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C$ 165+ 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 18/6. Fares are subject to change and may not be available on all flights or dates of travel.
— ORD
4 May — 11 May1
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 April 2025.

Round-trip from

C$ 244

One-way from

C$ 165

Popular in

December

Cheapest in

March

Average price

C$ 350

Good round-trip deal

C$ 264 or less

Good one-way deal

C$ 151 or less
Porter Airlines
  • Porter Airlines
  • 22/5-26/5
  • Nonstop
  • 3h 31m total
  • Toronto to Chicago
American Airlines
  • American Airlines
  • 18/6
  • Nonstop
  • 1h 55m total
  • Toronto to Illinois
Highest demand for flights based on searches. 5% potential increase in price (C$ 27 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 April 2025
Price to beat on a round-trip flight from Toronto to Illinois.
Price to beat on a one-way flight from Toronto to Illinois.

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 April 2025
Explore Illinois

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 April 2025.

Thu 22/53:35 p.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Mon 26/59:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 29/4C$ 244
Fri 13/67:55 a.m.YTZ - MDW
Nonstop1h 50mAir Transat
Fri 20/65:50 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 29/4C$ 248
Fri 6/67:25 a.m.YTZ - ORD
1 stop4h 59mAir Canada
Sun 8/62:07 p.m.ORD - YTZ
1 stop6h 28mAir Canada
Deal found 28/4C$ 256
Sun 1/64:05 p.m.YTZ - MDW
Nonstop1h 49mMultiple Airlines
Mon 2/65:50 p.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Deal found 29/4C$ 263
Fri 30/52:10 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Sat 31/58:25 p.m.ORD - YYZ
Nonstop1h 42mAir Canada
Deal found 29/4C$ 266
Thu 29/51:15 p.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Thu 5/612:48 p.m.ORD - YYZ
1 stop4h 56mAmerican Airlines
Deal found 29/4C$ 323
Thu 12/62:10 p.m.YYZ - ORD
Nonstop1h 55mMultiple Airlines
Wed 18/62:16 p.m.ORD - YYZ
1 stop5h 48mMultiple Airlines
Deal found 29/4C$ 354
Wed 21/512:30 p.m.YYZ - MDW
1 stop6h 15mDelta
Wed 28/56:25 p.m.MDW - YYZ
1 stop3h 33mDelta
Deal found 29/4C$ 360
Wed 21/59:49 a.m.YYZ - ORD
1 stop3h 52mDelta
Fri 30/57:10 a.m.ORD - YYZ
1 stop6h 50mDelta
Deal found 29/4C$ 365
Tue 10/65:15 p.m.YTZ - ORD
1 stop14h 17mMultiple Airlines
Wed 11/69:08 p.m.ORD - YTZ
1 stop11h 22mMultiple Airlines
Deal found 28/4C$ 411
Tue 13/55:30 p.m.YYZ - ORD
Nonstop2h 00mUnited Airlines
Tue 20/59:05 p.m.ORD - YYZ
1 stop13h 54mUnited Airlines
Deal found 29/4C$ 432
Wed 21/56:03 a.m.YYZ - ORD
1 stop7h 45mWestJet
Fri 30/57:10 a.m.ORD - YYZ
1 stop6h 50mWestJet
Deal found 29/4C$ 435

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 April 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

Thu 22/5

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

Chicago Midway

Mon 26/5

9:40 a.m.-12:22 p.m.

Nonstop1h 42m

C$ 244

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 13/6

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

Nonstop1h 50m

Chicago Midway

Fri 20/6

5:50 p.m.-8:32 p.m.

Nonstop1h 42m

C$ 248

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 6/6

7:25 a.m.-11:24 a.m.

1 stop4h 59m

Chicago O'Hare Intl

Sun 8/6

2:07 p.m.-9:35 p.m.

1 stop6h 28m

C$ 256

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sun 1/6

4:05 p.m.-4:54 p.m.

Nonstop1h 49m

Chicago Midway

Mon 2/6

5:50 p.m.-8:32 p.m.

Nonstop1h 42m

C$ 263

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 30/5

2:10 p.m.-3:05 p.m.

Nonstop1h 55m

Chicago O'Hare Intl

Sat 31/5

8:25 p.m.-11:07 p.m.

Nonstop1h 42m

C$ 266

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 29/5

1:15 p.m.-2:10 p.m.

Nonstop1h 55m

Chicago O'Hare Intl

Thu 5/6

12:48 p.m.-6:44 p.m.

1 stop4h 56m

C$ 323

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 12/6

2:45 p.m.-3:50 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Tue 17/6

2:16 p.m.-9:07 p.m.

1 stop5h 51m

C$ 354

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Wed 21/5

12:30 p.m.-5:45 p.m.

1 stop6h 15m

Chicago Midway

Wed 28/5

6:25 p.m.-10:58 p.m.

1 stop3h 33m

C$ 360

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 21/5

2:30 p.m.-8:46 p.m.

1 stop7h 16m

Chicago O'Hare Intl

Mon 26/5

6:24 a.m.-11:40 a.m.

1 stop4h 16m

C$ 365

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 10/6

5:15 p.m.-6:32 a.m.

1 stop14h 17m

Chicago O'Hare Intl

Wed 11/6

9:08 p.m.-9:30 a.m.

1 stop11h 22m

C$ 411

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/4

Showing 1-10 of 58 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 7 hours 13 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 30 June 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 Tuesday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (30 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 29 April 2025.
Read through reviews of airlines servicing Illinois, such as Delta, Alaska Airlines and Porter Airlines. 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.

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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, Delta 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$ 79, while round-trip flights cost around C$ 82.

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

    A round-trip flight to Illinois will typically cost around C$ 108, however they can be found for as little as C$ 60.

  • 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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