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$91+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYZ
May 24 — May 311
Sun 5/24
Sun 5/31
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 April 24, 2026.

This Trip.com deal was found by Cheapflights users on 4/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/295:30 pm
ORD
-
YXX
1 stop6h 55m
WestJet
Sun 5/313:45 pm
YXX
-
ORD
1 stop22h 55m
WestJet
Deal found 4/22$208
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/295:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Wed 6/312:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 4/21$211
This Trip.com deal was found by Cheapflights users on 4/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/295:30 pm
ORD
-
YXX
1 stop6h 55m
WestJet
Fri 6/56:00 am
YXX
-
ORD
1 stop8h 40m
WestJet
Deal found 4/22$211
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1510:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 7/208:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/22$213
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 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
Mon 6/112:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 4/22$214
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/233:20 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 7/271:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/22$215
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2010:30 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Wed 5/278:55 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/21$217
This deal was found by Cheapflights users on 4/23. 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.
Fri 9/253:20 pm
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 9/2810:05 am
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Deal found 4/23$218
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Thu 8/63:20 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Thu 8/131:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/20$219
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1610:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Thu 8/271:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/22$220
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Wed 9/93:20 pm
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Wed 9/161:40 pm
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Deal found 4/20$220
This United Airlines deal was found by Cheapflights users on 4/23. 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 5/276:30 am
ORD
-
YYZ
1 stop6h 49m
United Airlines
Wed 5/275:15 pm
YYZ
-
ORD
Nonstop2h 04m
United Airlines
Deal found 4/23$220

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 April 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$208
(Trip.com)

One-way from

$91
(Justfly.com)

Popular in

April

Cheapest in

September

Average price

$310

Good round-trip deal

$215 or less

Good one-way deal

$97 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. 5% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 24, 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

Mon 5/4

10:30 am-1:10 pm

Nonstop1h 40m

Toronto Island

Wed 5/6

1:45 pm-2:35 pm

Nonstop1h 50m

$231

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 7/15

3:20 pm-6:00 pm

Nonstop1h 40m

Toronto Island

Mon 7/20

8:50 am-9:40 am

Nonstop1h 50m

$233

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 5/14

2:58 pm-5:56 pm

Nonstop1h 58m

Toronto Pearson Intl

Sat 5/16

11:00 am-12:00 pm

Nonstop2h 00m

$235

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 5/27

12:55 pm-3:46 pm

Nonstop1h 51m

Toronto Pearson Intl

Sun 5/31

1:00 pm-2:06 pm

Nonstop2h 06m

$235

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 6/11

8:50 am-11:49 am

Nonstop1h 59m

Toronto Pearson Intl

Mon 6/15

8:50 am-9:50 am

Nonstop2h 00m

$235

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 6/2

9:40 pm-10:04 am

1 stop11h 24m

Toronto Pearson Intl

Fri 6/5

5:15 pm-6:18 pm

Nonstop2h 03m

$245

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 5/15

2:58 pm-5:56 pm

Nonstop1h 58m

Toronto Pearson Intl

Tue 5/19

3:00 pm-9:40 pm

1 stop7h 40m

$251

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 6/4

9:15 pm-11:59 pm

Nonstop1h 44m

Toronto Pearson Intl

Mon 6/8

7:00 pm-11:30 pm

1 stop5h 30m

$251

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 6/11

12:27 pm-11:14 pm

1 stop9h 47m

Toronto Pearson Intl

Mon 6/15

2:29 pm-8:31 pm

1 stop7h 02m

$260

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 5/15

9:23 am-6:31 pm

1 stop8h 08m

Toronto Pearson Intl

Sun 5/17

6:10 am-8:43 am

1 stop3h 33m

$260

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/19

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

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

The best time to book flights from Illinois to Canada is 48 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 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 $236). Flying from Illinois to Canada in December is currently the most expensive (average of $419). 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 April 24, 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 4% 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 April 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. Sunday at noon 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 April 24, 2026.

The most flights from USIL to CA0 are scheduled on a Monday (68 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (45 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 $231, Porter 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 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 $58 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 $236). Flying from Illinois to Canada in December is currently the most expensive (average of $419). 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 April 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$74Average$403FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$75Average$451FlexibilityNo cancel feeOn-time69%
DeltaCheapest$88Average$297FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$110Average$328FlexibilityNo cancel feeOn-time60%
Qantas AirwaysCheapest$160Average$403FlexibilityNo cancel feeOn-time74%
Porter AirlinesCheapest$174Average$351FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$199Average$440FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$343Average$698FlexibilityNo cancel feeOn-time75%
Qatar AirwaysCheapest$381Average$385FlexibilityNo cancel feeOn-time68%

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