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$82+ Cheap flights from Illinois to Canada

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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYZ
Apr 12 — Apr 191
Sun 4/12
Sun 4/19
1 adult, Economy
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Cheap flight deals from Illinois to Canada

Cheapest flights from Illinois to Canada
Explore the most affordable flight options available from Illinois to Canada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 13, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/275:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Fri 5/2912:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 3/8$179
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Sun 5/2412:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 3/8$180
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/275:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Thu 5/2812:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 3/10$190
This deal was found by Cheapflights users on 3/8. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/75:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Fri 5/2912:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 3/8$200
This Flightnetwork deal was found by Cheapflights users on 3/8. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1612:50 pm
ORD
-
YUL
Nonstop2h 15m
Air Canada
Mon 4/206:30 pm
YUL
-
ORD
Nonstop2h 35m
Air Canada
Deal found 3/8$200
This deal was found by Cheapflights users on 3/8. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/75:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Thu 5/2812:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 3/8$201
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/244:05 pm
MDW
-
YUL
1 stop5h 40m
Porter Airlines
Mon 4/276:50 am
YUL
-
MDW
1 stop4h 25m
Porter Airlines
Deal found 3/8$202
This Mytrip deal was found by Cheapflights users on 3/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1612:50 pm
ORD
-
YUL
Nonstop2h 15m
Air Canada
Sun 4/199:15 am
YUL
-
ORD
1 stop4h 50m
Air Canada
Deal found 3/10$202
This Trip.com deal was found by Cheapflights users on 3/10. 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.
Mon 4/1311:00 am
MDW
-
YUL
1 stop5h 45m
Porter Airlines
Thu 4/166:50 am
YUL
-
MDW
1 stop4h 25m
Porter Airlines
Deal found 3/10$204
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1411:00 am
MDW
-
YUL
1 stop4h 30m
Porter Airlines
Sun 4/199:50 am
YUL
-
MDW
1 stop6h 30m
Porter Airlines
Deal found 3/8$206
This Mytrip deal was found by Cheapflights users on 3/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:00 am
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Thu 4/309:25 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 3/9$207
This FlightHub deal was found by Cheapflights users on 3/9. 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.
Tue 5/2610:25 am
MDW
-
YUL
1 stop5h 50m
Porter Airlines
Mon 6/16:30 am
YUL
-
MDW
1 stop4h 10m
Porter Airlines
Deal found 3/9$208

Find flight deals from Illinois to Canada

Keep the following information in mind while searching for Illinois to Canada flight deals. Data was last updated March 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$179
(Kiwi.com)

One-way from

$82
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$252

Good round-trip deal

$181 or less

Good one-way deal

$75 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
Search Deals
From Illinois to Canada
Search Deals
One-way flight from Illinois to Canada
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Illinois to Canada.
Search Deals
Price to beat on a one-way flight from Illinois to Canada.
Search Deals

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 5/6

3:20 pm-6:00 pm

Nonstop1h 40m

Toronto Island

Wed 5/13

1:45 pm-2:35 pm

Nonstop1h 50m

$215

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 5/4

3:20 pm-6:00 pm

Nonstop1h 40m

Toronto Island

Wed 5/6

1:45 pm-2:35 pm

Nonstop1h 50m

$228

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 4/27

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Mon 5/4

8:50 am-9:40 am

Nonstop1h 50m

$232

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Fri 4/10

7:13 am-10:40 am

Nonstop2h 27m

Montreal Pierre Elliott Trudeau Intl

Wed 4/15

9:45 am-11:37 am

Nonstop2h 52m

$236

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 4/28

6:01 pm-9:26 pm

Nonstop2h 25m

Montreal Pierre Elliott Trudeau Intl

Wed 4/29

6:10 am-8:00 am

Nonstop2h 50m

$236

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 4/4

12:55 pm-3:37 pm

Nonstop1h 42m

Toronto Island

Mon 4/6

2:30 pm-3:20 pm

Nonstop1h 50m

$236

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 4/16

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Mon 4/20

9:25 am-10:15 am

Nonstop1h 50m

$242

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 4/15

8:42 am-11:32 am

Nonstop3h 50m

Calgary

Wed 4/22

6:00 am-9:20 pm

1 stop14h 20m

$244

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 4/30

6:00 am-1:09 pm

1 stop6h 09m

Montreal Pierre Elliott Trudeau Intl

Sat 5/2

5:00 pm-6:52 pm

Nonstop2h 52m

$246

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Fri 5/15

12:55 pm-12:13 am

1 stop10h 18m

Montreal Pierre Elliott Trudeau Intl

Mon 5/18

9:45 am-11:28 am

Nonstop2h 43m

$246

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/11

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Illinois to Canada

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

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

Currently, March is the cheapest month in which you can book a flight from Illinois to Canada (average of $78). Flying from Illinois to Canada in August 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 IL to CA?

Find hourly flight availability from Illinois to Canada. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 13, 2026.

A simple way to save on the total cost of your ticket is to fly from Illinois to Canada in the morning. If you’re flexible enough to do this you can expect to save up to 11% on your trip compared to booking a flight in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Illinois to Canada. Price data was last updated on February 21, 2026.

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

Weekly flight availability from Illinois to Canada

Explore weekly flight availability from Illinois to Canada. 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 13, 2026.

The most flights from USIL to CA0 are scheduled on a Monday (65 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (49 on average).

Related info for your journey

Find useful and relevant information for your journey from Illinois to Canada. 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 Illinois to Canada?

    For as low as $215, Porter Airlines can have you in Canada from Illinois in 1h 40m. The distance between Illinois and Canada is about 442 mi. Generally, flights for this route are nonstop.

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

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $54. Qatar Airways flights start at $57 while deals on WestJet start at $57 one-way.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Illinois to Canada (average of $78). Flying from Illinois to Canada in August 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

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Top 7 airlines flying from Illinois to Canada

Discover the top 7 airlines that operate flights from Illinois to Canada. 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 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$69Average$441FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$74Average$385FlexibilityNo cancel feeOn-time67%
DeltaCheapest$88Average$294FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$110Average$291FlexibilityNo cancel feeOn-time60%
Porter AirlinesCheapest$172Average$380FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$195Average$436FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$343Average$698FlexibilityNo cancel feeOn-time75%

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