Illinois

$122+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
Feb 27 — Mar 61
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Cheap 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 January 28, 2026.

This Ticket deal was found by Cheapflights users on 1/26. 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 Ticket is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/192:15 pm
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Mon 2/238:00 am
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 1/26$187
This Mytrip deal was found by Cheapflights users on 1/26. 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 3/129:15 am
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Thu 3/194:15 pm
MDW
-
YTZ
Nonstop1h 42m
Multiple Airlines
Deal found 1/26$188
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Fri 6/197:00 am
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Sun 6/219:15 pm
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Deal found 1/27$189
This Air Canada deal was found by Cheapflights users on 1/27. 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 3/112:15 pm
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Wed 3/183:55 pm
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 1/27$190
This SmartFares deal was found by Cheapflights users on 1/26. 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 5/224:00 pm
YTZ
-
MDW
Nonstop1h 50m
Air Transat
Sun 5/2410:25 am
MDW
-
YTZ
Nonstop1h 40m
Air Transat
Deal found 1/26$191
This Kissandfly.com deal was found by Cheapflights users on 1/27. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/198:45 am
YYZ
-
ORD
Nonstop2h 05m
Lufthansa
Mon 2/236:28 pm
ORD
-
YYZ
Nonstop1h 53m
Lufthansa
Deal found 1/27$192
This Air Canada deal was found by Cheapflights users on 1/26. 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 2/214:00 pm
YYZ
-
ORD
1 stop5h 10m
Air Canada
Tue 2/2410:00 am
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 1/26$196
This Air Canada deal was found by Cheapflights users on 1/26. 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 3/107:00 am
YTZ
-
ORD
1 stop5h 18m
Air Canada
Tue 3/3112:50 pm
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 1/26$196
This Trip.com deal was found by Cheapflights users on 1/26. 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.
Sat 2/2111:05 am
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Tue 2/2411:05 am
MDW
-
YTZ
Nonstop1h 42m
Multiple Airlines
Deal found 1/26$198
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 2/179:00 pm
YYZ
-
ORD
Nonstop2h 04m
United Airlines
Tue 2/242:30 pm
ORD
-
YYZ
1 stop5h 54m
United Airlines
Deal found 1/27$199
This Trip.com deal was found by Cheapflights users on 1/27. 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 2/199:20 am
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Mon 2/2311:05 am
MDW
-
YTZ
Nonstop1h 42m
Multiple Airlines
Deal found 1/27$199
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/196:00 am
YYZ
-
ORD
Nonstop2h 15m
American Airlines
Mon 2/236:08 am
ORD
-
YYZ
1 stop4h 43m
American Airlines
Deal found 1/26$200

Find flight deals from Toronto to Illinois

Keep the following information in mind while searching for Toronto to Illinois flight deals. Data was last updated January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$187
(Ticket)

One-way from

$122
(United Airlines)

Popular in

January

Cheapest in

July

Average price

$293

Good round-trip deal

$192 or less

Good one-way deal

$122 or less
Provider with most accurate pricing for Toronto (YTO)-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Toronto (YTO)-Chicago (CHI) flights.
From Toronto (YTO) to Illinois
One-way flight from Toronto (YTO) to Illinois
Highest demand for flights based on searches. 11% potential increase in price ($31 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Average for round-trip flights in January 2026
Price to beat on a round-trip flight from Toronto (YTO) to Illinois.
Price to beat on a one-way flight from Toronto (YTO) to Illinois.

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 January 28, 2026.
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

Thu 3/12

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Thu 3/19

4:15 pm-6:57 pm

Nonstop1h 42m

$188

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 5/6

8:50 am-9:50 am

Nonstop2h 00m

Chicago O'Hare Intl

Sat 5/9

9:15 pm-11:59 pm

Nonstop1h 44m

$189

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 5/20

8:50 am-9:40 am

Nonstop1h 50m

Chicago Midway

Mon 5/25

5:35 pm-8:15 pm

Nonstop1h 40m

$196

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 3/10

7:00 am-11:18 am

1 stop5h 18m

Chicago O'Hare Intl

Tue 3/31

12:50 pm-7:52 pm

1 stop6h 02m

$196

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 2/17

9:00 pm-10:04 pm

Nonstop2h 04m

Chicago O'Hare Intl

Tue 2/24

2:30 pm-9:24 pm

1 stop5h 54m

$199

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 2/19

9:20 am-10:10 am

Nonstop1h 50m

Chicago Midway

Mon 2/23

11:05 am-1:47 pm

Nonstop1h 42m

$199

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 6/6

2:50 pm-11:12 pm

1 stop9h 22m

Chicago O'Hare Intl

Tue 6/9

3:00 pm-5:58 pm

Nonstop1h 58m

$205

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 3/16

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Wed 3/18

11:00 am-1:42 pm

Nonstop1h 42m

$206

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 3/16

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Thu 3/19

11:00 am-1:42 pm

Nonstop1h 42m

$206

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 2/19

9:20 am-10:10 am

Nonstop1h 50m

Chicago Midway

Mon 3/16

11:00 am-1:42 pm

Nonstop1h 42m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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, April is the cheapest month in which you can book a flight from Toronto to Illinois (average of $82). Flying from Toronto to Illinois in February is currently the most expensive (average of $184). 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 January 28, 2026.

It’s typically best to fly out from Toronto to Illinois in the afternoon. Doing so could potentially save you 20% on the flight price compared to flying in the morning, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Toronto to Illinois. Price data was last updated on January 24, 2026.

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

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 January 28, 2026.

The most flights from YTO to USIL are scheduled on a Monday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (47 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 January 28, 2026.
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.

Food

7.5

Comfort

7.9

Crew

8.6

Overall

7.9

Boarding

8.2

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Food

7.5

Comfort

7.9

Crew

8.6

Overall

7.9

Boarding

8.2

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Food

7.5

Comfort

7.9

Crew

8.6

Overall

7.9

Boarding

8.2

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Food

7.5

Comfort

7.9

Crew

8.6

Overall

7.9

Boarding

8.2

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Food

7.5

Comfort

7.9

Crew

8.6

Overall

7.9

Boarding

8.2

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Food

7.5

Comfort

7.9

Crew

8.6

Overall

7.9

Boarding

8.2

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

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 50m. Airlines will cover a distance of 442 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    $79 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 Canada and United Airlines, with prices starting from $108 and $109, respectively.

  • What are the most popular routes 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: Japan Airlines (79%), Copa Airlines (76%), Republic Airways( 72%).

  • What are the cheapest flights from Toronto to Illinois?

    While on average a flight from Toronto to Illinois is generally $1,227, our data shows the cheapest flight currently is $133. When looking at the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), you can expect to pay $188 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, April is the cheapest month in which you can book a flight from Toronto to Illinois (average of $82). Flying from Toronto to Illinois in February is currently the most expensive (average of $184). 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 Toronto to Illinois

See prices for flight routes from nearby airports that may be better suited for you.

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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$80Average$304FlexibilityNo cancel feeOn-time52%
Air CanadaCheapest$140Average$265FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$165Average$279FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$189Average$340FlexibilityNo cancel feeOn-time71%

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