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Cheap flights from Illinois to Canada from C$ 89

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 17/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Illinois to Canada

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
2:20 p.m. - 5:15 p.m.ORD-YYC
3h 55mdirect
WestJet Logo
9:00 a.m. - 1:35 p.m.YYC-ORD
3h 35mdirect
C$ 201WestJet
Find Deal
Fri, 7 Nov - Mon, 10 Nov
WestJet Logo
2:20 p.m. - 5:15 p.m.ORD-YYC
3h 55mdirect
WestJet Logo
9:00 a.m. - 1:35 p.m.YYC-ORD
3h 35mdirect
C$ 205WestJet
Find Deal
Mon, 2 Mar - Fri, 6 Mar
Air Canada Logo
3:40 p.m. - 6:15 p.m.ORD-YVR
4h 35mdirect
Air Canada Logo
8:30 a.m. - 2:41 p.m.YVR-ORD
4h 11mdirect
C$ 251Air Canada
Find Deal
Tue, 18 Nov - Tue, 25 Nov
Air Canada Logo
12:50 p.m. - 8:50 p.m.ORD-YVR
10h 00m1 stop
Air Canada Logo
9:20 a.m. - 8:00 p.m.YVR-ORD
8h 40m1 stop
C$ 257Air Canada
Find Deal
Tue, 18 Nov - Tue, 25 Nov
United Airlines Logo
8:45 a.m. - 11:35 a.m.ORD-YYC
3h 50mdirect
United Airlines Logo
2:13 p.m. - 11:59 p.m.YYC-ORD
8h 46m1 stop
C$ 258United Airlines
Find Deal
Tue, 2 Dec - Tue, 2 Dec
American Airlines Logo
8:12 a.m. - 5:40 p.m.ORD-YYZ
8h 28m1 stop
American Airlines Logo
1:14 p.m. - 2:14 p.m.YYZ-ORD
2h 00mdirect
C$ 271American Airlines
Find Deal
Fri, 6 Feb - Mon, 9 Feb
Multiple Airlines Logo
2:20 p.m. - 5:15 p.m.ORD-YYC
3h 55mdirect
Multiple Airlines Logo
5:35 a.m. - 3:10 p.m.YYC-ORD
8h 35m1 stop
C$ 272Multiple Airlines
Find Deal
Fri, 5 Dec - Fri, 12 Dec
United Airlines Logo
8:47 a.m. - 11:38 a.m.ORD-YYC
3h 51mdirect
United Airlines Logo
12:37 p.m. - 5:10 p.m.YYC-ORD
3h 33mdirect
C$ 273United Airlines
Find Deal
Tue, 21 Oct - Sun, 2 Nov
Multiple Airlines Logo
2:00 p.m. - 4:39 p.m.ORD-YYZ
1h 39mdirect
Multiple Airlines Logo
4:05 p.m. - 8:15 p.m.YYZ-ORD
5h 10m1 stop
C$ 278Multiple Airlines
Find Deal
Thu, 8 Jan - Sun, 11 Jan
American Airlines Logo
11:49 a.m. - 3:07 p.m.ORD-YUL
2h 18mdirect
American Airlines Logo
12:59 p.m. - 9:04 a.m.YUL-ORD
21h 05m1 stop
C$ 283American Airlines
Find Deal
Thu, 8 Jan - Mon, 12 Jan

Air Canada flights from Illinois to Canada

Our best Air Canada deals on Illinois to Canada flight tickets
Air Canada
12 Oct
ORD3:50 p.m.Chicago O'Hare Intl
8h 32m
1 stop
YYC11:22 p.m.Calgary
20 Oct
YYC1:10 a.m.Calgary
7h 41m
1 stop
ORD9:51 a.m.Chicago O'Hare Intl
C$ 243
Find similar
Air Canada
12 Oct
ORD3:50 p.m.Chicago O'Hare Intl
8h 32m
1 stop
YYC11:22 p.m.Calgary
20 Oct
YYC1:10 a.m.Calgary
7h 41m
1 stop
ORD9:51 a.m.Chicago O'Hare Intl
C$ 250
Find similar
Air Canada
18 Nov
ORD3:40 p.m.Chicago O'Hare Intl
4h 35m
YVR6:15 p.m.Vancouver Intl
25 Nov
YVR8:30 a.m.Vancouver Intl
4h 11m
ORD2:41 p.m.Chicago O'Hare Intl
C$ 251
Find similar

United Airlines flights from Illinois to Canada

Our best United Airlines deals on Illinois to Canada flight tickets
United Airlines
2 Dec
ORD8:45 a.m.Chicago O'Hare Intl
3h 50m
YYC11:35 a.m.Calgary
2 Dec
YYC2:13 p.m.Calgary
8h 46m
1 stop
ORD11:59 p.m.Chicago O'Hare Intl
C$ 258
Find similar
United Airlines
21 Oct
ORD8:47 a.m.Chicago O'Hare Intl
3h 51m
YYC11:38 a.m.Calgary
2 Nov
YYC12:37 p.m.Calgary
3h 33m
ORD5:10 p.m.Chicago O'Hare Intl
C$ 273
Find similar
United Airlines
22 Oct
ORD5:01 a.m.Chicago O'Hare Intl
6h 50m
1 stop
YVR9:51 a.m.Vancouver Intl
22 Oct
YVR1:45 p.m.Vancouver Intl
4h 19m
ORD8:04 p.m.Chicago O'Hare Intl
C$ 280
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 96,600 searches. Data last updated 6 October 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

Fri 7/11

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

Calgary

Mon 10/11

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

C$ 201

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 2/3

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

Calgary

Fri 6/3

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

C$ 205

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Tue 18/11

3:40 p.m.-6:15 p.m.

Nonstop4h 35m

Vancouver Intl

Tue 25/11

8:30 a.m.-2:41 p.m.

Nonstop4h 11m

C$ 251

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Tue 18/11

12:50 p.m.-8:50 p.m.

1 stop10h 00m

Vancouver Intl

Tue 25/11

9:20 a.m.-8:00 p.m.

1 stop8h 40m

C$ 257

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 2/12

8:45 a.m.-11:35 a.m.

Nonstop3h 50m

Calgary

Tue 2/12

2:13 p.m.-11:59 p.m.

1 stop8h 46m

C$ 258

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 6/2

8:12 a.m.-5:40 p.m.

1 stop8h 28m

Toronto Pearson Intl

Mon 9/2

1:14 p.m.-2:14 p.m.

Nonstop2h 00m

C$ 271

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 5/12

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

Calgary

Fri 12/12

5:35 a.m.-3:10 p.m.

1 stop8h 35m

C$ 272

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 21/10

8:47 a.m.-11:38 a.m.

Nonstop3h 51m

Calgary

Sun 2/11

12:37 p.m.-5:10 p.m.

Nonstop3h 33m

C$ 273

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 8/1

2:00 p.m.-4:39 p.m.

Nonstop1h 39m

Toronto Pearson Intl

Sun 11/1

4:05 p.m.-8:15 p.m.

1 stop5h 10m

C$ 278

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 8/1

11:49 a.m.-3:07 p.m.

Nonstop2h 18m

Montreal Pierre Elliott Trudeau Intl

Mon 12/1

12:59 p.m.-9:04 a.m.

1 stop21h 05m

C$ 283

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?

In general, September is the cheapest month to fly from Illinois to Canada. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 292. If you’re not able to fly to Canada in September, then July is your next best option. Flight prices from Illinois to Canada during July average around C$ 326.

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 C$ 323. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 586. These prices are subject to change though, so be sure to set up a Price Alert for flights to Canada.

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

According to our data, the cheapest time of day to fly to Canada is in the evening. momondo users have found flights departing from Illinois to Canada in the evening for as low as C$ 321. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Canada, so prices are often more expensive at around C$ 474 per ticket.

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 C$ 429 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 C$ 232 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?

You could potentially save up to 39% on your flight if you consider stops on a Illinois to Canada flight.

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

C$ 88

Fastest flight time

1h 39m

Direct flights

Every day

Airports in Canada

2 airports
The best one-way flight to Canada from Illinois in the past 72 hours is C$ 88. The best round-trip flight deal from Illinois to Canada found on momondo in the last 72 hours is C$ 185.
The fastest flight from Illinois to Canada takes 1h 39m
Direct flights go from Illinois to Canada every day.
There are 2 airports near Canada: 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 refresh daily.

  • 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 for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Illinois to Canada.

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

    The necessary travel and health documents for your Canada trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking 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
United AirlinesPriceFrom C$ 172Free CancellationRating
7.4
8,957 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 205Free CancellationRating
7.1
10,245 reviews
Search Air Canada flights
WestJetPriceFrom C$ 213Free CancellationRating
7.2
3,114 reviews
Search WestJet flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Illinois to Canada for you.

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

Flights from Illinois to Canada with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Canada from Illinois.

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

Price alerts on flights to Canada from Illinois are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Canada trip

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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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