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$106+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYZ
Aug 22 — Aug 291
Sat 8/22
Sat 8/29
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 July 23, 2026.

This Trip.com deal was found by Cheapflights users on 7/21. 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.
Tue 8/2510:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 9/710:10 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/21$235
This Mytrip deal was found by Cheapflights users on 7/21. 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 9/102:00 pm
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Sun 9/1312:15 pm
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 7/21$235
This Booking.com deal was found by Cheapflights users on 7/21. 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.
Thu 9/1011:05 am
ORD
-
YYZ
1 stop6h 07m
Air Canada
Sun 9/1312:25 pm
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 7/21$235
This Air Canada deal was found by Cheapflights users on 7/20. 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 9/117:25 am
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Sun 9/1312:15 pm
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 7/20$236
This FlightHub deal was found by Cheapflights users on 7/20. 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 8/2810:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 8/318:55 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/20$237
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 8/143:15 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 8/171:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/20$238
This Flightnetwork deal was found by Cheapflights users on 7/18. 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.
Tue 9/111:05 am
ORD
-
YYZ
1 stop6h 20m
Air Canada
Tue 9/88:05 am
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 7/18$238
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 8/910:20 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 8/101:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/19$239
This United deal was found by Cheapflights users on 7/19. 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.
Sat 9/269:45 pm
ORD
-
YYZ
1 stop11h 19m
Multiple Airlines
Sun 9/2712:25 pm
YYZ
-
ORD
Nonstop1h 58m
Multiple Airlines
Deal found 7/19$239
This Trip.com deal was found by Cheapflights users on 7/20. 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 8/1010:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Thu 8/201:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/20$240
This Justfly.com deal was found by Cheapflights users on 7/19. 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.
Tue 8/183:15 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 8/238:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/19$241
This Air Canada deal was found by Cheapflights users on 7/22. 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 9/88:45 am
ORD
-
YTZ
1 stop6h 05m
Air Canada
Tue 9/87:35 pm
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 7/22$241

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 July 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(Trip.com)

One-way from

$106
(Air Canada)

Popular in

April

Cheapest in

September

Average price

$296

Good round-trip deal

$237 or less

Good one-way deal

$106 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
High demand for flights, 0% potential price rise
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 July 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 July 23, 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

Fri 8/28

10:25 am-1:05 pm

Nonstop1h 40m

Toronto Island

Sun 8/30

8:50 am-9:40 am

Nonstop1h 50m

$241

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 8/18

3:15 pm-5:55 pm

Nonstop1h 40m

Toronto Island

Sun 8/23

8:50 am-9:40 am

Nonstop1h 50m

$241

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 9/12

9:29 pm-12:13 am

Nonstop1h 44m

Toronto Pearson Intl

Sat 9/19

7:00 am-8:00 am

Nonstop2h 00m

$253

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 9/12

10:43 am-1:42 pm

Nonstop1h 59m

Toronto Pearson Intl

Mon 9/14

5:15 pm-6:18 pm

Nonstop2h 03m

$253

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 8/26

3:15 pm-5:55 pm

Nonstop1h 40m

Toronto Island

Mon 8/31

8:55 am-9:45 am

Nonstop1h 50m

$263

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 8/22

10:20 am-1:00 pm

Nonstop1h 40m

Toronto Island

Mon 8/24

8:55 am-9:45 am

Nonstop1h 50m

$264

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 8/27

10:25 am-1:05 pm

Nonstop1h 40m

Toronto Island

Mon 8/31

8:55 am-9:45 am

Nonstop1h 50m

$264

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 8/17

10:25 am-1:05 pm

Nonstop1h 40m

Toronto Island

Wed 8/19

8:55 am-9:45 am

Nonstop1h 50m

$277

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 9/26

7:05 am-11:18 am

1 stop3h 13m

Toronto Pearson Intl

Tue 9/29

6:00 am-10:37 am

1 stop5h 37m

$279

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 9/26

6:40 pm-10:59 pm

1 stop3h 19m

Toronto Pearson Intl

Tue 9/29

6:00 am-12:39 pm

1 stop7h 39m

$279

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/20

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, October is the cheapest month in which you can book a flight from Illinois to Canada (average of $305). Flying from Illinois to Canada in July is currently the most expensive (average of $431). 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 July 23, 2026.

A simple way to save on the total cost of your ticket is to fly from Illinois to Canada at noon. If you’re flexible enough to do this you can expect to save up to 15% on your trip compared to booking a flight in the evening.

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 July 23, 2026.

The most flights from USIL to CA0 are scheduled on a Monday (71 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 on average).

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

The best time to book flights from Illinois to Canada is 38 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 July 18, 2026.

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

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 $264, United Airlines can have you in Canada from Illinois in 1h 40m. The distance between Illinois and Canada is about 442 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    To fly one-way, consider booking your trip with Qatar Airways, which is currently one of the cheapest options available, starting at $57. WestJet flights start at $58 while deals on United Airlines start at $62 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, October is the cheapest month in which you can book a flight from Illinois to Canada (average of $305). Flying from Illinois to Canada in July is currently the most expensive (average of $431). 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 Illinois to Canada

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Illinois to Canada

Discover the top 9 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 July 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$88Average$322FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$106Average$410FlexibilityNo cancel feeOn-time67%
WestJetCheapest$121Average$354FlexibilityNo cancel feeOn-time60%
United AirlinesCheapest$123Average$609FlexibilityNo cancel feeOn-time69%
Qantas AirwaysCheapest$160Average$403FlexibilityNo cancel feeOn-time74%
Porter AirlinesCheapest$160Average$337FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$208Average$471FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$217Average$343FlexibilityNo cancel feeOn-time75%
Qatar AirwaysCheapest$381Average$385FlexibilityNo cancel feeOn-time68%

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