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$98+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
avr. 22 — avr. 291
mar. 4/22
mar. 4/29
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 avril 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$135
(Kiwi.com)

One-way from

$98
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$249

Good round-trip deal

$122 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 ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).
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Average for round-trip flights in April 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 avril 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
sam. 5/2412:15 pmYYC - ORD
Nonstop3h 29mWestJet
sam. 5/315:30 pmORD - YYC
Nonstop3h 49mWestJet
Deal found 4/16$130
This Flightnetwork deal was found by Cheapflights users on 4/16. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 5/38:10 amYYC - ORD
1 stop7h 38mMultiple Airlines
ven. 5/95:30 pmORD - YYC
Nonstop3h 49mMultiple Airlines
Deal found 4/16$154
This Air Canada deal was found by Cheapflights users on 4/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 5/248:30 amYYC - ORD
Nonstop3h 33mAir Canada
sam. 5/315:55 pmORD - YYC
1 stop8h 08mAir Canada
Deal found 4/16$159
This United Airlines deal was found by Cheapflights users on 4/16. 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.
ven. 5/212:43 pmYYC - ORD
Nonstop3h 27mUnited Airlines
mer. 5/75:05 amORD - YYC
1 stop9h 48mUnited Airlines
Deal found 4/16$178
This eDestinos deal was found by Cheapflights users on 4/17. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 8/68:30 amYWG - ORD
1 stop8h 14mWestJet
lun. 8/185:30 pmORD - YWG
1 stop26h 46mWestJet
Deal found 4/17$184
This Air Canada deal was found by Cheapflights users on 4/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 8/278:40 amYVR - ORD
Nonstop4h 09mAir Canada
lun. 9/15:00 amORD - YVR
1 stop7h 20mAir Canada
Deal found 4/16$191
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 5/107:55 amYTZ - MDW
Nonstop1h 50mPorter Airlines
ven. 9/59:15 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 4/17$195
This Vakatrip deal was found by Cheapflights users on 4/16. 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 Vakatrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 5/912:00 pmYYZ - ORD
Nonstop1h 55mAir Canada
dim. 5/119:35 amORD - YYZ
Nonstop1h 40mAir Canada
Deal found 4/16$201
This United Airlines deal was found by Cheapflights users on 4/16. 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.
jeu. 5/222:45 pmYYZ - ORD
Nonstop2h 05mUnited Airlines
mar. 5/273:50 pmORD - YYZ
Nonstop1h 42mUnited Airlines
Deal found 4/16$205
This United deal was found by Cheapflights users on 4/16. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 5/49:00 amYYZ - ORD
Nonstop2h 01mMultiple Airlines
dim. 5/117:10 amORD - YYZ
Nonstop1h 48mMultiple Airlines
Deal found 4/16$215
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
ven. 5/2310:35 pmYVR - ORD
2 stops16h 09mWestJet
sam. 5/315:30 pmORD - YVR
1 stop8h 40mWestJet
Deal found 4/15$216
This Trip.com deal was found by Cheapflights users on 4/16. 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.
sam. 5/317:55 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
sam. 6/79:40 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
Deal found 4/16$218

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 avril 17, 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

sam. 5/24

12:15 pm-4:44 pm

Nonstop3h 29m

Chicago O'Hare Intl

sam. 5/31

5:30 pm-8:19 pm

Nonstop3h 49m

$130

CalgaryChicago

YYC - ORD

YYCORD

Calgary

sam. 5/3

8:10 am-4:48 pm

1 stop7h 38m

Chicago O'Hare Intl

ven. 5/9

5:30 pm-8:19 pm

Nonstop3h 49m

$154

CalgaryChicago

YYC - ORD

YYCORD

Calgary

sam. 5/24

8:30 am-1:03 pm

Nonstop3h 33m

Chicago O'Hare Intl

sam. 5/31

5:55 pm-1:03 am

1 stop8h 08m

$159

CalgaryChicago

YYC - ORD

YYCORD

Calgary

ven. 5/2

12:43 pm-5:10 pm

Nonstop3h 27m

Chicago O'Hare Intl

mer. 5/7

5:05 am-1:53 pm

1 stop9h 48m

$178

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

mer. 8/6

8:30 am-4:44 pm

1 stop8h 14m

Chicago O'Hare Intl

lun. 8/18

5:30 pm-8:16 pm

1 stop26h 46m

$184

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

sam. 5/10

7:55 am-8:45 am

Nonstop1h 50m

Chicago Midway

ven. 9/5

9:15 am-11:57 am

Nonstop1h 42m

$195

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

ven. 5/9

12:00 pm-12:55 pm

Nonstop1h 55m

Chicago O'Hare Intl

dim. 5/11

9:35 am-12:15 pm

Nonstop1h 40m

$201

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

jeu. 5/22

2:45 pm-3:50 pm

Nonstop2h 05m

Chicago O'Hare Intl

mar. 5/27

3:50 pm-6:32 pm

Nonstop1h 42m

$205

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

dim. 5/4

9:00 am-10:01 am

Nonstop2h 01m

Chicago O'Hare Intl

dim. 5/11

7:10 am-9:58 am

Nonstop1h 48m

$215

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

sam. 5/31

7:55 am-8:45 am

Nonstop1h 50m

Chicago Midway

sam. 6/7

9:40 am-12:22 pm

Nonstop1h 42m

$218

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

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 $321). 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 avril 17, 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 avril 17, 2025.

The most flights from CA0 to USIL are scheduled on a Thursday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (44 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 avril 17, 2025.
To help decide which airline to fly from Canada to Illinois, see what other customers have to say about ANA, Delta and Alaska 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.
ANA
8.3
Very good
844 reviews

Entertainment

7.9

Boarding

8.5

Crew

8.7

Overall

8.3

Comfort

8.1

Food

7.6

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

SFO - HND

Don't bother with economy, it's so small!!! I'm a small person and I was cramped in the middle seat on a 11 hour flight. Not fun. Go for business or first class for such a long flight if you can or be prepared to have trouble moving when you stand up. Also be prepared to have trouble sleeping too. Crew was awesome though, they were helpful and provided excellent service.
ANA
8.3
Very good
844 reviews
ANA
8.3
Very good
844 reviews

Entertainment

7.9

Boarding

8.5

Crew

8.7

Overall

8.3

Comfort

8.1

Food

7.6

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

SFO - HND

Don't bother with economy, it's so small!!! I'm a small person and I was cramped in the middle seat on a 11 hour flight. Not fun. Go for business or first class for such a long flight if you can or be prepared to have trouble moving when you stand up. Also be prepared to have trouble sleeping too. Crew was awesome though, they were helpful and provided excellent service.
Delta
8.0
Very good
7,917 reviews
ANA
8.3
Very good
844 reviews

Entertainment

7.9

Boarding

8.5

Crew

8.7

Overall

8.3

Comfort

8.1

Food

7.6

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

SFO - HND

Don't bother with economy, it's so small!!! I'm a small person and I was cramped in the middle seat on a 11 hour flight. Not fun. Go for business or first class for such a long flight if you can or be prepared to have trouble moving when you stand up. Also be prepared to have trouble sleeping too. Crew was awesome though, they were helpful and provided excellent service.
Alaska Airlines
8.0
Very good
9,882 reviews
ANA
8.3
Very good
844 reviews

Entertainment

7.9

Boarding

8.5

Crew

8.7

Overall

8.3

Comfort

8.1

Food

7.6

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

SFO - HND

Don't bother with economy, it's so small!!! I'm a small person and I was cramped in the middle seat on a 11 hour flight. Not fun. Go for business or first class for such a long flight if you can or be prepared to have trouble moving when you stand up. Also be prepared to have trouble sleeping too. Crew was awesome though, they were helpful and provided excellent service.
Porter Airlines
8.0
Very good
281 reviews
ANA
8.3
Very good
844 reviews

Entertainment

7.9

Boarding

8.5

Crew

8.7

Overall

8.3

Comfort

8.1

Food

7.6

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

SFO - HND

Don't bother with economy, it's so small!!! I'm a small person and I was cramped in the middle seat on a 11 hour flight. Not fun. Go for business or first class for such a long flight if you can or be prepared to have trouble moving when you stand up. Also be prepared to have trouble sleeping too. Crew was awesome though, they were helpful and provided excellent service.
Air Transat
7.8
Good
385 reviews
ANA
8.3
Very good
844 reviews

Entertainment

7.9

Boarding

8.5

Crew

8.7

Overall

8.3

Comfort

8.1

Food

7.6

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

SFO - HND

Don't bother with economy, it's so small!!! I'm a small person and I was cramped in the middle seat on a 11 hour flight. Not fun. Go for business or first class for such a long flight if you can or be prepared to have trouble moving when you stand up. Also be prepared to have trouble sleeping too. Crew was awesome though, they were helpful and provided excellent service.

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 ($98), Porter Airlines ($102), and United Airlines ($118).

  • 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 $321). 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 avril 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$112Average$426FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$123Average$456FlexibilityNo cancel feeOn-time67%
WestJetCheapest$139Average$302FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$166Average$367FlexibilityNo cancel feeOn-time71%
Porter AirlinesCheapest$170Average$341FlexibilityNo cancel feeOn-time52%

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