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$106+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YTO
Aug 23 — Aug 301
Sun 8/23
Sun 8/30
1 adult, Economy
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Cheap 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 July 24, 2026.

This Trip.com deal was found by Cheapflights users on 7/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2510:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 9/710:10 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/21$235
This Mytrip deal was found by Cheapflights users on 7/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:00 pm
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Sun 9/1312:15 pm
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 7/21$235
This Booking.com deal was found by Cheapflights users on 7/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:05 am
ORD
-
YYZ
1 stop6h 07m
Air Canada
Sun 9/1312:25 pm
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 7/21$235
This Air Canada deal was found by Cheapflights users on 7/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:25 am
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Sun 9/1312:15 pm
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 7/20$236
This FlightHub deal was found by Cheapflights users on 7/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2810:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 8/318:55 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/20$237
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/143:15 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 8/171:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/20$238
This Air Canada deal was found by Cheapflights users on 7/23. 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.
Tue 9/88:45 am
ORD
-
YYZ
1 stop5h 48m
Air Canada
Tue 9/86:50 pm
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 7/23$238
This Kiwi.com deal was found by Cheapflights users on 7/19. 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.
Sun 8/910:20 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 8/101:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/19$239
This Mytrip deal was found by Cheapflights users on 7/24. 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.
Mon 9/77:25 am
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Mon 9/1412:15 pm
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 7/24$239
This Mytrip deal was found by Cheapflights users on 7/24. 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.
Thu 9/1011:05 am
ORD
-
YYZ
1 stop6h 07m
Air Canada
Mon 9/144:00 pm
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 7/24$239
This Trip.com deal was found by Cheapflights users on 7/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1010:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Thu 8/201:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/20$240
This Justfly.com deal was found by Cheapflights users on 7/19. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/183:15 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 8/238:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/19$241

Find flight deals from Illinois to Toronto

Keep the following information in mind while searching for Illinois to Toronto flight deals. Data was last updated July 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(Trip.com)

One-way from

$106
(Air Canada)

Popular in

April

Cheapest in

September

Average price

$296

Good round-trip deal

$237 or less

Good one-way deal

$106 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 (YTO)
Search Deals
One-way flight from Illinois to Toronto (YTO)
Search Deals
High demand for flights, 0% potential price rise
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 July 2026
Search Deals
Price to beat on a round-trip flight from Illinois to Toronto (YTO).
Search Deals
Price to beat on a one-way flight from Illinois to Toronto (YTO).
Search Deals

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 July 24, 2026.
Use the filters below to find and compare flights from Illinois to Toronto that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 9/10

3:20 pm-6:00 pm

Nonstop1h 40m

Toronto Island

Wed 9/16

1:45 pm-2:35 pm

Nonstop1h 50m

$242

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 8/20

3:15 pm-5:55 pm

Nonstop1h 40m

Toronto Island

Mon 8/24

8:55 am-9:45 am

Nonstop1h 50m

$247

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 9/17

10:43 am-1:42 pm

Nonstop1h 59m

Toronto Pearson Intl

Sat 9/26

10:30 am-2:52 pm

1 stop5h 22m

$262

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 8/26

3:15 pm-5:55 pm

Nonstop1h 40m

Toronto Island

Mon 8/31

8:55 am-9:45 am

Nonstop1h 50m

$263

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 8/27

10:25 am-1:05 pm

Nonstop1h 40m

Toronto Island

Mon 8/31

8:55 am-9:45 am

Nonstop1h 50m

$264

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 9/12

6:22 pm-11:54 pm

1 stop4h 32m

Toronto Pearson Intl

Mon 9/14

8:00 pm-12:28 am

1 stop5h 28m

$279

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 9/26

6:40 pm-10:59 pm

1 stop3h 19m

Toronto Pearson Intl

Tue 9/29

6:00 am-12:39 pm

1 stop7h 39m

$279

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 9/11

9:29 am-5:20 pm

1 stop6h 51m

Toronto Pearson Intl

Thu 9/17

12:08 pm-6:33 pm

1 stop7h 25m

$279

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 8/20

10:25 am-1:05 pm

Nonstop1h 40m

Toronto Island

Sun 8/23

8:50 am-9:40 am

Nonstop1h 50m

$288

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 8/26

3:15 pm-5:55 pm

Nonstop1h 40m

Toronto Island

Sat 8/29

8:50 am-9:40 am

Nonstop1h 50m

$290

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/20

Showing 1-10 of 60 resultsSorted by cheapest first
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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, September is the cheapest month in which you can book a flight from Illinois to Toronto (average of $274). Flying from Illinois to Toronto in March is currently the most expensive (average of $342). 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 July 24, 2026.

A simple way to save on the total cost of your ticket is to fly from Illinois to Toronto in the morning. If you’re flexible enough to do this you can expect to save up to 38% on your trip compared to booking a flight at noon.

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 July 24, 2026.

The most flights from USIL to YTO are scheduled on a Wednesday (74 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (48 on average).

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

Airfare is below average for this route at the moment.
Illinois to Toronto flights typically cost between $282 and $432 in September.
The cheapest round-trip price found within the last 5 days was $235 on Air Canada (Sep 10-Sep 13).

How far ahead should I book a flight from Illinois to Toronto?

To ensure you get the cheapest price possible for a flight from Illinois to Toronto, you should look to book at least 64 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 July 18, 2026.

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

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 $242, Air Transat can have you in Toronto from Illinois in 1h 40m. 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 Air Canada. According to our data, you can fly for as low as $69. Users have also found prices from $69 and $73 on United Airlines and Porter Airlines, 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 O'Hare Intl - 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 Korean Air (91%), Royal Jordanian (91%) or Republic Airways (83%) 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 $106. On average you can expect to pay $1,537. The most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), can usually be booked for $246.

  • 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, September is the cheapest month in which you can book a flight from Illinois to Toronto (average of $274). Flying from Illinois to Toronto in March is currently the most expensive (average of $342). 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
Newark to Toronto Island flights
John F Kennedy Intl to Pearson Intl flights
LaGuardia to Pierre Elliott Trudeau Intl flights
LaGuardia to Pearson Intl flights
Los Angeles to Pearson Intl flights
Reagan-National to Pearson Intl flights
Dulles Intl to Pearson Intl flights
John F Kennedy Intl to Pierre Elliott Trudeau Intl flights
Dallas/Fort Worth to Pearson Intl flights
Reagan-National to Pierre Elliott Trudeau Intl flights
O'Hare Intl to Pearson Intl flights
San Francisco to Pearson Intl flights
Los Angeles to Pierre Elliott Trudeau Intl flights
Boston to Pearson Intl flights
Seattle to Pearson Intl flights
O'Hare Intl to Pierre Elliott Trudeau Intl flights
Dallas/Fort Worth to Pierre Elliott Trudeau Intl flights
Atlanta to Pearson Intl flights
Boston to Toronto Island flights
Dulles Intl to Toronto Island flights
Fort Lauderdale to Pearson Intl flights
Orlando to Pearson Intl flights
O'Hare Intl to Toronto Island flights
Baltimore to Pearson Intl flights
Philadelphia to Pearson Intl flights
George Bush Intcntl to Pearson Intl flights
San Diego to Pearson Intl flights
Midway to Pearson Intl flights
Fort Lauderdale to Pierre Elliott Trudeau Intl flights
Minneapolis to Pearson Intl flights
Midway to Toronto Island flights
Boston to Pierre Elliott Trudeau Intl flights
Philadelphia to Pierre Elliott Trudeau Intl flights
Sky Harbor Intl to Pearson Intl flights
Ontario to Pearson Intl flights
Minneapolis to Pierre Elliott Trudeau Intl flights
Los Angeles to Toronto Island flights
Atlanta to Pierre Elliott Trudeau Intl flights
Miami to Pierre Elliott Trudeau Intl flights

Top 7 airlines flying from Illinois to Toronto

Discover the top 7 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 July 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$88Average$359FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$106Average$294FlexibilityNo cancel feeOn-time67%
Qantas AirwaysCheapest$160Average$403FlexibilityNo cancel feeOn-time74%
WestJetCheapest$170Average$319FlexibilityNo cancel feeOn-time60%
Porter AirlinesCheapest$174Average$348FlexibilityNo cancel feeOn-time52%
United AirlinesCheapest$192Average$330FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$223Average$380FlexibilityNo cancel feeOn-time71%

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