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Illinois

$89+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

This FlightHub deal was found by Cheapflights users on 12/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/276:45 amYUL - MDW
1 stop4h 20mPorter Airlines
Mon 2/2311:00 amMDW - YUL
1 stop5h 45mPorter Airlines
Deal found 12/13$196
This Air Canada deal was found by Cheapflights users on 12/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/185:35 amYYC - ORD
1 stop13h 10mAir Canada
Wed 1/78:00 amORD - YYC
1 stop10h 04mAir Canada
Deal found 12/15$262
This United Airlines deal was found by Cheapflights users on 12/14. 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.
Wed 12/316:40 pmYYZ - ORD
1 stop5h 55mUnited Airlines
Wed 3/256:25 pmORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 12/14$268
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Mon 12/299:00 amYYZ - ORD
Nonstop2h 05mUnited Airlines
Sun 4/54:43 pmORD - YYZ
Nonstop1h 54mUnited Airlines
Deal found 12/13$277
This United Airlines deal was found by Cheapflights users on 12/14. 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.
Wed 12/316:40 pmYYZ - ORD
1 stop5h 55mUnited Airlines
Tue 3/241:06 pmORD - YYZ
1 stop4h 51mUnited Airlines
Deal found 12/14$278
This United Airlines deal was found by Cheapflights users on 12/14. 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.
Wed 12/316:40 pmYYZ - ORD
1 stop5h 55mUnited Airlines
Fri 3/274:30 pmORD - YYZ
1 stop5h 50mUnited Airlines
Deal found 12/14$282
This United Airlines deal was found by Cheapflights users on 12/14. 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.
Wed 12/316:40 pmYYZ - ORD
1 stop5h 55mUnited Airlines
Sun 1/48:46 pmORD - YYZ
1 stop10h 49mUnited Airlines
Deal found 12/14$291
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Wed 12/317:40 pmYYZ - ORD
1 stop5h 04mUnited Airlines
Sat 4/43:00 pmORD - YYZ
Nonstop1h 58mUnited Airlines
Deal found 12/13$297
This FlightHub deal was found by Cheapflights users on 12/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Fri 1/24:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 12/12$304
This FlightHub deal was found by Cheapflights users on 12/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:45 amYUL - MDW
1 stop4h 20mPorter Airlines
Sun 1/411:05 amMDW - YUL
1 stop5h 40mPorter Airlines
Deal found 12/14$305
This Trip.com deal was found by Cheapflights users on 12/14. 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.
Wed 12/319:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Sun 1/411:05 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 12/14$308
This FlightHub deal was found by Cheapflights users on 12/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:30 pmYTZ - MDW
Nonstop1h 50mPorter Airlines
Thu 1/1511:05 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 12/13$309

Find flight deals from Canada to Illinois

Keep the following information in mind while searching for Canada to Illinois flight deals. Data was last updated December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$155
(Booking.com)

One-way from

$89
(Mytrip)

Popular in

December

Cheapest in

July

Average price

$321

Good round-trip deal

$195 or less

Good one-way deal

$117 or less
Provider with most accurate pricing for Toronto (YTO)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Toronto (YTO)-Chicago (CHI) flights.
Search Deals
From Canada to Illinois
Search Deals
One-way flight from Canada to Illinois
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Canada to Illinois.
Search Deals
Price to beat on a one-way flight from Canada to Illinois.
Search Deals

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 December 15, 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

Wed 1/28

5:35 am-3:10 pm

1 stop8h 35m

Chicago O'Hare Intl

Wed 2/4

7:15 am-8:19 pm

2 stops14h 04m

$167

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 2/19

5:35 am-3:10 pm

1 stop8h 35m

Chicago O'Hare Intl

Sat 2/28

3:55 pm-12:14 am

1 stop9h 19m

$176

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 2/20

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Mon 2/23

11:00 am-1:42 pm

Nonstop1h 42m

$179

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 1/16

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

Mon 1/19

2:20 pm-5:15 pm

Nonstop3h 55m

$181

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 2/8

11:00 am-12:08 pm

Nonstop2h 08m

Chicago O'Hare Intl

Mon 2/16

6:28 pm-9:21 pm

Nonstop1h 53m

$186

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 1/29

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Thu 2/5

11:05 am-1:47 pm

Nonstop1h 42m

$186

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 2/24

10:51 am-12:00 pm

Nonstop2h 09m

Chicago O'Hare Intl

Fri 2/27

6:28 pm-9:21 pm

Nonstop1h 53m

$186

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 2/9

9:00 pm-10:05 pm

Nonstop2h 05m

Chicago O'Hare Intl

Mon 2/16

9:15 pm-11:59 pm

Nonstop1h 44m

$186

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 2/5

9:00 am-10:06 am

Nonstop2h 06m

Chicago O'Hare Intl

Sun 2/8

7:10 am-9:58 am

Nonstop1h 48m

$186

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 2/4

3:30 pm-4:28 pm

Nonstop1h 58m

Chicago O'Hare Intl

Fri 2/6

9:15 pm-11:59 pm

Nonstop1h 44m

$186

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

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, April is the cheapest month in which you can book a flight from Canada to Illinois (average of $82). Flying from Canada to Illinois in December is currently the most expensive (average of $135). 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 December 15, 2025.

It’s typically best to fly out from Canada to Illinois in the afternoon. Doing so could potentially save you 26% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Canada to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Canada to Illinois. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Canada to Illinois flight should consider departing on Thursday mornings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 15, 2025.

The most flights from CA0 to USIL are scheduled on a Monday (60 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (14 on average).

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 December 15, 2025.
Read through reviews of airlines operating flights from Canada to Illinois, such as Porter Airlines, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
399 reviews

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.6

Overall

8.0

Entertainment

7.0

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
Porter Airlines
8.0
Very good
399 reviews
Porter Airlines
8.0
Very good
399 reviews

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.6

Overall

8.0

Entertainment

7.0

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
United Airlines
7.4
Good
9,092 reviews
Porter Airlines
8.0
Very good
399 reviews

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.6

Overall

8.0

Entertainment

7.0

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
American Airlines
7.2
Good
11,049 reviews
Porter Airlines
8.0
Very good
399 reviews

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.6

Overall

8.0

Entertainment

7.0

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
WestJet
7.2
Good
3,202 reviews
Porter Airlines
8.0
Very good
399 reviews

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.6

Overall

8.0

Entertainment

7.0

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
Air Canada
7.1
Good
10,526 reviews
Porter Airlines
8.0
Very good
399 reviews

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.6

Overall

8.0

Entertainment

7.0

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

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.

  • How long is the flight from Canada to Illinois?

    Departing from Canada to Illinois will take you 1h 50m. The distance between Canada and Illinois is about 442 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 Porter Airlines ($79), WestJet ($94), and Air Canada ($100).

  • 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, April is the cheapest month in which you can book a flight from Canada to Illinois (average of $82). Flying from Canada to Illinois in December is currently the most expensive (average of $135). 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

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.

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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$101Average$410FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$110Average$395FlexibilityNo cancel feeOn-time69%
WestJetCheapest$138Average$244FlexibilityNo cancel feeOn-time60%
Porter AirlinesCheapest$158Average$327FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$167Average$377FlexibilityNo cancel feeOn-time71%

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