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Cheap flights from Illinois to Canada from C$ 66

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 30/9. 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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Cheap round-trip flights

WestJet Logo
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
WestJet Logo
12:15 p.m. - 4:43 p.m.YYC-ORD
3h 28mdirect
C$ 179WestJet
Find Deal
Fri, 10 Oct - Thu, 16 Oct
WestJet Logo
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
WestJet Logo
12:15 p.m. - 4:43 p.m.YYC-ORD
3h 28mdirect
C$ 180WestJet
Find Deal
Thu, 16 Oct - Mon, 20 Oct
Logo
7:41 p.m. - 10:18 p.m.ORD-YVR
4h 37mdirect
Logo
7:00 a.m. - 4:44 p.m.YVR-ORD
7h 44m1 stop
C$ 208
Find Deal
Thu, 21 Aug - Wed, 27 Aug
United Airlines Logo
7:41 p.m. - 10:18 p.m.ORD-YVR
4h 37mdirect
United Airlines Logo
10:30 a.m. - 4:42 p.m.YVR-ORD
4h 12mdirect
C$ 216United Airlines
Find Deal
Thu, 21 Aug - Wed, 27 Aug
United Airlines Logo
10:40 a.m. - 2:16 p.m.ORD-YQB
2h 36mdirect
United Airlines Logo
3:18 p.m. - 5:13 p.m.YQB-ORD
2h 55mdirect
C$ 216United Airlines
Find Deal
Fri, 12 Sep - Mon, 15 Sep
Logo
5:00 a.m. - 9:51 a.m.ORD-YVR
6h 51m1 stop
Logo
7:00 a.m. - 4:44 p.m.YVR-ORD
7h 44m1 stop
C$ 217
Find Deal
Thu, 21 Aug - Wed, 27 Aug
Air Canada Logo
3:45 p.m. - 6:15 p.m.ORD-YVR
4h 30mdirect
Air Canada Logo
8:45 a.m. - 3:00 p.m.YVR-ORD
4h 15mdirect
C$ 228Air Canada
Find Deal
Sun, 21 Sep - Sun, 28 Sep
Air Canada Logo
3:45 p.m. - 6:15 p.m.ORD-YVR
4h 30mdirect
Air Canada Logo
8:45 a.m. - 3:00 p.m.YVR-ORD
4h 15mdirect
C$ 230Air Canada
Find Deal
Sun, 21 Sep - Sun, 28 Sep
American Airlines Logo
10:03 a.m. - 1:44 p.m.ORD-YQB
2h 41mdirect
American Airlines Logo
4:14 p.m. - 6:00 p.m.YQB-ORD
2h 46mdirect
C$ 259American Airlines
Find Deal
Sun, 24 Aug - Tue, 26 Aug
American Airlines Logo
6:04 a.m. - 11:52 a.m.ORD-YYZ
4h 48m1 stop
American Airlines Logo
6:20 p.m. - 7:20 p.m.YYZ-ORD
2h 00mdirect
C$ 267American Airlines
Find Deal
Fri, 21 Nov - Mon, 24 Nov

Air Canada flights from Illinois to Canada

Our best Air Canada deals on Illinois to Canada flight tickets
Air Canada
21 Sep
ORD3:45 p.m.Chicago O'Hare Intl
4h 30m
YVR6:15 p.m.Vancouver Intl
28 Sep
YVR8:45 a.m.Vancouver Intl
4h 15m
ORD3:00 p.m.Chicago O'Hare Intl
C$ 228
Find similar
Air Canada
21 Sep
ORD3:45 p.m.Chicago O'Hare Intl
4h 30m
YVR6:15 p.m.Vancouver Intl
28 Sep
YVR8:45 a.m.Vancouver Intl
4h 15m
ORD3:00 p.m.Chicago O'Hare Intl
C$ 230
Find similar
Air Canada
7 Nov
ORD10:00 a.m.Chicago O'Hare Intl
1h 40m
YYZ12:40 p.m.Toronto Pearson Intl
10 Nov
YYZ12:05 p.m.Toronto Pearson Intl
1h 56m
ORD1:01 p.m.Chicago O'Hare Intl
C$ 231
Find similar

United Airlines flights from Illinois to Canada

Our best United Airlines deals on Illinois to Canada flight tickets
United Airlines
21 Aug
ORD7:41 p.m.Chicago O'Hare Intl
4h 37m
YVR10:18 p.m.Vancouver Intl
27 Aug
YVR10:30 a.m.Vancouver Intl
4h 12m
ORD4:42 p.m.Chicago O'Hare Intl
C$ 216
Find similar
United Airlines
14 Nov
ORD7:10 a.m.Chicago O'Hare Intl
1h 48m
YYZ9:58 a.m.Toronto Pearson Intl
18 Nov
YYZ5:30 p.m.Toronto Pearson Intl
2h 09m
ORD6:39 p.m.Chicago O'Hare Intl
C$ 230
Find similar
United Airlines
2 Sep
ORD5:00 a.m.Chicago O'Hare Intl
6h 51m
1 stop
YVR9:51 a.m.Vancouver Intl
2 Sep
YVR1:45 p.m.Vancouver Intl
4h 19m
ORD8:04 p.m.Chicago O'Hare Intl
C$ 231
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 7 August 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 10/10

5:30 p.m.-8:19 p.m.

Nonstop3h 49m

Calgary

Thu 16/10

12:15 p.m.-4:43 p.m.

Nonstop3h 28m

C$ 179

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 16/10

5:30 p.m.-8:19 p.m.

Nonstop3h 49m

Calgary

Mon 20/10

12:15 p.m.-4:43 p.m.

Nonstop3h 28m

C$ 180

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Thu 21/8

7:41 p.m.-10:18 p.m.

Nonstop4h 37m

Vancouver Intl

Wed 27/8

7:00 a.m.-4:44 p.m.

1 stop7h 44m

C$ 208

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Thu 21/8

7:41 p.m.-10:18 p.m.

Nonstop4h 37m

Vancouver Intl

Wed 27/8

10:30 a.m.-4:42 p.m.

Nonstop4h 12m

C$ 216

ChicagoQuébec City

ORD - YQB

ORDYQB

Chicago O'Hare Intl

Fri 12/9

10:40 a.m.-2:16 p.m.

Nonstop2h 36m

Québec City

Mon 15/9

3:18 p.m.-5:13 p.m.

Nonstop2h 55m

C$ 216

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Thu 21/8

5:00 a.m.-9:51 a.m.

1 stop6h 51m

Vancouver Intl

Wed 27/8

7:00 a.m.-4:44 p.m.

1 stop7h 44m

C$ 217

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Sun 21/9

3:45 p.m.-6:15 p.m.

Nonstop4h 30m

Vancouver Intl

Sun 28/9

8:45 a.m.-3:00 p.m.

Nonstop4h 15m

C$ 228

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Sun 21/9

3:45 p.m.-6:15 p.m.

Nonstop4h 30m

Vancouver Intl

Sun 28/9

8:45 a.m.-3:00 p.m.

Nonstop4h 15m

C$ 230

ChicagoQuébec City

ORD - YQB

ORDYQB

Chicago O'Hare Intl

Sun 24/8

10:03 a.m.-1:44 p.m.

Nonstop2h 41m

Québec City

Tue 26/8

4:14 p.m.-6:00 p.m.

Nonstop2h 46m

C$ 259

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 21/11

6:04 a.m.-11:52 a.m.

1 stop4h 48m

Toronto Pearson Intl

Mon 24/11

6:20 p.m.-7:20 p.m.

Nonstop2h 00m

C$ 267

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, June 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$ 359. If you’re not able to fly to Canada in June, then August is your next best option. Flight prices from Illinois to Canada during August average around C$ 359.

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

Our data shows that Saturday is the least expensive day to fly to Canada. Tickets to fly out on this day can be as low as C$ 346. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 498. 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$ 334. 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$ 462 per ticket.

What is the cheapest Illinois to Canada flight route?

Fly from Chicago Midway to Toronto Island 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$ 430 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$ 228 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 14% 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$ 66

Fastest flight time

1h 39m

Direct flights

Every day

Airports in Canada

6 airports
The best one-way flight to Canada from Illinois in the past 72 hours is C$ 66. The best round-trip flight deal from Illinois to Canada found on momondo in the last 72 hours is C$ 179.
The fastest flight from Illinois to Canada takes 1h 39m
Direct flights go from Illinois to Canada every day.
There are 6 airports near Canada: Montreal Pierre Elliott Trudeau Intl (YUL), Calgary (YYC), Vancouver Intl (YVR), Toronto Pearson Intl (YYZ), Québec City (YQB), 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
Air CanadaPriceFrom C$ 202Free CancellationRating
7.1
9,899 reviews
Search Air Canada flights
WestJetPriceFrom C$ 210Free CancellationRating
7.2
3,002 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 242Free CancellationRating
7.4
8,917 reviews
Search United Airlines 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.

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Find better results for your trip to Canada

Popular Cities in Canada

Popular flights according to clicks in the last 7 days on momondo
Flights to Torontofrom C$ 103
Flights to Vancouverfrom C$ 70
Flights to Montrealfrom C$ 201
Flights to Calgaryfrom C$ 73
Flights to Ottawafrom C$ 197
Flights to Winnipegfrom C$ 103
Flights to Halifaxfrom C$ 117
Flights to Kelownafrom C$ 92
Flights to Saskatoonfrom C$ 100
Flights to Reginafrom C$ 117
Flights to St. John'sfrom C$ 243
Flights to Québec Cityfrom C$ 283