C$ 163+ 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 22/2. Fares are subject to change and may not be available on all flights or dates of travel.
— ORD
25 Feb — 4 Mar1
1 adult
1 adult, Economy, 0 bags

Flights to Illinois in 2026

Enter your travel dates to find the best prices.

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 26 January 2026.

Thu 19/22:15 p.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Mon 23/28:00 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 26/1C$ 256
Thu 12/39:15 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Thu 19/34:15 p.m.
MDW
-
YTZ
Nonstop1h 42m
Multiple Airlines
Deal found 26/1C$ 257
Wed 18/210:00 a.m.
YYZ
-
ORD
1 stop5h 55m
Air Canada
Sat 21/27:15 a.m.
ORD
-
YYZ
1 stop5h 25m
Air Canada
Deal found 26/1C$ 259
Thu 19/23:30 p.m.
YYZ
-
ORD
Nonstop2h 09m
United Airlines
Mon 23/26:28 p.m.
ORD
-
YYZ
Nonstop1h 53m
United Airlines
Deal found 26/1C$ 260
Wed 11/39:15 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Wed 18/311:00 a.m.
MDW
-
YTZ
Nonstop1h 42m
Multiple Airlines
Deal found 25/1C$ 264
Tue 17/39:15 a.m.
YTZ
-
MDW
Nonstop1h 50m
Air Transat
Sun 22/34:15 p.m.
MDW
-
YTZ
Nonstop1h 42m
Air Transat
Deal found 24/1C$ 270
Thu 19/29:20 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Mon 23/211:05 a.m.
MDW
-
YTZ
Nonstop1h 42m
Multiple Airlines
Deal found 25/1C$ 273
Thu 19/26:00 a.m.
YYZ
-
ORD
Nonstop2h 15m
American Airlines
Mon 23/26:08 a.m.
ORD
-
YYZ
1 stop4h 43m
American Airlines
Deal found 26/1C$ 274
Tue 10/29:20 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Thu 26/211:05 a.m.
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 24/1C$ 275
Sun 15/22:30 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Sat 21/212:50 p.m.
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 25/1C$ 277
Sun 15/22:30 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Tue 17/211:05 a.m.
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Deal found 26/1C$ 278
Mon 23/24:08 p.m.
YYZ
-
ORD
1 stop6h 10m
American Airlines
Wed 25/28:15 a.m.
ORD
-
YYZ
Nonstop1h 44m
American Airlines
Deal found 23/1C$ 281

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 26 January 2026
Explore Illinois

Find flight deals to Illinois

Find the latest flights to Illinois in 2026, 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 26 January 2026.

Round-trip from

C$ 256

One-way from

C$ 163

Popular in

January

Cheapest in

July

Average price

C$ 401

Good round-trip deal

C$ 263 or less

Good one-way deal

C$ 188 or less
Air Canada
  • Air Canada
  • 19/2-23/2
  • Nonstop
  • 3h 35m total
  • Toronto to Chicago
Air Canada
  • Air Canada
  • 22/2
  • Nonstop
  • 1h 58m total
  • Toronto to Illinois
Highest demand for flights based on searches. 10% potential increase in price (C$ 42 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease (C$ 6 potential savings vs. average RT price).
Average for round-trip flights in January 2026
Price to beat on a round-trip flight from Toronto to Illinois.
Price to beat on a one-way flight from Toronto to Illinois.

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 26 January 2026.
Use the filters below to find and compare flights to Illinois that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 17/2

9:00 p.m.-10:04 p.m.

Nonstop2h 04m

Chicago O'Hare Intl

Sat 28/3

6:25 p.m.-9:18 p.m.

Nonstop1h 53m

C$ 260

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 18/2

3:30 p.m.-4:39 p.m.

Nonstop2h 09m

Chicago O'Hare Intl

Sun 29/3

7:04 a.m.-9:54 a.m.

Nonstop1h 50m

C$ 260

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 12/3

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$ 268

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 17/3

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

Nonstop1h 50m

Chicago Midway

Sun 22/3

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

Nonstop1h 42m

C$ 270

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 19/2

9:20 a.m.-10:10 a.m.

Nonstop1h 50m

Chicago Midway

Mon 16/3

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

Nonstop1h 42m

C$ 282

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 19/2

9:20 a.m.-10:10 a.m.

Nonstop1h 50m

Chicago Midway

Sat 14/3

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

Nonstop1h 42m

C$ 282

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 23/2

9:20 a.m.-10:10 a.m.

Nonstop1h 50m

Chicago Midway

Tue 24/2

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

C$ 289

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 1/6

7:20 p.m.-8:16 p.m.

Nonstop1h 56m

Chicago O'Hare Intl

Mon 15/6

7:25 a.m.-10:06 a.m.

Nonstop1h 41m

C$ 290

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 17/2

6:15 a.m.-9:41 a.m.

1 stop4h 26m

Chicago O'Hare Intl

Tue 31/3

9:50 a.m.-3:08 p.m.

1 stop4h 18m

C$ 294

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 16/2

12:11 p.m.-4:41 p.m.

1 stop5h 30m

Chicago O'Hare Intl

Thu 2/4

9:50 a.m.-3:08 p.m.

1 stop4h 18m

C$ 294

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/1

Showing 1-10 of 32 results
1
2
3
4

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 5 hours 26 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 24 January 2026.

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

Weekly flight availability to Illinois

The most flights from Toronto to Illinois are scheduled on a Monday (63 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (47 on average).

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 26 January 2026.
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.

Overall

7.9

Entertainment

6.9

Food

7.5

Boarding

8.2

Crew

8.6

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Overall

7.9

Entertainment

6.9

Food

7.5

Boarding

8.2

Crew

8.6

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Overall

7.9

Entertainment

6.9

Food

7.5

Boarding

8.2

Crew

8.6

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Overall

7.9

Entertainment

6.9

Food

7.5

Boarding

8.2

Crew

8.6

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Overall

7.9

Entertainment

6.9

Food

7.5

Boarding

8.2

Crew

8.6

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Overall

7.9

Entertainment

6.9

Food

7.5

Boarding

8.2

Crew

8.6

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

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, Porter Airlines 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$ 57, while round-trip flights cost around C$ 114.

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

    A round-trip flight to Illinois will typically cost around C$ 378, however they can be found for as little as C$ 114.

  • 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 50 minutes).

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 to Illinois?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Illinois today with Cheapflights!

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

Cheapflights helps you find that perfect flight to Illinois by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights to Illinois with no change fees?

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.