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$126+ 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
Jun 17 — Jun 241
Wed 6/17
Wed 6/24
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 May 18, 2026.

This FlightHub deal was found by Cheapflights users on 5/15. 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 9/2310:05 am
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Sat 9/263:20 pm
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/15$203
This Trip.com deal was found by Cheapflights users on 5/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:55 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Sun 5/3110:30 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/13$204
This FlightHub deal was found by Cheapflights users on 5/16. 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 9/101:40 pm
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Mon 9/1411:45 am
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/16$204
This FlightHub deal was found by Cheapflights users on 5/17. 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 6/98:45 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Fri 6/123:20 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/17$205
This FlightHub deal was found by Cheapflights users on 5/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:40 pm
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Wed 9/167:00 am
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/14$205
This Trip.com deal was found by Cheapflights users on 5/16. 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 6/88:45 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Fri 6/123:20 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/16$206
This Kissandfly.com deal was found by Cheapflights users on 5/15. 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.
Wed 9/161:40 pm
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Wed 9/303:20 pm
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/15$206
This Mytrip deal was found by Cheapflights users on 5/15. 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.
Wed 9/161:40 pm
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Fri 9/1811:45 am
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/15$207
This Mytrip deal was found by Cheapflights users on 5/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:40 pm
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Mon 9/287:00 am
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/14$208
This Trip.com deal was found by Cheapflights users on 5/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/108:45 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Wed 6/1710:15 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/13$209
This Mytrip deal was found by Cheapflights users on 5/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:40 pm
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Sun 9/133:20 pm
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/13$209
This Trip.com deal was found by Cheapflights users on 5/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/121:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Sun 6/1410:15 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/13$210

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 May 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$204
(Trip.com)

One-way from

$126
(Kiwi.com)

Popular in

May

Cheapest in

July

Average price

$286

Good round-trip deal

$197 or less

Good one-way deal

$149 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 ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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 May 18, 2026.
Use the filters below to find and compare flights from Toronto to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 6/10

8:45 am-9:35 am

Nonstop1h 50m

Chicago Midway

Fri 6/12

3:20 pm-6:00 pm

Nonstop1h 40m

$205

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sat 6/13

8:45 am-9:35 am

Nonstop1h 50m

Chicago Midway

Sat 6/20

10:25 am-1:05 pm

Nonstop1h 40m

$207

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 6/11

8:45 am-9:35 am

Nonstop1h 50m

Chicago Midway

Fri 6/12

3:20 pm-6:00 pm

Nonstop1h 40m

$208

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 6/25

8:50 am-9:40 am

Nonstop1h 50m

Chicago Midway

Sun 6/28

10:25 am-1:05 pm

Nonstop1h 40m

$220

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 6/1

8:45 am-9:35 am

Nonstop1h 50m

Chicago Midway

Thu 6/4

10:15 am-12:55 pm

Nonstop1h 40m

$229

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 6/12

10:15 am-11:21 am

Nonstop2h 06m

Chicago O'Hare Intl

Sun 6/14

9:20 pm-11:59 pm

Nonstop1h 39m

$232

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 7/1

8:50 am-9:40 am

Nonstop1h 50m

Chicago Midway

Wed 7/8

3:15 pm-5:55 pm

Nonstop1h 40m

$232

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sun 7/19

8:50 am-9:40 am

Nonstop1h 50m

Chicago Midway

Wed 7/22

10:25 am-1:05 pm

Nonstop1h 40m

$234

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 7/22

8:50 am-9:40 am

Nonstop1h 50m

Chicago Midway

Tue 7/28

10:20 am-1:00 pm

Nonstop1h 40m

$234

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 6/10

8:45 am-9:35 am

Nonstop1h 50m

Chicago Midway

Sun 6/14

10:15 am-12:55 pm

Nonstop1h 40m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/16

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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

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

Booking 87 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto to Illinois. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Toronto to Illinois?

Currently, August is the cheapest month in which you can book a flight from Toronto to Illinois (average of $226). Flying from Toronto to Illinois in December is currently the most expensive (average of $935). 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 May 18, 2026.

It’s typically best to fly out from Toronto to Illinois in the morning. Doing so could potentially save you 29% on the flight price compared to flying in the afternoon, 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 May 16, 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. Saturday 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 May 18, 2026.

The most flights from YTO to USIL are scheduled on a Monday (72 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (9 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 May 18, 2026.
Get a feel of what it's like to fly with Porter Airlines,Air Transat, andUnited 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
439 reviews

Comfort

8.0

Food

7.6

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Porter Airlines
8.0
Very good
439 reviews
Porter Airlines
8.0
Very good
439 reviews

Comfort

8.0

Food

7.6

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Air Transat
7.8
Good
552 reviews
Porter Airlines
8.0
Very good
439 reviews

Comfort

8.0

Food

7.6

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
United Airlines
7.4
Good
9,737 reviews
Porter Airlines
8.0
Very good
439 reviews

Comfort

8.0

Food

7.6

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
American Airlines
7.1
Good
11,650 reviews
Porter Airlines
8.0
Very good
439 reviews

Comfort

8.0

Food

7.6

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Air Canada
7.1
Good
11,059 reviews
Porter Airlines
8.0
Very good
439 reviews

Comfort

8.0

Food

7.6

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

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?

    $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 $110 and $114, 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 (100%), Copa Airlines (96%), Republic Airways( 84%).

  • What are the cheapest flights from Toronto to Illinois?

    While on average a flight from Toronto to Illinois is generally $805, our data shows the cheapest flight currently is $132. When looking at the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), you can expect to pay $232 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, August is the cheapest month in which you can book a flight from Toronto to Illinois (average of $226). Flying from Toronto to Illinois in December is currently the most expensive (average of $935). 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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Hamilton to Newark flights
Toronto Island to Boston flights
Pearson Intl to Ontario flights
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Pearson Intl to Philadelphia flights
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Pearson Intl to Honolulu flights

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 May 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$80Average$351FlexibilityNo cancel feeOn-time52%
Air CanadaCheapest$153Average$288FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$165Average$272FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$189Average$284FlexibilityNo cancel feeOn-time71%

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