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$92+ Cheap flights from Canada 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Canada to Illinois

Keep the following information in mind while searching for Canada to Illinois flight deals. Data was last updated March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$132
(Kiwi.com)

One-way from

$92
(Justfly.com)

Popular in

December

Cheapest in

April

Average price

$278

Good round-trip deal

$118 or less

Good one-way deal

$119 or less
Provider with most accurate pricing for Toronto (YTO)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Toronto (YTO)-Chicago (CHI) flights.
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From Canada to Illinois
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One-way flight from Canada to Illinois
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Highest demand for flights based on searches. 4% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Canada to Illinois.
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Price to beat on a one-way flight from Canada to Illinois.
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Find flight deals from Canada to Illinois

Cheapest flights from Canada to Illinois
Explore the most affordable flight options available from Canada to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/312:15 pmYYC - ORD
Nonstop3h 29mWestJet
Fri 5/95:30 pmORD - YYC
Nonstop3h 49mWestJet
Deal found 3/26$132
This Vliegwinkel deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/312:43 pmYYC - ORD
Nonstop3h 27mLufthansa
Fri 5/94:00 pmORD - YYC
1 stop8h 08mLufthansa
Deal found 3/26$176
This United Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/111:30 pmYYC - ORD
1 stop6h 47mUnited Airlines
Tue 5/132:35 pmORD - YYC
1 stop8h 13mUnited Airlines
Deal found 3/26$177
This Vliegwinkel deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/36:15 amYYC - ORD
1 stop11h 07mAir Canada
Fri 5/94:00 pmORD - YYC
1 stop8h 08mAir Canada
Deal found 3/26$187
This Booking.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/312:43 pmYYC - ORD
Nonstop3h 27mMultiple Airlines
Fri 5/95:30 pmORD - YYC
Nonstop3h 49mMultiple Airlines
Deal found 3/27$197
This Trip.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1911:10 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Sun 4/205:35 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 3/27$197
This Trip.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/16:00 amYVR - ORD
1 stop8h 44mWestJet
Sun 5/45:30 pmORD - YVR
1 stop8h 40mWestJet
Deal found 3/27$203
This Ticket deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ticket is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/192:45 pmYYZ - ORD
Nonstop2h 06mAir Canada
Sun 4/207:20 amORD - YYZ
1 stop5h 19mAir Canada
Deal found 3/27$207
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/146:45 amYYC - ORD
2 stops13h 05mDelta
Wed 5/71:40 pmORD - YYC
1 stop10h 21mDelta
Deal found 3/26$219
This American Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/126:29 amYYC - ORD
Nonstop3h 25mAmerican Airlines
Sun 6/158:25 pmORD - YYC
Nonstop4h 00mAmerican Airlines
Deal found 3/26$220
This Booking.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/299:30 amYTZ - MDW
Nonstop1h 50mAir Transat
Sat 5/39:40 amMDW - YTZ
Nonstop1h 42mAir Transat
Deal found 3/27$223
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2312:54 pmYYZ - MDW
1 stop5h 25mDelta
Wed 4/305:59 pmMDW - YYZ
1 stop3h 56mDelta
Deal found 3/26$224

Cheapflights Fare Finder

Customize your flight search to find flights from Canada 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 2,558,603 searches. Data last updated March 28, 2025.
Use the filters below to find and compare flights from Canada to Illinois that are best for you.

Fly from

Canada

Fly to

Illinois

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 5/3

12:15 pm-4:44 pm

Nonstop3h 29m

Chicago O'Hare Intl

Fri 5/9

5:30 pm-8:19 pm

Nonstop3h 49m

$132

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 5/3

12:43 pm-5:10 pm

Nonstop3h 27m

Chicago O'Hare Intl

Fri 5/9

4:00 pm-11:08 pm

1 stop8h 08m

$176

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 5/11

1:30 pm-9:17 pm

1 stop6h 47m

Chicago O'Hare Intl

Tue 5/13

2:35 pm-9:48 pm

1 stop8h 13m

$177

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 5/3

6:15 am-6:22 pm

1 stop11h 07m

Chicago O'Hare Intl

Fri 5/9

4:00 pm-11:08 pm

1 stop8h 08m

$187

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 5/3

12:43 pm-5:10 pm

Nonstop3h 27m

Chicago O'Hare Intl

Fri 5/9

5:30 pm-8:19 pm

Nonstop3h 49m

$197

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sat 4/19

11:10 am-12:00 pm

Nonstop1h 50m

Chicago Midway

Sun 4/20

5:35 pm-8:17 pm

Nonstop1h 42m

$197

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 5/1

6:00 am-4:44 pm

1 stop8h 44m

Chicago O'Hare Intl

Sun 5/4

5:30 pm-12:10 am

1 stop8h 40m

$203

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 4/19

2:45 pm-3:51 pm

Nonstop2h 06m

Chicago O'Hare Intl

Sun 4/20

7:20 am-1:39 pm

1 stop5h 19m

$207

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 4/14

6:45 am-8:50 pm

2 stops13h 05m

Chicago O'Hare Intl

Wed 5/7

1:40 pm-11:01 pm

1 stop10h 21m

$219

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 6/12

6:29 am-10:54 am

Nonstop3h 25m

Chicago O'Hare Intl

Sun 6/15

8:25 pm-11:25 pm

Nonstop4h 00m

$220

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

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

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

What is the cheapest month to book a flight from Canada to Illinois?

Currently, August is the cheapest month in which you can book a flight from Canada to Illinois (average of $245). Flying from Canada to Illinois in March is currently the most expensive (average of $323). 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 CA to IL?

Find hourly flight availability from Canada 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 March 28, 2025.

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

Weekly flight availability from Canada to Illinois

Explore weekly flight availability from Canada 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 March 28, 2025.

The most flights from CA0 to USIL are scheduled on a Thursday (53 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).

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 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 March 28, 2025.
To help decide which airline to fly from Canada to Illinois, see what other customers have to say about Alaska Airlines, Delta and Porter Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,798 reviews

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,798 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,897 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Porter Airlines
7.9
Good
276 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Air Transat
7.8
Good
381 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,603 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Canada to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Canada to Illinois one-way?

    The cheapest airlines for a one-way flight from Canada to Illinois are WestJet ($92), American Airlines ($99), and Air Canada ($108).

  • Can I find deals for flights from Canada to Illinois that include hotel bookings?

    Yes. In addition to deals on Canada to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Canada to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Canada to Illinois.

  • Can I find deals for business class flights from Canada to Illinois?

    Yes. Cheapflights offers flight deals from Canada 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 Canada to Illinois?

    Currently, August is the cheapest month in which you can book a flight from Canada to Illinois (average of $245). Flying from Canada to Illinois in March is currently the most expensive (average of $323). 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 Canada 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 Canada to Illinois

Discover the top 5 airlines that operate flights from Canada 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 2,558,603 searches. Data last updated March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$112Average$486FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$129Average$455FlexibilityNo cancel feeOn-time67%
WestJetCheapest$139Average$314FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$166Average$380FlexibilityNo cancel feeOn-time71%
Porter AirlinesCheapest$170Average$311FlexibilityNo cancel feeOn-time52%
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