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$82+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YTO
Dec 21 — Dec 281
Sun 12/21
Sun 12/28
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 November 21, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$183
(Mytrip)

One-way from

$82
(American Airlines)

Popular in

November

Cheapest in

September

Average price

$344

Good round-trip deal

$287 or less

Good one-way deal

$191 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
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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. 8% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 21, 2025.

This American Airlines deal was found by Cheapflights users on 11/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/119:39 amORD - YYZ
Nonstop1h 51mAmerican Airlines
Mon 12/154:30 pmYYZ - ORD
1 stop8h 09mAmerican Airlines
Deal found 11/19$200
This United Airlines deal was found by Cheapflights users on 11/20. 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.
Wed 12/176:28 pmORD - YYZ
Nonstop1h 53mUnited Airlines
Wed 1/75:30 pmYYZ - ORD
Nonstop2h 20mUnited Airlines
Deal found 11/20$210
This American Airlines deal was found by Cheapflights users on 11/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/78:10 amORD - YYZ
Nonstop1h 46mAmerican Airlines
Thu 12/116:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
Deal found 11/19$213
This FlightHub deal was found by Cheapflights users on 11/19. 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 12/54:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 12/79:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 11/19$215
This Air Canada deal was found by Cheapflights users on 11/21. 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.
Sat 12/137:05 amORD - YYZ
1 stop5h 35mAir Canada
Fri 1/912:05 pmYYZ - ORD
Nonstop1h 56mAir Canada
Deal found 11/21$215
This United Airlines deal was found by Cheapflights users on 11/20. 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.
Thu 12/188:51 amORD - YYZ
1 stop4h 23mUnited Airlines
Tue 1/69:00 amYYZ - ORD
Nonstop2h 05mUnited Airlines
Deal found 11/20$220
This American Airlines deal was found by Cheapflights users on 11/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/76:05 amORD - YYZ
1 stop4h 51mAmerican Airlines
Sun 12/146:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
Deal found 11/19$223
This FlightHub deal was found by Cheapflights users on 11/19. 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 12/54:15 pmMDW - YTZ
Nonstop1h 42mMultiple Airlines
Sun 12/79:15 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 11/19$230
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/254:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 12/292:30 pmYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 11/19$231
This Delta deal was found by Cheapflights users on 11/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:45 amORD - YYZ
1 stop7h 03mDelta
Tue 1/66:00 amYYZ - ORD
1 stop4h 41mDelta
Deal found 11/20$233
This Delta deal was found by Cheapflights users on 11/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/179:34 amMDW - YYZ
1 stop6h 41mDelta
Tue 1/67:45 amYYZ - MDW
1 stop6h 03mDelta
Deal found 11/20$233
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/2411:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 12/299:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 11/19$234

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 November 21, 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

Mon 1/19

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Thu 1/22

9:15 am-10:05 am

Nonstop1h 50m

$193

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 1/18

6:05 am-11:48 am

1 stop4h 43m

Toronto Pearson Intl

Sun 1/18

3:30 pm-4:40 pm

Nonstop2h 10m

$196

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 1/16

7:10 am-1:43 pm

1 stop5h 33m

Toronto Pearson Intl

Fri 1/16

5:30 pm-6:50 pm

Nonstop2h 20m

$196

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 1/5

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Mon 1/12

9:15 am-10:05 am

Nonstop1h 50m

$210

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 1/15

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Sun 1/18

9:15 am-10:05 am

Nonstop1h 50m

$218

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 1/6

2:35 pm-11:46 pm

1 stop8h 11m

Toronto Pearson Intl

Fri 1/9

3:30 pm-4:40 pm

Nonstop2h 10m

$220

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 2/13

4:10 pm-11:20 pm

1 stop6h 10m

Toronto Pearson Intl

Mon 2/16

9:00 am-10:07 am

Nonstop2h 07m

$220

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 1/5

6:21 pm-11:46 pm

1 stop4h 25m

Toronto Pearson Intl

Sun 1/18

11:00 am-12:08 pm

Nonstop2h 08m

$220

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 1/13

8:52 am-2:14 pm

1 stop4h 22m

Toronto Pearson Intl

Tue 1/20

3:30 pm-4:40 pm

Nonstop2h 10m

$220

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 1/5

6:21 pm-11:46 pm

1 stop4h 25m

Toronto Pearson Intl

Fri 1/16

11:00 am-12:08 pm

Nonstop2h 08m

$220

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

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, March is the cheapest month in which you can book a flight from Illinois to Toronto (average of $79). Flying from Illinois to Toronto in July is currently the most expensive (average of $173). 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 November 21, 2025.

A simple way to save on the total cost of your ticket is to fly from Illinois to Toronto in the evening. If you’re flexible enough to do this you can expect to save up to 35% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Illinois to Toronto?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Toronto. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Toronto flight should consider departing on Monday mornings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 21, 2025.

The most flights from USIL to YTO are scheduled on a Thursday (63 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (45 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 $193, 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 $87. Users have also found prices from $89 and $102 on Delta 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 Japan Airlines (89%), Korean Air (88%) or SkyWest Airlines (84%) 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 $96. On average you can expect to pay $836. The most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), can usually be booked for $166.

  • 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, March is the cheapest month in which you can book a flight from Illinois to Toronto (average of $79). Flying from Illinois to Toronto in July is currently the most expensive (average of $173). 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 Illinois to Toronto

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Pearson Intl flights
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Newark to Toronto Island flights
Newark to Pierre Elliott Trudeau Intl flights
John F Kennedy Intl to Pierre Elliott Trudeau Intl flights
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Dallas/Fort Worth to Pearson Intl flights
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Boston to Pierre Elliott Trudeau Intl flights
Dulles Intl to Toronto Island flights
Fort Lauderdale to Pierre Elliott Trudeau Intl flights
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Los Angeles to Pierre Elliott Trudeau Intl flights
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Sky Harbor Intl to Pearson Intl flights
Minneapolis to Pearson Intl flights
George Bush Intcntl to Pearson Intl flights
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Minneapolis to Pierre Elliott Trudeau Intl flights
Baltimore to Pearson Intl flights
San Francisco to Pierre Elliott Trudeau Intl flights
Orlando to Pearson Intl flights
Philadelphia to Pearson Intl flights
Miami to Pierre Elliott Trudeau Intl flights
Philadelphia to Pierre Elliott Trudeau Intl flights
Baltimore to Pierre Elliott Trudeau Intl flights
San Diego to Pearson Intl flights
Miami to Pearson Intl flights
Hobby to Pierre Elliott Trudeau Intl flights
Nashville to Pearson Intl flights
Atlanta to Pierre Elliott Trudeau Intl flights
Detroit to Pierre Elliott Trudeau Intl flights
Midway to Pierre Elliott Trudeau Intl flights
Seattle to Pierre Elliott Trudeau Intl flights
Midway to Toronto Island flights
Charlotte to Pearson Intl flights
Midway 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 November 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$117Average$264FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$146Average$308FlexibilityNo cancel feeOn-time69%
Porter AirlinesCheapest$185Average$349FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$220Average$389FlexibilityNo cancel feeOn-time71%

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