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C$ 154+ Cheap flights 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
— ORD
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Flights to Illinois in 2025

Find the latest flights to Illinois in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 11 September 2025.

Round-trip from

C$ 238

One-way from

C$ 155

Popular in

December

Cheapest in

July

Average price

C$ 346

Good round-trip deal

C$ 243 or less

Good one-way deal

C$ 226 or less
Porter Airlines
  • Porter Airlines
  • 24/10-27/10
  • Nonstop
  • 3h 31m total
  • Toronto to Chicago
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Air Transat
  • Air Transat
  • 26/10
  • Nonstop
  • 1h 50m total
  • Toronto to Illinois
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Highest demand for flights based on searches. 6% potential increase in price (C$ 36 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Toronto to Illinois.
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Price to beat on a one-way flight from Toronto to Illinois.
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Find flights to Illinois

Browse one-way and round-trip flights deals to Illinois on Cheapflights. Flight deals are based on user searches and were last updated on 11 September 2025
Explore Illinois
Flights to Chicago
Flights to Peoria
Flights to Moline
Flights to Bloomington

Find flight deals to Illinois

Cheapest flights to Illinois
Explore the most affordable flight options available to Illinois. Find the lowest fares based on data from user searches, with prices last updated on 11 September 2025.

Fri 24/107:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Mon 27/1011:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 10/9C$ 238
Wed 15/107:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Wed 15/105:20 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 10/9C$ 240
Tue 30/93:35 p.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Tue 7/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/9C$ 247
Fri 3/103:35 p.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Sun 5/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/9C$ 248
Wed 22/104:40 p.m.YYZ - ORD
Nonstop1h 53mAir Canada
Sat 1/118:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Deal found 9/9C$ 256
Fri 3/107:50 a.m.YTZ - MDW
Nonstop1h 49mAir Transat
Mon 6/109:35 a.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 9/9C$ 256
Sun 23/116:50 a.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Sun 30/117:10 a.m.ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 9/9C$ 258
Mon 27/102:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 3/114:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 9/9C$ 261
Sun 23/116:20 a.m.YYZ - ORD
1 stop5h 58mAir Canada
Fri 28/113:55 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 9/9C$ 265
Sat 25/106:15 a.m.YYZ - ORD
1 stop4h 36mAir Canada
Sat 1/118:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Deal found 10/9C$ 266
Fri 24/106:00 a.m.YKF - ORD
1 stop11h 43mWestJet
Mon 27/102:20 p.m.ORD - YKF
1 stop14h 08mWestJet
Deal found 9/9C$ 269
Thu 23/106:15 a.m.YYZ - ORD
1 stop4h 36mAir Canada
Sat 25/103:35 p.m.ORD - YYZ
1 stop5h 04mAir Canada
Deal found 10/9C$ 270

Cheapflights Fare Finder

 
Locate flights to Illinois that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 11 September 2025.
Use the filters below to find and compare flights to Illinois that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 15/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

Chicago Midway

Wed 15/10

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

C$ 240

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 7/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

Chicago Midway

Tue 14/10

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

C$ 256

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 25/11

11:00 a.m.-12:05 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Sun 30/11

7:10 a.m.-9:58 a.m.

Nonstop1h 48m

C$ 258

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 24/11

6:50 a.m.-7:56 a.m.

Nonstop2h 06m

Chicago O'Hare Intl

Sun 30/11

7:10 a.m.-9:58 a.m.

Nonstop1h 48m

C$ 258

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 23/11

6:50 a.m.-7:55 a.m.

Nonstop2h 05m

Chicago O'Hare Intl

Sun 30/11

7:10 a.m.-9:58 a.m.

Nonstop1h 48m

C$ 258

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 25/10

7:00 a.m.-7:58 a.m.

Nonstop1h 58m

Chicago O'Hare Intl

Sun 2/11

7:10 a.m.-9:58 a.m.

Nonstop1h 48m

C$ 258

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 27/10

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

Nonstop1h 50m

Chicago Midway

Mon 3/11

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

Nonstop1h 42m

C$ 261

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Fri 24/10

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Mon 27/10

2:20 p.m.-5:28 a.m.

1 stop14h 08m

C$ 269

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 14/11

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

Nonstop1h 50m

Chicago Midway

Sun 16/11

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

Nonstop1h 42m

C$ 273

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Fri 24/10

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Sun 26/10

2:20 p.m.-5:28 a.m.

1 stop14h 08m

C$ 279

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 60 results
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Best time to book a flight to Illinois

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

How long is the flight to Illinois?

On average, a flight from Toronto to Illinois takes 9 hours 31 minutes. Flights to Illinois from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

When is the cheapest time to fly to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Toronto to Illinois. Price data was last updated on 20 October 2024.

Users looking for the lowest fares to Illinois should consider flying on Sunday mornings, when prices are typically cheapest. Budget-minded travellers will want to avoid Sunday at noon, when prices are usually at their highest.

Weekly flight availability to Illinois

The most flights from Toronto to Illinois are scheduled on a Friday (61 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 on average).

What are the most popular airlines that fly to Illinois?

The most popular airlines flying from Toronto to Illinois are Air Canada, United Airlines and Porter Airlines.

Air Canada
Air Canada
From C$ 108
Porter Airlines
Porter Airlines
From C$ 73
United Airlines
United Airlines
From C$ 152
WestJet
WestJet
From C$ 128

What are the cheapest airlines that fly to Illinois?

The cheapest airlines flying from Toronto to Illinois are Porter Airlines, Air Canada and American Airlines.

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Illinois when rainfall is around 43.0 mm.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 11 September 2025.
See what other customers who have flown with Porter Airlines,Air Transat, andUnited Airlines to the United States have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
7.9
Good
363 reviews
Check prices

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.6

Food

7.6

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
363 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.6

Food

7.6

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
438 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.6

Food

7.6

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
8,937 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.6

Food

7.6

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
363 reviews
Check prices

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.6

Food

7.6

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
363 reviews
Check prices

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.6

Food

7.6

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.

FAQs about flying to Illinois

Illinois climate

Winters along the Great Lakes are long and cold. From late November into April, there is plenty of snow, icy winds, and sub-freezing temperatures, but it’s also the best time to find cheap flights to Illinois. Conversely, July and August can be hot and sticky and good Illinois flight and hotel deals are usually available. Spring and fall tend to have perfect weather and are great times to visit, although the tornado season is March through May.Chicago summers can have temperatures well into the 30s (C) with humidity to match. Winters are cold and raw with temperatures in the teens and occasional blizzards. Mild winters are not uncommon, but if booking Illinois flight and travel plans during the winter it’s advisable to pack with snow and cold in mind.

Getting around Illinois

A tough city to drive in, Chicago has convenient public transportation, taxis are easy to come by, and many areas are a pleasure to walk through. The Chicago Transit Authority operates the “L” (or “El”) a system of elevated trains that run 24 hours a day. There is also a River Bus that runs during rush hour in the summer, and the city is becoming increasingly bike friendly.

Except for Chicago, Illinois is mostly a quiet, rural state. Yet Amtrak trains, numerous commuter railroads, and, to a lesser extent, buses make getting around on public transportation feasible. Cycling is also generally easy on the state’s flat plains.

Once you reach your destination, check for local transportation, but be prepared to rent a car.

  • When is the best time to fly to Illinois?

    Peak Season: Winter is a prime time for skiing and snowmobiling in Illinois. Summer is the peak of the festival season in the Chicago area with major events taking place in the parks and neighbourhoods every weekend, despite the heat and humidity. While many tourists gather on the great state of Illinois during the summer season, it’s more likely cheap flights to Illinois will be available during the winter months. Off Season: September can be the most enjoyable and mildest month of the year to visit Chicago, but there is less going on during this period. Fall is a wonderful time to visit the rest of the state and enjoy the milder temperatures and changing foliage. January to March is when Chicago is least busy and deals on hotels are usually attainable. However, it can be cold and windy.

  • Can I find cheaper flights to Illinois if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Illinois on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Illinois?

    Based on reviews from Cheapflights users, Air Canada is rated the highest out of the airlines that fly to Illinois.

  • What is the cheapest airport to fly to in Illinois?

    Chicago O'Hare Intl is currently the cheapest airport to fly to in Illinois. One-way flights to Chicago O'Hare Intl typically cost C$ 49, while round-trip flights cost around C$ 92.

  • How much is a round-trip flight to Illinois?

    A round-trip flight to Illinois will typically cost around C$ 85, however they can be found for as little as C$ 66.

  • Where does the fastest flight to Illinois depart from?

    For those looking to save time traveling to Illinois, Toronto offers the quickest one-way flight (1 hour 49 minutes).

  • Which airport is closest to Wrigley Field?

    If being close to Wrigley Field is important to you, you’ll want to land at Chicago O'Hare Intl Airport.

  • Does Chicago O'Hare Intl have rental cars?

    Yes. Those touching down at Chicago O'Hare Intl can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Chicago O'Hare Intl?

    Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0.0 km away from Chicago O'Hare Intl).

See more FAQs

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Certainly. Search results for flights to Illinois shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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Yes, Cheapflights offers price alerts on Illinois flights so you can book your flight when prices are ideal. Enable price alerts by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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