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Cheap flights from Toronto to Illinois from C$ 170

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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
29 Oct — 5 Nov1
1 adult
1 adult, Economy

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 29 September 2025.

Round-trip from

C$ 290

One-way from

C$ 170

Popular in

December

Cheapest in

July

Average price

C$ 371

Good round-trip deal

C$ 246 or less

Good one-way deal

C$ 148 or less
Porter Airlines
  • Porter Airlines
  • 6/11-9/11
  • Nonstop
  • 3h 32m total
  • Toronto to Illinois
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Porter Airlines
  • Porter Airlines
  • 10/11
  • Nonstop
  • 1h 50m total
  • Toronto to Illinois
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 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.
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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 29 September 2025.

Thu 6/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Sun 9/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/9C$ 290
Fri 21/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Sun 23/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 29/9C$ 291
Tue 11/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Tue 18/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/9C$ 293
Thu 6/1112:05 p.m.YYZ - ORD
Nonstop1h 56mAir Canada
Sun 9/112:00 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 28/9C$ 298
Tue 4/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Sun 9/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/9C$ 298
Thu 13/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Thu 20/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 29/9C$ 300
Fri 7/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 10/114:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 26/9C$ 302
Wed 22/106:30 a.m.YYZ - ORD
1 stop13h 08mMultiple Airlines
Fri 31/106:00 a.m.ORD - YYZ
1 stop13h 00mMultiple Airlines
Deal found 28/9C$ 305
Tue 11/1110:25 a.m.YTZ - ORD
2 stops10h 35mAir Canada
Tue 18/117:05 a.m.ORD - YTZ
1 stop6h 50mAir Canada
Deal found 27/9C$ 315
Mon 20/104:00 p.m.YYZ - ORD
1 stop8h 44mMultiple Airlines
Thu 23/105:05 a.m.ORD - YYZ
1 stop8h 00mMultiple Airlines
Deal found 27/9C$ 319
Sat 1/113:30 p.m.YTZ - ORD
1 stop5h 30mAir Canada
Mon 3/1112:50 p.m.ORD - YTZ
1 stop6h 05mAir Canada
Deal found 28/9C$ 328
Tue 21/106:30 a.m.YYZ - ORD
1 stop18h 15mMultiple Airlines
Tue 28/105:28 p.m.ORD - YYZ
1 stop23h 28mMultiple Airlines
Deal found 29/9C$ 329

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 29 September 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

Tue 11/11

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

Nonstop1h 50m

Chicago Midway

Mon 8/12

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

Nonstop1h 42m

C$ 293

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 7/11

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

Nonstop1h 50m

Chicago Midway

Mon 10/11

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

Nonstop1h 42m

C$ 294

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 5/11

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

Nonstop1h 50m

Chicago Midway

Thu 20/11

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

Nonstop1h 42m

C$ 297

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 6/11

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

Nonstop1h 50m

Chicago Midway

Sun 9/11

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

Nonstop1h 42m

C$ 297

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 12/11

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

Nonstop1h 50m

Chicago Midway

Wed 19/11

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

Nonstop1h 42m

C$ 298

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 5/11

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

Nonstop1h 50m

Chicago Midway

Sat 8/11

12:45 p.m.-3:27 p.m.

Nonstop1h 42m

C$ 298

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 11/11

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

Nonstop1h 50m

Chicago Midway

Thu 13/11

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

Nonstop1h 42m

C$ 304

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 15/12

3:30 p.m.-4:52 p.m.

Nonstop2h 22m

Chicago O'Hare Intl

Fri 2/1

11:15 a.m.-2:01 p.m.

Nonstop1h 46m

C$ 336

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 27/11

9:00 a.m.-10:05 a.m.

Nonstop2h 05m

Chicago O'Hare Intl

Thu 27/11

9:20 p.m.-11:59 p.m.

Nonstop1h 39m

C$ 336

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 27/11

9:00 p.m.-9:52 p.m.

Nonstop1h 52m

Chicago O'Hare Intl

Tue 2/12

9:10 p.m.-11:59 p.m.

Nonstop1h 49m

C$ 336

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/9

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, January is the cheapest month in which you can book a flight from Toronto to Illinois (average of C$ 261). Flying from Toronto to Illinois in March is currently the most expensive (average of C$ 348). 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 29 September 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Toronto to Illinois as you normally would.

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 29 September 2025.

The most flights from YTO to USIL are scheduled on a Monday (62 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (48 on average).

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 29 September 2025.
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
371 reviews
Check prices

Overall

7.9

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.6

Entertainment

7.0

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
7.9
Good
371 reviews
Porter Airlines
7.9
Good
371 reviews
Check prices

Overall

7.9

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.6

Entertainment

7.0

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
7.7
Good
449 reviews
Porter Airlines
7.9
Good
371 reviews
Check prices

Overall

7.9

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.6

Entertainment

7.0

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
8,924 reviews
Porter Airlines
7.9
Good
371 reviews
Check prices

Overall

7.9

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.6

Entertainment

7.0

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
10,000 reviews
Porter Airlines
7.9
Good
371 reviews
Check prices

Overall

7.9

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.6

Entertainment

7.0

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
10,000 reviews
Porter Airlines
7.9
Good
371 reviews
Check prices

Overall

7.9

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.6

Entertainment

7.0

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. 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$ 170 on Porter Airlines. Other airlines that offer cheap prices include Air Canada from C$ 188 and United Airlines from C$ 204 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 Pearson Intl - Chicago Midway or Toronto Island - 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 EVA Air (88%), Egyptair (85%) or Copa Airlines (85%) 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$ 1,635 for a flight from Toronto to Illinois. The cheapest flight overall is C$ 206 while the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl) is currently priced at C$ 305.

  • 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, January is the cheapest month in which you can book a flight from Toronto to Illinois (average of C$ 261). Flying from Toronto to Illinois in March is currently the most expensive (average of C$ 348). 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 29 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 197AverageC$ 316FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 265AverageC$ 408FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 270AverageC$ 480FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 282AverageC$ 423FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 385AverageC$ 623FlexibilityNo 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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