Illinois

$135+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
Jul 13 — Jul 201
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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 June 13, 2026.

This Air Canada deal was found by Cheapflights users on 6/10. 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.
Fri 9/46:55 pm
YYZ
-
ORD
Nonstop1h 57m
Air Canada
Sun 9/68:40 pm
ORD
-
YYZ
Nonstop1h 45m
Air Canada
Deal found 6/10$206
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Sun 6/288:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Mon 6/293:20 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/11$206
This Air Canada deal was found by Cheapflights users on 6/8. 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.
Tue 6/3012:15 pm
YTZ
-
ORD
Nonstop2h 04m
Air Canada
Thu 7/22:00 pm
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Deal found 6/8$206
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Fri 10/25:27 pm
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Mon 10/58:50 am
ORD
-
YYZ
Nonstop1h 59m
United Airlines
Deal found 6/9$207
This FlightHub deal was found by Cheapflights users on 6/9. 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.
Fri 9/1110:05 am
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Mon 9/143:20 pm
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/9$207
This Trip.com deal was found by Cheapflights users on 6/10. 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 6/252:00 pm
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Sun 6/283:45 pm
ORD
-
YYZ
Nonstop1h 46m
Air Canada
Deal found 6/10$208
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/268:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Sun 8/210:20 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/11$208
This Justfly.com deal was found by Cheapflights users on 6/8. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:40 pm
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Wed 9/163:20 pm
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/8$208
This Air Canada deal was found by Cheapflights users on 6/8. 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.
Fri 9/44:00 pm
YYZ
-
ORD
1 stop5h 05m
Air Canada
Mon 9/79:50 am
ORD
-
YYZ
Nonstop1h 45m
Air Canada
Deal found 6/8$209
This FlightHub deal was found by Cheapflights users on 6/8. 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.
Wed 9/238:40 pm
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Mon 9/287:00 am
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/8$209
This Porter Airlines deal was found by Cheapflights users on 6/11. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/128:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Mon 7/2710:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/11$210
This Air Canada deal was found by Cheapflights users on 6/10. 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 7/912:15 pm
YTZ
-
ORD
Nonstop2h 04m
Air Canada
Sun 7/127:25 am
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Deal found 6/10$210

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 June 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$206
(Air Canada)

One-way from

$135
(Mytrip)

Popular in

May

Cheapest in

September

Average price

$280

Good round-trip deal

$224 or less

Good one-way deal

$134 or less
Provider with most accurate pricing for Toronto (YTO)-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Toronto (YTO)-Chicago (CHI) flights.
From Canada to Illinois
One-way flight from Canada to Illinois
Highest demand for flights based on searches. 6% potential increase in price ($16 potential increase over avg. RT price).
Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).
Average for round-trip flights in June 2026
Price to beat on a round-trip flight from Canada to Illinois.
Price to beat on a one-way flight from Canada to Illinois.

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 June 13, 2026.
Use the filters below to find and compare flights from Canada to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 8/14

1:45 pm-2:35 pm

Nonstop1h 50m

Chicago Midway

Sun 8/16

10:20 am-1:00 pm

Nonstop1h 40m

$208

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 7/20

12:15 pm-1:19 pm

Nonstop2h 04m

Chicago O'Hare Intl

Thu 7/23

2:00 pm-4:42 pm

Nonstop1h 42m

$210

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 7/10

1:45 pm-2:35 pm

Nonstop1h 50m

Chicago Midway

Tue 7/28

3:20 pm-6:00 pm

Nonstop1h 40m

$210

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 7/10

1:45 pm-2:35 pm

Nonstop1h 50m

Chicago Midway

Wed 7/29

10:25 am-1:05 pm

Nonstop1h 40m

$210

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sun 7/12

8:50 am-9:40 am

Nonstop1h 50m

Chicago Midway

Wed 7/29

3:20 pm-6:00 pm

Nonstop1h 40m

$210

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sat 7/4

8:50 am-9:40 am

Nonstop1h 50m

Chicago Midway

Sat 7/11

10:25 am-1:05 pm

Nonstop1h 40m

$222

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 10/2

7:43 pm-11:32 pm

1 stop4h 49m

Chicago O'Hare Intl

Mon 10/5

8:50 am-7:02 pm

1 stop9h 12m

$232

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 7/9

7:20 pm-8:16 pm

Nonstop1h 56m

Chicago O'Hare Intl

Sun 7/12

7:25 am-10:06 am

Nonstop1h 41m

$238

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 6/30

12:15 pm-1:10 pm

Nonstop1h 55m

Chicago O'Hare Intl

Thu 7/9

8:40 am-6:42 pm

1 stop9h 02m

$238

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 7/13

8:50 am-9:40 am

Nonstop1h 50m

Chicago Midway

Fri 7/31

3:20 pm-6:00 pm

Nonstop1h 40m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $255). Flying from Canada to Illinois in June is currently the most expensive (average of $363). 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 June 13, 2026.

It’s typically best to fly out from Canada to Illinois in the morning. Doing so could potentially save you 24% on the flight price compared to flying at noon, which is usually more expensive.

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 June 13, 2026.

The most flights from CA0 to USIL are scheduled on a Tuesday (67 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (55 on average).

How far ahead should I book a flight from Canada to Illinois?

The price you pay for your flight from Canada to Illinois may vary depending on when you book. For the best chance of a lower fare, look to book 83 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 June 8, 2026.

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

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 June 13, 2026.
Read through reviews of airlines operating flights from Canada to Illinois, such as Porter Airlines,United Airlines, andWestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.

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 WestJet ($92), Porter Airlines ($97), and Air Canada ($98).

  • 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 $255). Flying from Canada to Illinois in June is currently the most expensive (average of $363). 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

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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.

Top 6 airlines flying from Canada to Illinois

Discover the top 6 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 June 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$90Average$445FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$134Average$417FlexibilityNo cancel feeOn-time67%
WestJetCheapest$137Average$314FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$167Average$371FlexibilityNo cancel feeOn-time71%
Porter AirlinesCheapest$232Average$405FlexibilityNo cancel feeOn-time52%
DeltaCheapest$241Average$288FlexibilityNo cancel feeOn-timeN/A

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