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C$ 141+ 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 29/8. Fares are subject to change and may not be available on all flights or dates of travel.
— ORD
3 Aug — 10 Aug1
1 adult

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 29 July 2025.

Round-trip from

C$ 203

One-way from

C$ 141

Popular in

December

Cheapest in

June

Average price

C$ 370

Good round-trip deal

C$ 198 or less

Good one-way deal

C$ 127 or less
Porter Airlines
  • Porter Airlines
  • 22/8-28/8
  • Nonstop
  • 3h 30m total
  • Toronto to Chicago
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Porter Airlines
  • Porter Airlines
  • 29/8
  • Nonstop
  • 1h 50m total
  • Toronto to Illinois
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Highest demand for flights based on searches. 7% potential increase in price (C$ 40 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 July 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 29 July 2025
Explore Illinois
Flights to Chicago
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Flights to Quincy

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 29 July 2025.

Fri 22/87:55 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Sat 6/99:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 26/7C$ 203
Thu 4/97:00 a.m.YYZ - ORD
Nonstop1h 59mLufthansa
Sun 7/97:10 a.m.ORD - YYZ
Nonstop1h 48mLufthansa
Deal found 27/7C$ 206
Fri 19/99:00 p.m.YYZ - ORD
Nonstop2h 07mUnited Airlines
Mon 22/911:40 a.m.ORD - YYZ
1 stop4h 39mUnited Airlines
Deal found 27/7C$ 207
Wed 27/812:05 p.m.YYZ - ORD
2 stops9h 11mAir Canada
Wed 3/98:25 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
Deal found 27/7C$ 209
Mon 25/87:55 a.m.YTZ - MDW
Nonstop1h 50mAir Transat
Tue 26/85:20 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 26/7C$ 211
Fri 24/107:50 a.m.YTZ - MDW
Nonstop1h 49mMultiple Airlines
Sun 26/1011:00 a.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Deal found 27/7C$ 218
Sun 12/103:25 p.m.YTZ - ORD
1 stop5h 57mAir Canada
Sat 18/1010:40 a.m.ORD - YTZ
1 stop5h 05mAir Canada
Deal found 27/7C$ 226
Wed 10/97:35 a.m.YYZ - ORD
1 stop7h 31mAmerican Airlines
Wed 17/96:00 a.m.ORD - YYZ
1 stop5h 04mAmerican Airlines
Deal found 27/7C$ 255
Wed 10/92:50 p.m.YYZ - MDW
1 stop4h 47mDelta
Wed 17/99:20 a.m.MDW - YYZ
1 stop8h 08mDelta
Deal found 26/7C$ 292
Sun 12/1012:15 p.m.YYZ - ORD
1 stop6h 59mDelta
Wed 15/1010:30 a.m.ORD - YYZ
1 stop3h 48mDelta
Deal found 27/7C$ 302
Sat 27/96:00 a.m.YYZ - MDW
1 stop12h 35mWestJet
Tue 30/99:20 a.m.MDW - YYZ
1 stop8h 08mWestJet
Deal found 27/7C$ 379
Tue 2/97:30 p.m.YTZ - ORD
2 stops21h 40mMultiple Airlines
Sat 6/910:40 a.m.ORD - YTZ
1 stop5h 05mMultiple Airlines
Deal found 28/7C$ 383

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 29 July 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

Fri 22/8

7:55 a.m.-8:45 a.m.

Nonstop1h 50m

Chicago Midway

Thu 28/8

9:40 a.m.-12:20 p.m.

Nonstop1h 40m

C$ 203

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 4/9

7:00 a.m.-7:59 a.m.

Nonstop1h 59m

Chicago O'Hare Intl

Sun 7/9

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

Nonstop1h 48m

C$ 206

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 19/9

9:00 p.m.-10:07 p.m.

Nonstop2h 07m

Chicago O'Hare Intl

Mon 22/9

11:40 a.m.-5:19 p.m.

1 stop4h 39m

C$ 207

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 27/8

12:05 p.m.-8:16 p.m.

2 stops9h 11m

Chicago O'Hare Intl

Wed 3/9

8:25 p.m.-11:08 p.m.

Nonstop1h 43m

C$ 209

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 25/8

7:55 a.m.-8:45 a.m.

Nonstop1h 50m

Chicago Midway

Tue 26/8

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

Nonstop1h 42m

C$ 211

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 24/10

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

Nonstop1h 49m

Chicago Midway

Sun 26/10

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

Nonstop1h 42m

C$ 218

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sun 12/10

3:25 p.m.-8:22 p.m.

1 stop5h 57m

Chicago O'Hare Intl

Sat 18/10

10:40 a.m.-4:45 p.m.

1 stop5h 05m

C$ 226

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 10/9

7:35 a.m.-2:06 p.m.

1 stop7h 31m

Chicago O'Hare Intl

Wed 17/9

6:00 a.m.-12:04 p.m.

1 stop5h 04m

C$ 255

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Wed 10/9

2:50 p.m.-6:37 p.m.

1 stop4h 47m

Chicago Midway

Wed 17/9

9:20 a.m.-6:28 p.m.

1 stop8h 08m

C$ 292

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 12/10

12:15 p.m.-6:14 p.m.

1 stop6h 59m

Chicago O'Hare Intl

Wed 15/10

10:30 a.m.-3:18 p.m.

1 stop3h 48m

C$ 302

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/7

Showing 1-10 of 50 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 12 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 Monday (61 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (35 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$ 131
United Airlines
United Airlines
From C$ 88
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 United 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 29 July 2025.
See what other customers who have flown with Porter Airlines,Delta, andAir Transat 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
8.0
Very good
317 reviews
Check prices

Crew

8.7

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
317 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Crew

8.7

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Delta
8.0
Very good
7,977 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Crew

8.7

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Transat
7.7
Good
424 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Crew

8.7

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
United Airlines
7.4
Good
8,899 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Crew

8.7

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
American Airlines
7.2
Good
10,000 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Crew

8.7

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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$ 54, while round-trip flights cost around C$ 102.

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

    A round-trip flight to Illinois will typically cost around C$ 224, however they can be found for as little as C$ 75.

  • 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.

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

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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