Cheap flights from Illinois to Toronto from C$ 141

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 28/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YTO
16 Jul — 23 Jul1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Illinois to Toronto

Enter your travel dates to find the best prices.

Cheapest flights from Illinois to Toronto
Explore the most affordable flight options available from Illinois to Toronto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 16 June 2026.

Thu 30/73:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 2/88:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 15/6C$ 305
Mon 21/911:45 a.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 28/98:40 p.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Deal found 11/6C$ 305
Thu 30/73:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 3/88:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 15/6C$ 306
Thu 24/93:20 p.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 28/98:40 p.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Deal found 11/6C$ 306
Thu 2/79:50 a.m.
ORD
-
YYZ
Nonstop1h 45m
Air Canada
Mon 6/78:05 a.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 14/6C$ 306
Tue 21/73:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sat 25/78:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 11/6C$ 307
Fri 26/67:25 a.m.
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Mon 29/612:15 p.m.
YTZ
-
ORD
Nonstop2h 04m
Air Canada
Deal found 12/6C$ 307
Thu 30/72:15 p.m.
ORD
-
YYZ
Nonstop1h 46m
Air Canada
Sun 2/88:05 a.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 14/6C$ 307
Sat 27/610:25 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sat 4/78:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 13/6C$ 309
Sun 12/78:45 a.m.
ORD
-
YTZ
1 stop6h 06m
Air Canada
Sat 18/77:25 p.m.
YTZ
-
ORD
Nonstop2h 04m
Air Canada
Deal found 10/6C$ 309
Fri 17/77:25 a.m.
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Mon 20/77:25 p.m.
YTZ
-
ORD
Nonstop2h 04m
Air Canada
Deal found 14/6C$ 310
Sat 27/610:25 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Tue 30/68:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 13/6C$ 312

Find flight deals from Illinois to Toronto

Keep the following information in mind while searching for Illinois to Toronto flight deals. Data was last updated 16 June 2026.

Round-trip from

C$ 305

One-way from

C$ 141

Popular in

April

Cheapest in

September

Average price

C$ 389

Good round-trip deal

C$ 117 or less

Good one-way deal

C$ 148 or less
Porter Airlines
  • Porter Airlines
  • 2/7-6/7
  • Nonstop
  • 3h 30m total
  • Illinois to Toronto
Porter Airlines
  • Porter Airlines
  • 28/7
  • Nonstop
  • 1h 40m total
  • Illinois to Toronto
Highest demand for flights based on searches. 3% potential increase in price (C$ 16 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease (C$ 8 potential savings vs. average RT price).
Average for round-trip flights in June 2026
Price to beat on a round-trip flight from Illinois to Toronto (YTO).
Price to beat on a one-way flight from Illinois to Toronto (YTO).

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Toronto 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 16 June 2026.
Use the filters below to find and compare flights from Illinois to Toronto that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 30/7

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Mon 3/8

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

Nonstop1h 50m

C$ 306

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 14/10

9:52 p.m.-10:04 a.m.

1 stop11h 12m

Toronto Pearson Intl

Thu 15/10

1:00 p.m.-2:05 p.m.

Nonstop2h 05m

C$ 326

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 22/7

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Sun 26/7

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

Nonstop1h 50m

C$ 330

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 26/6

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

Nonstop1h 40m

Toronto Island

Sun 28/6

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 330

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 24/9

8:50 a.m.-11:49 a.m.

Nonstop1h 59m

Toronto Pearson Intl

Mon 28/9

10:15 a.m.-11:21 a.m.

Nonstop2h 06m

C$ 345

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Fri 28/8

7:25 a.m.-10:07 a.m.

Nonstop1h 42m

Toronto Island

Sun 30/8

7:25 p.m.-8:29 p.m.

Nonstop2h 04m

C$ 358

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 9/7

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Wed 22/7

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

Nonstop1h 50m

C$ 358

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 9/7

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Thu 23/7

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

Nonstop1h 50m

C$ 358

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 23/9

6:30 a.m.-2:19 p.m.

1 stop6h 49m

Toronto Pearson Intl

Sun 27/9

11:00 a.m.-12:00 p.m.

Nonstop2h 00m

C$ 359

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 31/7

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Sun 2/8

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

Nonstop1h 50m

C$ 361

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/6

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Illinois to Toronto

Have a flexible travel schedule? Discover the best time to fly to Toronto from Illinois 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 Illinois to Toronto

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

Currently, March is the cheapest month in which you can book a flight from Illinois to Toronto (average of C$ 81). Flying from Illinois to Toronto in September is currently the most expensive (average of C$ 910). 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 IL to YTO?

Find hourly flight availability from Illinois to Toronto. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 16 June 2026.

It’s optimal to fly from Illinois to Toronto in the evening. By choosing this option you can save up to 56% on the cost of your flight, compared to a flight at noon.

Weekly flight availability from Illinois to Toronto

Explore weekly flight availability from Illinois to Toronto. 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 16 June 2026.

The most flights from USIL to YTO are scheduled on a Friday (77 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (55 on average).

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

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

The price you pay for your flight from Illinois to Toronto may vary depending on when you book. For the best chance of a lower fare, look to book 64 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Use this chart to determine the cheapest time to fly round-trip from Illinois to Toronto. Price data was last updated on 13 June 2026.

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

Related info for your journey

Find useful and relevant information for your journey from Illinois to Toronto. 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 Illinois to Toronto?

    For as low as C$ 314, Porter Airlines can have you in Toronto from Illinois in 1h 40m. Illinois and Toronto are separated by a distance of 711 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

    The cheapest airlines for a one-way flight from Illinois to Toronto are Porter Airlines (C$ 91), United Airlines (C$ 97), and American Airlines (C$ 113).

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

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

    Before booking your flight to Toronto from Illinois, check out the most reliable airlines to get you to your destination on time: Korean Air (93%), Qantas Airways (85%), Alaska Airlines( 84%).

  • What are the cheapest flights from Illinois to Toronto?

    While on average a flight from Illinois to Toronto is generally C$ 652, our data shows the cheapest flight currently is C$ 141. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay C$ 326 for that flight.

  • Can I find deals for flights from Illinois to Toronto that include hotel bookings?

    Yes. In addition to deals on Illinois to Toronto flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Toronto?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Toronto.

  • Can I find deals for business class flights from Illinois to Toronto?

    Yes. Cheapflights offers flight deals from Illinois to Toronto 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 Illinois to Toronto?

    Currently, March is the cheapest month in which you can book a flight from Illinois to Toronto (average of C$ 81). Flying from Illinois to Toronto in September is currently the most expensive (average of C$ 910). 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 Illinois to Toronto

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

Top 2 airlines flying from Illinois to Toronto

Discover the top 2 airlines that operate flights from Illinois to Toronto. 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 16 June 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 264AverageC$ 357FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 288AverageC$ 439FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from Illinois to Toronto, users can toggle the no change fees filter when performing a flight search.

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