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Cheap flights from Toronto to Illinois from C$ 169

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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
14 Mar — 21 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Toronto to Illinois

Enter your travel dates to find the best prices.

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 12 February 2026.

Fri 24/49:15 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Sun 26/411:00 a.m.
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 10/2C$ 257
Mon 9/39:15 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Mon 16/311:00 a.m.
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 9/2C$ 259
Thu 5/36:40 p.m.
YYZ
-
ORD
Nonstop2h 05m
Air Canada
Sun 8/38:40 p.m.
ORD
-
YYZ
Nonstop1h 39m
Air Canada
Deal found 8/2C$ 260
Wed 18/39:15 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Thu 19/34:15 p.m.
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 11/2C$ 260
Fri 27/312:05 p.m.
YYZ
-
ORD
Nonstop1h 56m
Air Canada
Fri 3/44:15 p.m.
ORD
-
YYZ
Nonstop1h 42m
Air Canada
Deal found 10/2C$ 261
Sun 8/32:30 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Fri 13/311:00 a.m.
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 10/2C$ 263
Fri 17/49:15 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Sun 26/411:00 a.m.
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 10/2C$ 266
Fri 17/42:30 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Sun 19/411:00 a.m.
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 9/2C$ 267
Sat 28/311:00 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Sat 4/412:45 p.m.
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 11/2C$ 270
Fri 27/39:00 p.m.
YYZ
-
ORD
Nonstop2h 04m
United Airlines
Sun 29/39:15 p.m.
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Deal found 8/2C$ 271
Sat 9/58:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Mon 11/510:25 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 10/2C$ 271
Fri 6/39:15 a.m.
YTZ
-
MDW
Nonstop1h 50m
Air Transat
Sun 8/34:15 p.m.
MDW
-
YTZ
Nonstop1h 42m
Air Transat
Deal found 10/2C$ 274

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 12 February 2026.

Round-trip from

C$ 257

One-way from

C$ 169

Popular in

February

Cheapest in

July

Average price

C$ 378

Good round-trip deal

C$ 258 or less

Good one-way deal

C$ 236 or less
Porter Airlines
  • Porter Airlines
  • 24/4-26/4
  • Nonstop
  • 3h 32m total
  • Toronto to Illinois
Search Deals
Air Canada
  • Air Canada
  • 5/3
  • Nonstop
  • 1h 56m total
  • Toronto to Illinois
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 629,999 searches. Data last updated 12 February 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

Tue 17/3

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

Chicago Midway

Mon 23/3

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 260

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 17/3

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

Chicago Midway

Thu 19/3

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

C$ 260

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sun 8/3

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Fri 13/3

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 263

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 17/4

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Sun 19/4

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 267

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sat 9/5

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

Chicago Midway

Mon 11/5

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

C$ 271

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 6/3

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

Chicago Midway

Sun 8/3

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

C$ 274

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 25/3

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

Chicago Midway

Thu 26/3

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 276

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 17/3

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

Chicago Midway

Wed 25/3

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 276

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sat 9/5

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

Chicago Midway

Thu 14/5

5:35 p.m.-8:15 p.m.

Nonstop1h 40m

C$ 279

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 11/3

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

Chicago Midway

Wed 18/3

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 282

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/2

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 C$ 108). Flying from Toronto to Illinois in February is currently the most expensive (average of C$ 248). 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 12 February 2026.

A simple way to save on the total cost of your ticket is to fly from Toronto to Illinois in the afternoon. If you’re flexible enough to do this you can expect to save up to 21% on your trip compared to booking a flight in the evening.

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 7 February 2026.

Travelers seeking maximum savings on their Toronto to Illinois flight should consider departing on Monday mornings when fares are most often at their lowest. Saturday evenings 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 12 February 2026.

The most flights from YTO to USIL are scheduled on a Wednesday (58 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 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 12 February 2026.
See what other customers who have flown with Porter Airlines,Air Transat, andUnited Airlines from Toronto to Illinois have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
7.9
Good
415 reviews
Check prices

Food

7.5

Entertainment

6.9

Overall

7.9

Crew

8.6

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Milad,Feb 2026

LIR - YYZ

Not helpful staff at Liberia airport at the check-in counter. Extremely poor skill people and not willing to help the passenger.
Porter Airlines
7.9
Good
415 reviews
Porter Airlines
7.9
Good
415 reviews
Check prices

Food

7.5

Entertainment

6.9

Overall

7.9

Crew

8.6

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Milad,Feb 2026

LIR - YYZ

Not helpful staff at Liberia airport at the check-in counter. Extremely poor skill people and not willing to help the passenger.
Air Transat
7.7
Good
508 reviews
Porter Airlines
7.9
Good
415 reviews
Check prices

Food

7.5

Entertainment

6.9

Overall

7.9

Crew

8.6

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Milad,Feb 2026

LIR - YYZ

Not helpful staff at Liberia airport at the check-in counter. Extremely poor skill people and not willing to help the passenger.
United Airlines
7.4
Good
9,285 reviews
Porter Airlines
7.9
Good
415 reviews
Check prices

Food

7.5

Entertainment

6.9

Overall

7.9

Crew

8.6

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Milad,Feb 2026

LIR - YYZ

Not helpful staff at Liberia airport at the check-in counter. Extremely poor skill people and not willing to help the passenger.
American Airlines
7.2
Good
11,276 reviews
Porter Airlines
7.9
Good
415 reviews
Check prices

Food

7.5

Entertainment

6.9

Overall

7.9

Crew

8.6

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Milad,Feb 2026

LIR - YYZ

Not helpful staff at Liberia airport at the check-in counter. Extremely poor skill people and not willing to help the passenger.
Air Canada
7.1
Good
10,717 reviews
Porter Airlines
7.9
Good
415 reviews
Check prices

Food

7.5

Entertainment

6.9

Overall

7.9

Crew

8.6

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Milad,Feb 2026

LIR - YYZ

Not helpful staff at Liberia airport at the check-in counter. Extremely poor skill people and not willing to help the passenger.

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. There are 711 km between Toronto and Illinois. This flight may include one or multiple stops.

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

    One-way options have recently been found by users for as low as C$ 137 on United Airlines. Other airlines that offer cheap prices include Porter Airlines from C$ 139 and Air Canada from C$ 159 one-way.

  • What are the most popular routes from Toronto to Illinois?

    When deciding which route to take from Toronto to Illinois consider Toronto Pearson Intl - Chicago O'Hare Intl, Toronto Island - Chicago Midway or Toronto Pearson Intl - Chicago Midway as they are the most popular.

  • What are the most reliable airlines from Toronto to Illinois?

    No one likes to see their flight delayed. When booking a flight from Toronto to Illinois consider choosing Copa Airlines (79%), Egyptair (72%) or Japan Airlines (70%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Toronto to Illinois?

    On average you can expect to pay C$ 1,835 for a flight from Toronto to Illinois. The cheapest flight overall is C$ 221 while the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl) is currently priced at C$ 271.

  • 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 C$ 108). Flying from Toronto to Illinois in February is currently the most expensive (average of C$ 248). 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 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 629,999 searches. Data last updated 12 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 111AverageC$ 316FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
American AirlinesCheapestC$ 220AverageC$ 406FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 242AverageC$ 393FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 257AverageC$ 392FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 362AverageC$ 465FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Toronto to Illinois?

When you search for this flight from Toronto to Illinois, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Toronto to Illinois?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Illinois from Toronto.

Can Cheapflights find flights from Toronto to Illinois with no change fees?

Need flexible booking options for your flight to Illinois from Toronto? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Toronto to Illinois become cheaper?

Of course! You can now track prices for flights from Toronto to Illinois and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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