois to Toronto that are best for you.

Fly from

Illinois

Fly to

Toronto

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 10/12

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Sun 10/19

3:35 pm-4:24 pm

Nonstop1h 49m

$241

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 10/23

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Thu 10/30

3:00 pm-11:25 pm

1 stop9h 25m

$246

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 10/15

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Thu 10/16

3:35 pm-4:24 pm

Nonstop1h 49m

$250

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 10/7

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Wed 10/8

7:50 am-8:39 am

Nonstop1h 49m

$255

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 10/22

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Fri 10/24

3:35 pm-4:24 pm

Nonstop1h 49m

$255

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 10/29

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Wed 11/5

9:15 am-10:05 am

Nonstop1h 50m

$273

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 10/9

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Sun 10/12

7:50 am-8:39 am

Nonstop1h 49m

$275

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Fri 10/10

5:30 pm-12:40 am

1 stop30h 10m

Hamilton

Sun 10/12

6:00 am-4:43 pm

1 stop11h 43m

$276

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 10/11

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Sun 10/12

7:50 am-8:39 am

Nonstop1h 49m

$276

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Fri 11/14

2:20 pm-11:55 pm

1 stop32h 35m

Hamilton

Sun 11/23

6:10 pm-1:35 pm

1 stop20h 25m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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

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

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

Currently, January is the cheapest month in which you can book a flight from Illinois to Toronto (average of $243). Flying from Illinois to Toronto in August is currently the most expensive (average of $348). 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 YTO?

Find hourly flight availability from Illinois to Toronto. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

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

Weekly flight availability from Illinois to Toronto

Explore weekly flight availability from Illinois to Toronto. 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 16, 2025.

The most flights from USIL to YTO are scheduled on a Monday (63 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 on average).

How much does it cost to fly round-trip from Illinois to Toronto?

Related info for your journey

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

    For as low as $241, Porter Airlines can have you in Toronto from Illinois in 1h 42m. There are 442 mi between Illinois and Toronto. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for Porter Airlines. According to our data, you can fly for as low as $84. Users have also found prices from $114 and $147 on WestJet and Air Canada, respectively.

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

    When deciding which route to take from Illinois to Toronto consider Chicago O'Hare Intl - Toronto Pearson Intl, Chicago Midway - Toronto Island or Chicago Midway - Toronto Pearson Intl as they are the most popular.

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

    No one likes to see their flight delayed. When booking a flight from Illinois to Toronto consider choosing Qatar Airways (88%), Envoy Air (86%) or SkyWest Airlines (81%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Illinois to Toronto?

    The cheapest flight price from Illinois to Toronto is $74. On average you can expect to pay $762. The most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), can usually be booked for $199.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois to Toronto 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?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Toronto (average of $243). Flying from Illinois to Toronto in August is currently the most expensive (average of $348). 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

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Pearson Intl flights
LaGuardia to Pearson Intl flights
John F Kennedy Intl to Pearson Intl flights
Newark to Toronto Island flights
John F Kennedy Intl to Pierre Elliott Trudeau Intl flights
LaGuardia to Pierre Elliott Trudeau Intl flights
Newark to Pierre Elliott Trudeau Intl flights
Los Angeles to Pearson Intl flights
O'Hare Intl to Pearson Intl flights
Boston to Pearson Intl flights
Reagan-National to Pearson Intl flights
Dallas/Fort Worth to Pearson Intl flights
San Francisco to Pearson Intl flights
Dulles Intl to Pearson Intl flights
Hobby to Pearson Intl flights
Dulles Intl to Pierre Elliott Trudeau Intl flights
Seattle to Pearson Intl flights
Reagan-National to Pierre Elliott Trudeau Intl flights
Boston to Toronto Island flights
Los Angeles to Pierre Elliott Trudeau Intl flights
Dulles Intl to Toronto Island flights
O'Hare Intl to Pierre Elliott Trudeau Intl flights
Boston to Pierre Elliott Trudeau Intl flights
Atlanta to Pearson Intl flights
Minneapolis to Pierre Elliott Trudeau Intl flights
Baltimore to Pearson Intl flights
Fort Lauderdale to Pierre Elliott Trudeau Intl flights
George Bush Intcntl to Pearson Intl flights
Midway to Toronto Island flights
Philadelphia to Pierre Elliott Trudeau Intl flights
San Francisco to Pierre Elliott Trudeau Intl flights
John F Kennedy Intl to Toronto Island flights
Dallas/Fort Worth to Pierre Elliott Trudeau Intl flights
Midway to Pearson Intl flights
Los Angeles to Toronto Island flights
Philadelphia to Pearson Intl flights
Minneapolis to Pearson Intl flights
Raleigh to Pearson Intl flights
Fort Lauderdale to Pearson Intl flights
Sky Harbor Intl to Pearson Intl flights
Miami to Pierre Elliott Trudeau Intl flights
Miami to Pearson Intl flights
O'Hare Intl to Toronto Island flights
Tampa to Pearson Intl flights
Baltimore to Pierre Elliott Trudeau Intl flights
Orlando to Pearson Intl flights
Denver to Pierre Elliott Trudeau Intl flights
Atlanta to Pierre Elliott Trudeau Intl flights
Dulles Intl to Ottawa flights
Denver to Pearson Intl flights

Top 4 airlines flying from Illinois to Toronto

Discover the top 4 airlines that operate flights from Illinois to Toronto. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$118Average$270FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$146Average$307FlexibilityNo cancel feeOn-time69%
Porter AirlinesCheapest$187Average$257FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$226Average$391FlexibilityNo cancel feeOn-time71%

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