$99+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
Feb 27 — Mar 61
1 adult, Economy
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Cheapest flights from Canada to IllinoisExplore 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 January 28, 2026.
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 January 28, 2026.
This Air Canada deal was found by Cheapflights users on 1/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:25 pm
YUL
- ORD
Nonstop2h 45m
Air Canada
Mon 3/3012:50 pm
ORD
- YUL
Nonstop2h 15m
Air Canada
Deal found 1/26![Air Canada logo]()
$182
This oojo deal was found by Cheapflights users on 1/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/110:35 am
YUL
- MDW
1 stop7h 15m
Porter Airlines
Mon 5/410:25 am
MDW
- YUL
1 stop5h 50m
Porter Airlines
Deal found 1/28![Porter Airlines logo]()
$183
This Air Canada deal was found by Cheapflights users on 1/28. 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 5/16:30 pm
YUL
- ORD
Nonstop2h 38m
Air Canada
Mon 5/48:45 am
ORD
- YUL
Nonstop2h 15m
Air Canada
Deal found 1/28![Air Canada logo]()
$184
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/194:45 pm
YUL
- ORD
Nonstop3h 00m
United Airlines
Sat 2/218:50 am
ORD
- YUL
1 stop5h 26m
United Airlines
Deal found 1/27![United Airlines logo]()
$185
This Trip.com deal was found by Cheapflights users on 1/27. 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 6/46:30 am
YUL
- MDW
1 stop4h 10m
Porter Airlines
Sun 6/710:25 am
MDW
- YUL
1 stop5h 50m
Porter Airlines
Deal found 1/27![Porter Airlines logo]()
$186
This Ticket deal was found by Cheapflights users on 1/26. 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 Ticket is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/192:15 pm
YYZ
- ORD
Nonstop1h 55m
Air Canada
Mon 2/238:00 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Deal found 1/26![Air Canada logo]()
$187
This Mytrip deal was found by Cheapflights users on 1/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/129:15 am
YTZ
- MDW
Nonstop1h 50m
Multiple Airlines
Thu 3/194:15 pm
MDW
- YTZ
Nonstop1h 42m
Multiple Airlines
Deal found 1/26![Multiple Airlines logo]()
$188
This United Airlines deal was found by Cheapflights users on 1/28. 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.
Thu 2/196:45 am
YYZ
- ORD
Nonstop2h 15m
United Airlines
Mon 2/239:15 pm
ORD
- YYZ
Nonstop1h 44m
United Airlines
Deal found 1/28![United Airlines logo]()
$189
This Trip.com deal was found by Cheapflights users on 1/27. 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 6/118:15 am
YUL
- ORD
Nonstop2h 38m
Air Canada
Sun 6/148:45 am
ORD
- YUL
Nonstop2h 15m
Air Canada
Deal found 1/27![Air Canada logo]()
$190
This SmartFares deal was found by Cheapflights users on 1/26. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/224:00 pm
YTZ
- MDW
Nonstop1h 50m
Air Transat
Sun 5/2410:25 am
MDW
- YTZ
Nonstop1h 40m
Air Transat
Deal found 1/26![Air Transat logo]()
$191
This Kissandfly.com deal was found by Cheapflights users on 1/27. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/198:45 am
YYZ
- ORD
Nonstop2h 05m
Lufthansa
Mon 2/236:28 pm
ORD
- YYZ
Nonstop1h 53m
Lufthansa
Deal found 1/27![Lufthansa logo]()
$192
This Booking.com deal was found by Cheapflights users on 1/25. 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.
Fri 6/128:15 am
YUL
- ORD
Nonstop2h 38m
Air Canada
Sun 6/148:45 am
ORD
- YUL
Nonstop2h 15m
Air Canada
Deal found 1/25![Air Canada logo]()
$192
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 January 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $182 (Air Canada) |
One-way from | $99 (Kiwi.com) |
Popular in | January |
Cheapest in | July |
Average price | $293 |
Good round-trip deal | $185 or less |
Good one-way deal | $122 or less |
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 January 28, 2026.
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
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Thu 3/12
9:15 am-10:05 am
Nonstop1h 50m
Chicago Midway
Thu 3/19
4:15 pm-6:57 pm
Nonstop1h 42m
$188
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 6/20
9:00 pm-10:05 pm
Nonstop2h 05m
Chicago O'Hare Intl
Tue 6/23
9:15 pm-11:59 pm
Nonstop1h 44m
$189
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 3/26
8:45 am-9:50 am
Nonstop2h 05m
Chicago O'Hare Intl
Sun 3/29
9:05 am-11:49 am
Nonstop1h 44m
$189
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 5/6
8:50 am-9:50 am
Nonstop2h 00m
Chicago O'Hare Intl
Sat 5/9
9:15 pm-11:59 pm
Nonstop1h 44m
$189
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Wed 5/20
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Mon 5/25
5:35 pm-8:15 pm
Nonstop1h 40m
$196
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Tue 3/10
7:00 am-11:18 am
1 stop5h 18m
Chicago O'Hare Intl
Tue 3/31
12:50 pm-7:52 pm
1 stop6h 02m
$196
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Thu 2/19
9:20 am-10:10 am
Nonstop1h 50m
Chicago Midway
Mon 2/23
11:05 am-1:47 pm
Nonstop1h 42m
$199
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 2/17
9:00 pm-10:04 pm
Nonstop2h 04m
Chicago O'Hare Intl
Tue 2/24
2:30 pm-9:24 pm
1 stop5h 54m
$199
MontrealChicago
YUL - ORD
YULORD
Montreal Pierre Elliott Trudeau Intl
Thu 2/19
7:00 am-11:38 am
1 stop5h 38m
Chicago O'Hare Intl
Sat 2/21
1:02 pm-7:48 pm
1 stop5h 46m
$201
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Tue 6/2
10:35 am-4:50 pm
1 stop7h 15m
Chicago Midway
Fri 6/5
10:25 am-5:15 pm
1 stop5h 50m
$205
Showing 1-10 of 60 results
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 $136). 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 January 28, 2026.
It’s typically best to fly out from Canada to Illinois in the afternoon. Doing so could potentially save you 21% on the flight price compared to flying in the evening, 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 January 24, 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. 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 January 28, 2026.
The most flights from CA0 to USIL are scheduled on a Monday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (47 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 January 28, 2026.
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.
Entertainment
6.9
Crew
8.6
Comfort
7.9
Boarding
8.2
Food
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Entertainment
6.9
Crew
8.6
Comfort
7.9
Boarding
8.2
Food
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Entertainment
6.9
Crew
8.6
Comfort
7.9
Boarding
8.2
Food
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Entertainment
6.9
Crew
8.6
Comfort
7.9
Boarding
8.2
Food
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Entertainment
6.9
Crew
8.6
Comfort
7.9
Boarding
8.2
Food
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Entertainment
6.9
Crew
8.6
Comfort
7.9
Boarding
8.2
Food
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
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.
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 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 January 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$80 | Average$303 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$83 | Average$400 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$90 | Average$399 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$138 | Average$237 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$167 | Average$371 | FlexibilityNo cancel fee | On-time71% |