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$117+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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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 December 15, 2025.

This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:40 pmYYZ - ORD
1 stop5h 55mUnited Airlines
Wed 3/256:25 pmORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 12/14$268
This United Airlines deal was found by Cheapflights users on 12/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:00 amYYZ - ORD
Nonstop2h 05mUnited Airlines
Sun 4/54:43 pmORD - YYZ
Nonstop1h 54mUnited Airlines
Deal found 12/13$277
This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:40 pmYYZ - ORD
1 stop5h 55mUnited Airlines
Tue 3/241:06 pmORD - YYZ
1 stop4h 51mUnited Airlines
Deal found 12/14$278
This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:40 pmYYZ - ORD
1 stop5h 55mUnited Airlines
Fri 3/274:30 pmORD - YYZ
1 stop5h 50mUnited Airlines
Deal found 12/14$282
This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:40 pmYYZ - ORD
1 stop5h 55mUnited Airlines
Sun 1/48:46 pmORD - YYZ
1 stop10h 49mUnited Airlines
Deal found 12/14$291
This United Airlines deal was found by Cheapflights users on 12/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:40 pmYYZ - ORD
1 stop5h 04mUnited Airlines
Sat 4/43:00 pmORD - YYZ
Nonstop1h 58mUnited Airlines
Deal found 12/13$297
This FlightHub deal was found by Cheapflights users on 12/12. 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.
Tue 12/309:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Fri 1/24:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 12/12$304
This Trip.com deal was found by Cheapflights users on 12/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Sun 1/411:05 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 12/14$308
This FlightHub deal was found by Cheapflights users on 12/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:30 pmYTZ - MDW
Nonstop1h 50mPorter Airlines
Thu 1/1511:05 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 12/13$309
This FlightHub deal was found by Cheapflights users on 12/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Sat 4/412:45 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 12/13$314
This Super.com deal was found by Cheapflights users on 12/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Wed 3/2511:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 12/14$316
This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:40 pmYYZ - ORD
1 stop5h 55mUnited Airlines
Thu 3/266:00 amORD - YYZ
1 stop6h 43mUnited Airlines
Deal found 12/14$319

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 December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(Porter Airlines)

One-way from

$117
(Trip.com)

Popular in

December

Cheapest in

July

Average price

$321

Good round-trip deal

$210 or less

Good one-way deal

$117 or less
Provider with most accurate pricing for Toronto (YTO)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Toronto (YTO)-Chicago (CHI) flights.
Search Deals
From Toronto (YTO) to Illinois
Search Deals
One-way flight from Toronto (YTO) to Illinois
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Toronto (YTO) to Illinois.
Search Deals
Price to beat on a one-way flight from Toronto (YTO) to Illinois.
Search Deals

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 December 15, 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

Fri 2/20

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Mon 2/23

11:00 am-1:42 pm

Nonstop1h 42m

$179

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 2/8

11:00 am-12:08 pm

Nonstop2h 08m

Chicago O'Hare Intl

Mon 2/16

6:28 pm-9:21 pm

Nonstop1h 53m

$186

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 1/29

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Thu 2/5

11:05 am-1:47 pm

Nonstop1h 42m

$186

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 2/24

10:51 am-12:00 pm

Nonstop2h 09m

Chicago O'Hare Intl

Fri 2/27

6:28 pm-9:21 pm

Nonstop1h 53m

$186

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 2/9

9:00 pm-10:05 pm

Nonstop2h 05m

Chicago O'Hare Intl

Mon 2/16

9:15 pm-11:59 pm

Nonstop1h 44m

$186

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 2/5

9:00 am-10:06 am

Nonstop2h 06m

Chicago O'Hare Intl

Sun 2/8

7:10 am-9:58 am

Nonstop1h 48m

$186

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 2/4

3:30 pm-4:28 pm

Nonstop1h 58m

Chicago O'Hare Intl

Fri 2/6

9:15 pm-11:59 pm

Nonstop1h 44m

$186

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sun 1/18

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Wed 1/21

11:00 am-1:42 pm

Nonstop1h 42m

$198

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 1/15

10:30 am-2:55 pm

1 stop5h 25m

Chicago O'Hare Intl

Sat 1/17

3:35 pm-9:35 pm

1 stop5h 00m

$200

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sun 1/25

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Wed 1/28

11:00 am-1:42 pm

Nonstop1h 42m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

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 December 15, 2025.

It’s typically best to fly out from Toronto to Illinois in the afternoon. Doing so could potentially save you 32% on the flight price compared to flying in the evening, 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 December 16, 2024.

Travelers seeking maximum savings on their Toronto to Illinois flight should consider departing on Monday evenings 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 December 15, 2025.

The most flights from YTO to USIL are scheduled on a Monday (60 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (14 on average).

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

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 December 15, 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
8.0
Very good
399 reviews

Overall

8.0

Boarding

8.2

Food

7.6

Entertainment

7.0

Crew

8.6

Comfort

7.9

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
Porter Airlines
8.0
Very good
399 reviews
Porter Airlines
8.0
Very good
399 reviews

Overall

8.0

Boarding

8.2

Food

7.6

Entertainment

7.0

Crew

8.6

Comfort

7.9

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
Air Transat
7.8
Good
482 reviews
Porter Airlines
8.0
Very good
399 reviews

Overall

8.0

Boarding

8.2

Food

7.6

Entertainment

7.0

Crew

8.6

Comfort

7.9

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
United Airlines
7.4
Good
9,092 reviews
Porter Airlines
8.0
Very good
399 reviews

Overall

8.0

Boarding

8.2

Food

7.6

Entertainment

7.0

Crew

8.6

Comfort

7.9

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
American Airlines
7.2
Good
11,051 reviews
Porter Airlines
8.0
Very good
399 reviews

Overall

8.0

Boarding

8.2

Food

7.6

Entertainment

7.0

Crew

8.6

Comfort

7.9

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
Air Canada
7.1
Good
10,525 reviews
Porter Airlines
8.0
Very good
399 reviews

Overall

8.0

Boarding

8.2

Food

7.6

Entertainment

7.0

Crew

8.6

Comfort

7.9

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?

    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: Qatar Airways (86%), EVA Air (85%), SkyWest Airlines( 84%).

  • What are the cheapest flights from Toronto to Illinois?

    While on average a flight from Toronto to Illinois is generally $1,110, our data shows the cheapest flight currently is $129. When looking at the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), you can expect to pay $155 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.
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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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$150Average$269FlexibilityNo cancel feeOn-time67%
Porter AirlinesCheapest$158Average$340FlexibilityNo cancel feeOn-time52%
United AirlinesCheapest$165Average$281FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$195Average$345FlexibilityNo cancel feeOn-time71%

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