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$130+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
Nov 30 — Dec 71
Sun 11/30
Sun 12/7
1 adult, Economy
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Find 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 October 31, 2025.

This SmartFares deal was found by Cheapflights users on 10/29. 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 11/147:00 amYYZ - ORD
1 stop5h 18mAir Canada
Mon 11/178:15 pmORD - YYZ
Nonstop1h 39mAir Canada
Deal found 10/29$181
This Air Canada deal was found by Cheapflights users on 10/29. 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 12/37:00 amYYZ - ORD
1 stop5h 18mAir Canada
Thu 2/122:00 pmORD - YYZ
Nonstop1h 39mAir Canada
Deal found 10/29$183
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Wed 12/310:58 amYYZ - ORD
1 stop9h 23mAmerican Airlines
Thu 2/127:19 amORD - YYZ
1 stop4h 43mAmerican Airlines
Deal found 10/29$184
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/239:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Fri 12/1211:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 10/30$185
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/249:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 12/811:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 10/30$187
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/179:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Sat 11/2212:45 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 10/30$188
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/116:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
Sun 12/148:10 amORD - YYZ
Nonstop1h 46mAmerican Airlines
Deal found 10/29$189
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Tue 11/186:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
Thu 11/207:35 amORD - YYZ
1 stop4h 27mAmerican Airlines
Deal found 10/29$190
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/149:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 11/174:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 10/29$190
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sat 12/64:44 pmYYZ - ORD
Nonstop2h 00mAmerican Airlines
Tue 12/96:22 amORD - YYZ
1 stop5h 38mAmerican Airlines
Deal found 10/28$193
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/119:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Sun 12/1411:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 10/29$193
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 12/56:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
Sun 12/75:00 amORD - YYZ
1 stop5h 02mAmerican Airlines
Deal found 10/29$194

Cheap flight deals from Toronto to Illinois

Keep the following information in mind while searching for Toronto to Illinois flight deals. Data was last updated October 31, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$181
(SmartFares)

One-way from

$130
(American Airlines)

Popular in

October

Cheapest in

July

Average price

$296

Good round-trip deal

$333 or less

Good one-way deal

$189 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. 5% potential increase in price ($15 potential increase over avg. RT price).
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 October 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 October 31, 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

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 1/16

2:15 pm-3:10 pm

Nonstop1h 55m

Chicago O'Hare Intl

Mon 1/19

3:35 pm-11:04 pm

1 stop6h 29m

$183

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 2/27

3:30 pm-4:39 pm

Nonstop2h 09m

Chicago O'Hare Intl

Sun 3/1

4:47 pm-7:45 pm

Nonstop1h 58m

$184

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 2/24

8:55 am-10:02 am

Nonstop2h 07m

Chicago O'Hare Intl

Sat 2/28

8:15 pm-10:54 pm

Nonstop1h 39m

$184

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 2/26

6:30 pm-7:30 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sun 3/1

2:00 pm-4:39 pm

Nonstop1h 39m

$185

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sat 11/22

11:00 am-11:50 am

Nonstop1h 50m

Chicago Midway

Tue 11/25

11:00 am-1:42 pm

Nonstop1h 42m

$197

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 11/24

2:30 pm-3:20 pm

Nonstop1h 50m

Chicago Midway

Mon 12/1

11:00 am-1:42 pm

Nonstop1h 42m

$199

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 11/28

2:30 pm-3:20 pm

Nonstop1h 50m

Chicago Midway

Fri 12/5

4:15 pm-6:57 pm

Nonstop1h 42m

$201

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 12/4

6:24 pm-7:24 pm

Nonstop2h 00m

Chicago O'Hare Intl

Fri 12/5

9:39 am-12:30 pm

Nonstop1h 51m

$202

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 12/18

9:00 pm-10:05 pm

Nonstop2h 05m

Chicago O'Hare Intl

Tue 1/13

1:13 pm-4:02 pm

Nonstop1h 49m

$207

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 12/17

6:50 am-8:03 am

Nonstop2h 13m

Chicago O'Hare Intl

Wed 1/14

9:15 pm-11:59 pm

Nonstop1h 44m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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, June is the cheapest month in which you can book a flight from Toronto to Illinois (average of $83). Flying from Toronto to Illinois in February is currently the most expensive (average of $190). 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 October 31, 2025.

It’s typically best to fly out from Toronto to Illinois in the afternoon. Doing so could potentially save you 21% on the flight price compared to flying at noon, 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 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.

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 October 31, 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
384 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

8.0

Food

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
8.0
Very good
384 reviews
Porter Airlines
8.0
Very good
384 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

8.0

Food

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Transat
7.8
Good
469 reviews
Porter Airlines
8.0
Very good
384 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

8.0

Food

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
United Airlines
7.4
Good
8,998 reviews
Porter Airlines
8.0
Very good
384 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

8.0

Food

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
American Airlines
7.2
Good
11,030 reviews
Porter Airlines
8.0
Very good
384 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

8.0

Food

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,377 reviews
Porter Airlines
8.0
Very good
384 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

8.0

Food

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

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. Most flights are nonstop.

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

    $132 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on Porter Airlines and Delta, with prices starting from $133 and $134, 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: EVA Air (94%), Egyptair (90%), Copa Airlines( 90%).

  • What are the cheapest flights from Toronto to Illinois?

    While on average a flight from Toronto to Illinois is generally $1,238, our data shows the cheapest flight currently is $153. When looking at the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), you can expect to pay $153 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, June is the cheapest month in which you can book a flight from Toronto to Illinois (average of $83). Flying from Toronto to Illinois in February is currently the most expensive (average of $190). 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 Toronto to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Toronto to Illinois

Discover the top 5 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 October 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$147Average$272FlexibilityNo cancel feeOn-time67%
Porter AirlinesCheapest$158Average$327FlexibilityNo cancel feeOn-time52%
United AirlinesCheapest$165Average$288FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$196Average$344FlexibilityNo cancel feeOn-time71%
WestJetCheapest$208Average$348FlexibilityNo cancel feeOn-time60%

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