Canada

$118+ Cheap flights from Illinois to Canada

ORD — YYZ
Dec 15 — Dec 221
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Cheap flight deals from Illinois to Canada

Cheapest flights from Illinois to Canada

Wed 11/181:55 pm -
Nonstop1h 47m
Thu 11/1912:05 pm -
Nonstop2h 15m
Deal found 11/14$219
Wed 11/181:55 pm -
Nonstop1h 47m
Sat 11/2112:05 pm -
Nonstop2h 15m
Deal found 11/13$220
Mon 12/712:15 pm -
Nonstop1h 45m
Mon 12/1410:29 am -
Nonstop2h 05m
Deal found 11/9$264
Thu 12/36:20 pm -
Nonstop1h 45m
Sun 12/610:29 am -
Nonstop2h 05m
Deal found 11/10$272
Wed 12/26:20 pm -
Nonstop1h 45m
Tue 12/84:35 pm -
Nonstop2h 05m
Deal found 11/14$275
Fri 12/41:55 pm -
Nonstop1h 47m
Sun 12/612:05 pm -
Nonstop2h 15m
Deal found 11/9$278
Sat 12/56:20 pm -
Nonstop1h 45m
Sun 12/64:35 pm -
Nonstop2h 05m
Deal found 11/14$281
Mon 12/76:20 pm -
Nonstop1h 45m
Wed 12/910:29 am -
Nonstop2h 05m
Deal found 11/14$282
Tue 12/112:15 pm -
Nonstop1h 45m
Mon 12/144:35 pm -
Nonstop2h 05m
Deal found 11/13$283
Wed 12/28:15 am -
2 stops30h 05m
Wed 12/99:35 am -
1 stop29h 25m
Deal found 11/11$295
Thu 12/39:21 pm -
Nonstop1h 38m
Sun 12/68:35 am -
Nonstop2h 09m
Deal found 11/12$296
Wed 12/912:50 pm -
Nonstop1h 43m
Sun 12/138:05 am -
Nonstop2h 03m
Deal found 11/13$297

Find flight deals from Illinois to Canada

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$272
(Kiwi.com)

One-way from

$118
(Trip.com)

Popular in

December

Cheapest in

January

Average price

$318

Good round-trip deal

$242 or less

Good one-way deal

$142 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
From Illinois to Canada
One-way flight from Illinois to Canada
Highest demand for flights based on searches. 1% potential increase in price ($5 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Illinois to Canada.
Price to beat on a one-way flight from Illinois to Canada.

Cheapflights Fare Finder

 
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

ChicagoToronto

ORD Chicago O'Hare Intl - YTZ Toronto Island

ORDYTZ

Chicago O'Hare Intl

Sat 12/19

6:20 pm-9:05 pm

Nonstop1h 45m

Toronto Island

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$132

ChicagoMontreal

ORD Chicago O'Hare Intl - YUL Montreal Pierre Elliott Trudeau Intl

ORDYUL

Chicago O'Hare Intl

Wed 1/6

12:20 pm-7:07 pm

1 stop5h 47m

Montreal Pierre Elliott Trudeau Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$147

ChicagoCalgary

ORD Chicago O'Hare Intl - YYC Calgary

ORDYYC

Chicago O'Hare Intl

Thu 12/3

6:00 am-9:37 pm

1 stop15h 37m

Calgary

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$150

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Fri 3/5

9:30 pm-12:13 am

Nonstop1h 43m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$151
Quickest round-trip

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Fri 12/25

9:22 pm-11:59 pm

Nonstop1h 37m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$151

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Tue 2/23

9:20 pm-11:59 pm

Nonstop1h 39m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$151

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Thu 12/3

7:02 am-9:47 am

Nonstop1h 45m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$151

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Sun 12/27

9:22 pm-11:59 pm

Nonstop1h 37m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$151

ChicagoToronto

ORD Chicago O'Hare Intl - YTZ Toronto Island

ORDYTZ

Chicago O'Hare Intl

Sun 12/27

6:20 pm-9:05 pm

Nonstop1h 45m

Toronto Island

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$156

ChicagoCalgary

ORD Chicago O'Hare Intl - YYC Calgary

ORDYYC

Chicago O'Hare Intl

Fri 12/4

6:47 pm-9:37 pm

1 stop26h 50m

Calgary

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$156

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

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

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, May is the cheapest month in which you can book a flight from Illinois to Canada (average of $349). Flying from Illinois to Canada in December is currently the most expensive (average of $464). 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?

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 8% on your trip compared to booking a flight in the afternoon.

Weekly flight availability from Illinois to Canada

The most flights from USIL to CA0 are scheduled on a Friday (64 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (30 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 62 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?

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

  • How long is the flight from Illinois to Canada?

    For as low as $299, Air Canada can have you in Canada from Illinois in 1h 45m. The distance between Illinois and Canada is about 445 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 Qatar Airways, which is currently one of the cheapest options available, starting at $57. WestJet flights start at $61 while deals on Air Canada start at $79 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, May is the cheapest month in which you can book a flight from Illinois to Canada (average of $349). Flying from Illinois to Canada in December is currently the most expensive (average of $464). 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

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Alternative routes for Illinois to Canada

Top 9 airlines flying from Illinois to Canada

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$106Average$320FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$128Average$529FlexibilityNo cancel feeOn-time67%
WestJetCheapest$142Average$423FlexibilityNo cancel feeOn-time60%
United AirlinesCheapest$153Average$671FlexibilityNo cancel feeOn-time69%
Qantas AirwaysCheapest$163Average$403FlexibilityNo cancel feeOn-time74%
Porter AirlinesCheapest$168Average$355FlexibilityNo cancel feeOn-time52%
Alaska AirlinesCheapest$217Average$347FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$235Average$590FlexibilityNo cancel feeOn-time71%
Qatar AirwaysCheapest$381Average$385FlexibilityNo cancel feeOn-time68%

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