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Cheap flights from Illinois to Canada from $50

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Canada departing on 1/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
5:30 pm - 8:19 pm
ORD
-
YYC
3h 49mnonstop
WestJet Logo
12:15 pm - 4:43 pm
YYC
-
ORD
3h 28mnonstop
$163WestJet
Sat, Jun 6 - Tue, Jun 9
Multiple Airlines Logo
2:20 pm - 5:15 pm
ORD
-
YYC
3h 55mnonstop
Multiple Airlines Logo
5:35 am - 3:10 pm
YYC
-
ORD
8h 35m1 stop
$165Multiple Airlines
Mon, Jan 19 - Wed, Jan 28
Air Canada Logo
2:00 pm - 8:59 pm
ORD
-
YYC
7h 59m1 stop
Air Canada Logo
5:35 am - 3:10 pm
YYC
-
ORD
8h 35m1 stop
$174Air Canada
Mon, Jan 19 - Fri, Jan 23
United Airlines Logo
8:45 am - 11:35 am
ORD
-
YYC
3h 50mnonstop
United Airlines Logo
12:33 pm - 5:05 pm
YYC
-
ORD
3h 32mnonstop
$175United Airlines
Tue, Feb 3 - Thu, Feb 12
United Airlines Logo
5:40 am - 1:08 pm
ORD
-
YYC
8h 28m1 stop
United Airlines Logo
12:33 pm - 5:05 pm
YYC
-
ORD
3h 32mnonstop
$180United Airlines
Tue, Feb 3 - Thu, Feb 12
American Airlines Logo
8:25 pm - 11:25 pm
ORD
-
YYC
4h 00mnonstop
American Airlines Logo
6:30 am - 10:55 am
YYC
-
ORD
3h 25mnonstop
$181American Airlines
Tue, Jun 2 - Thu, Jun 4
American Airlines Logo
8:14 am - 10:56 am
ORD
-
YYZ
1h 42mnonstop
American Airlines Logo
11:38 am - 12:33 pm
YYZ
-
ORD
1h 55mnonstop
$185American Airlines
Thu, Feb 19 - Sun, Feb 22
Porter Airlines Logo
12:45 pm - 3:27 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
11:00 am - 11:50 am
YTZ
-
MDW
1h 50mnonstop
$186Porter Airlines
Sat, Jan 31 - Sat, Feb 7
Porter Airlines Logo
12:45 pm - 3:27 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
11:00 am - 11:50 am
YTZ
-
MDW
1h 50mnonstop
$190Porter Airlines
Sat, Jan 31 - Sat, Feb 7
Air Canada Logo
8:00 am - 10:40 am
ORD
-
YYZ
1h 40mnonstop
Air Canada Logo
2:15 pm - 3:10 pm
YYZ
-
ORD
1h 55mnonstop
$192Air Canada
Sat, Jan 31 - Sat, Feb 7

American Airlines flights from Illinois to Canada

Our best American Airlines deals on Illinois to Canada flight tickets
American Airlines
Jun 2
ORD8:25 pmChicago O'Hare Intl
4h 00m
YYC11:25 pmCalgary
Jun 4
YYC6:30 amCalgary
3h 25m
ORD10:55 amChicago O'Hare Intl
$181
Find similar
American Airlines
Feb 19
ORD8:14 amChicago O'Hare Intl
1h 42m
YYZ10:56 amToronto Pearson Intl
Feb 22
YYZ11:38 amToronto Pearson Intl
1h 55m
ORD12:33 pmChicago O'Hare Intl
$185
Find similar
American Airlines
Feb 19
ORD6:40 amChicago O'Hare Intl
9h 48m
1 stop
YYZ5:28 pmToronto Pearson Intl
Feb 22
YYZ11:38 amToronto Pearson Intl
1h 55m
ORD12:33 pmChicago O'Hare Intl
$197
Find similar

Air Canada flights from Illinois to Canada

Our best Air Canada deals on Illinois to Canada flight tickets
Air Canada
Jan 19
ORD2:00 pmChicago O'Hare Intl
7h 59m
1 stop
YYC8:59 pmCalgary
Jan 23
YYC5:35 amCalgary
8h 35m
1 stop
ORD3:10 pmChicago O'Hare Intl
$174
Find similar
Air Canada
Jan 31
ORD8:00 amChicago O'Hare Intl
1h 40m
YYZ10:40 amToronto Pearson Intl
Feb 7
YYZ2:15 pmToronto Pearson Intl
1h 55m
ORD3:10 pmChicago O'Hare Intl
$192
Find similar
Air Canada
Feb 1
ORD8:40 pmChicago O'Hare Intl
1h 39m
YYZ11:19 pmToronto Pearson Intl
Feb 7
YYZ6:15 amToronto Pearson Intl
5h 51m
1 stop
ORD11:06 amChicago O'Hare Intl
$193
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated December 18, 2025.
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

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 6/6

5:30 pm-8:19 pm

Nonstop3h 49m

Calgary

Tue 6/9

12:15 pm-4:43 pm

Nonstop3h 28m

$163

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 1/19

2:20 pm-5:15 pm

Nonstop3h 55m

Calgary

Wed 1/28

5:35 am-3:10 pm

1 stop8h 35m

$165

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 1/19

2:00 pm-8:59 pm

1 stop7h 59m

Calgary

Fri 1/23

5:35 am-3:10 pm

1 stop8h 35m

$174

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 2/3

8:45 am-11:35 am

Nonstop3h 50m

Calgary

Thu 2/12

12:33 pm-5:05 pm

Nonstop3h 32m

$175

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 2/3

5:40 am-1:08 pm

1 stop8h 28m

Calgary

Thu 2/12

12:33 pm-5:05 pm

Nonstop3h 32m

$180

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 6/2

8:25 pm-11:25 pm

Nonstop4h 00m

Calgary

Thu 6/4

6:30 am-10:55 am

Nonstop3h 25m

$181

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 2/19

8:14 am-10:56 am

Nonstop1h 42m

Toronto Pearson Intl

Sun 2/22

11:38 am-12:33 pm

Nonstop1h 55m

$185

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 1/31

12:45 pm-3:27 pm

Nonstop1h 42m

Toronto Island

Sat 2/7

11:00 am-11:50 am

Nonstop1h 50m

$186

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 1/31

12:45 pm-3:27 pm

Nonstop1h 42m

Toronto Island

Sat 2/7

11:00 am-11:50 am

Nonstop1h 50m

$190

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 1/31

8:00 am-10:40 am

Nonstop1h 40m

Toronto Pearson Intl

Sat 2/7

2:15 pm-3:10 pm

Nonstop1h 55m

$192

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Canada from

How to get the cheapest flight ticket from Illinois to Canada

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Canada?

If you aren’t able to travel during the month of September, then book flights to Canada from Illinois during July instead. Flights to Canada in July, while not as cheap as those in September, still average around $234.

What is the cheapest day to depart on your flight to Canada?

Our data shows that Thursday is the least expensive day to fly to Canada. Tickets to fly out on this day can be as low as $567. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Illinois to Canada for around $760.

What is the cheapest time of day to depart on your flight to Canada?

In the morning is the cheapest time of day to fly from Illinois to Canada when you can find flight prices for as low as $565. Flying to Canada in the morning is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to Canada is in the afternoon when prices are around $752.

What is the cheapest Illinois to Canada flight route?

Fly from Chicago O'Hare Intl to Toronto Pearson Intl for the best Illinois - Canada flight prices

How far in advance should I book a flight to Canada?

You are more likely to see cheaper flights to Canada from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Canada for around $297 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Canada from Illinois for as low as $152 on momondo.

What cabin class options are available on Illinois to Canada flights?

There are 4 cabin classes available to choose from on Illinois to Canada flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Illinois to Canada flights?

No. A direct flight is the cheapest option for a flight between Illinois to Canada.

Cheap Illinois to Canada flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Canada

Best Price Found

$95

Fastest flight time

1h 39m

Direct flights

Every day

Airports in Canada

513 airports
The best one-way flight to Canada from Illinois in the past 72 hours is $95. The best round-trip flight deal from Illinois to Canada found on momondo in the last 72 hours is $213.
The fastest flight from Illinois to Canada takes 1h 39m
Direct flights go from Illinois to Canada every day.
There are 513 airports in Canada. From Illinois there are direct flights to Toronto Pearson Intl (YYZ), Toronto Island (YTZ).
Search flight deals

  • When did momondo last update prices for flights from Illinois to Canada?

    Prices for flights from Illinois to Canada are refreshed on a daily basis.

  • How many operators does momondo search for flights from Illinois to Canada?

  • How old do you have to be to fly from Illinois to Canada?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Illinois to Canada.

  • What documentation or ID do you need to fly to Canada?

    The travel and health documents you'll need for your trip to Canada may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Canada. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Illinois to Canada?

Best airlines flying from Illinois to Canada

Compare and see reviews for airlines that fly from Illinois to Canada with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $86Free CancellationRating
7.1
10,534 reviews
Search Air Canada flights
United AirlinesPriceFrom $90Free CancellationRating
7.4
9,092 reviews
Search United Airlines flights
DeltaPriceFrom $109Free CancellationRating
7.9
8,004 reviews
Search Delta flights
WestJetPriceFrom $142Free CancellationRating
7.2
3,203 reviews
Search WestJet flights
Porter AirlinesPriceFrom $185Free CancellationRating
8.0
399 reviews
Search Porter Airlines flights
American AirlinesPriceFrom $192Free CancellationRating
7.2
11,055 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $343Free CancellationRating
8.0
11,477 reviews
Search Alaska Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Canada?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Illinois to Canada. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Illinois to Canada with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Canada from Illinois with this policy.

How can momondo help me find flights from Illinois to Canada?

Once all potential Illinois to Canada flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Illinois to Canada right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Canada from Illinois. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Canada trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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Find better results for your trip to Canada

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Popular flights according to clicks in the last 7 days on momondo
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