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Cheap flights from Illinois to Canada from C$ 87

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 30/4. 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
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
WestJet Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
C$ 224WestJet
Mon, 25 May - Fri, 29 May
WestJet Logo
2:20 p.m. - 5:15 p.m.
ORD
-
YYC
3h 55mdirect
WestJet Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
C$ 227WestJet
Fri, 24 Apr - Mon, 27 Apr
Porter Airlines Logo
11:05 a.m. - 1:47 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
2:30 p.m. - 3:20 p.m.
YTZ
-
MDW
1h 50mdirect
C$ 249Porter Airlines
Thu, 26 Feb - Sun, 1 Mar
Porter Airlines Logo
11:05 a.m. - 1:47 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 250Porter Airlines
Tue, 24 Feb - Mon, 2 Mar
Air Canada Logo
3:45 p.m. - 6:28 p.m.
ORD
-
YYZ
1h 43mdirect
Air Canada Logo
6:25 p.m. - 7:25 p.m.
YYZ
-
ORD
2h 00mdirect
C$ 266Air Canada
Tue, 2 Jun - Sun, 7 Jun
Air Canada Logo
8:00 a.m. - 10:40 a.m.
ORD
-
YYZ
1h 40mdirect
Air Canada Logo
6:45 p.m. - 7:43 p.m.
YYZ
-
ORD
1h 58mdirect
C$ 269Air Canada
Thu, 26 Feb - Sun, 1 Mar
United Airlines Logo
7:13 a.m. - 10:40 a.m.
ORD
-
YUL
2h 27mdirect
United Airlines Logo
6:10 a.m. - 8:00 a.m.
YUL
-
ORD
2h 50mdirect
C$ 279United Airlines
Thu, 9 Apr - Sun, 12 Apr
United Airlines Logo
6:00 a.m. - 1:09 p.m.
ORD
-
YUL
6h 09m
1 stop
United Airlines Logo
6:10 a.m. - 8:00 a.m.
YUL
-
ORD
2h 50mdirect
C$ 292United Airlines
Thu, 9 Apr - Sun, 12 Apr
American Airlines Logo
8:18 a.m. - 11:44 a.m.
ORD
-
YUL
2h 26mdirect
American Airlines Logo
7:45 a.m. - 11:58 p.m.
YUL
-
ORD
17h 13m
1 stop
C$ 300American Airlines
Tue, 14 Apr - Sat, 18 Apr
American Airlines Logo
8:18 a.m. - 11:44 a.m.
ORD
-
YUL
2h 26mdirect
American Airlines Logo
4:16 p.m. - 9:35 p.m.
YUL
-
ORD
6h 19m
1 stop
C$ 322American Airlines
Tue, 7 Apr - Tue, 14 Apr

Delta flights from Illinois to Canada

Our best Delta deals on Illinois to Canada flight tickets
Delta
14 Mar
MDW2:05 p.m.Chicago Midway
8h 35m
1 stop
YUL11:40 p.m.Montreal Pierre Elliott Trudeau Intl
21 Mar
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 29m
1 stop
MDW12:29 p.m.Chicago Midway
C$ 325
Delta
28 Mar
ORD2:05 p.m.Chicago O'Hare Intl
7h 34m
1 stop
YYZ10:39 p.m.Toronto Pearson Intl
5 Apr
YYZ12:15 p.m.Toronto Pearson Intl
7h 19m
1 stop
ORD6:34 p.m.Chicago O'Hare Intl
C$ 356
Delta
9 Feb
MDW1:51 p.m.Chicago Midway
8h 03m
1 stop
YYC8:54 p.m.Calgary
25 Feb
YYC6:30 a.m.Calgary
5h 35m
1 stop
MDW1:05 p.m.Chicago Midway
C$ 425

American Airlines flights from Illinois to Canada

Our best American Airlines deals on Illinois to Canada flight tickets
American Airlines
14 Apr
ORD8:18 a.m.Chicago O'Hare Intl
2h 26m
YUL11:44 a.m.Montreal Pierre Elliott Trudeau Intl
18 Apr
YUL7:45 a.m.Montreal Pierre Elliott Trudeau Intl
17h 13m
1 stop
ORD11:58 p.m.Chicago O'Hare Intl
C$ 300
American Airlines
7 Apr
ORD8:18 a.m.Chicago O'Hare Intl
2h 26m
YUL11:44 a.m.Montreal Pierre Elliott Trudeau Intl
14 Apr
YUL4:16 p.m.Montreal Pierre Elliott Trudeau Intl
6h 19m
1 stop
ORD9:35 p.m.Chicago O'Hare Intl
C$ 322
American Airlines
31 Mar
ORD1:57 p.m.Chicago O'Hare Intl
6h 40m
1 stop
YYZ9:37 p.m.Toronto Pearson Intl
7 Apr
YYZ1:15 p.m.Toronto Pearson Intl
2h 05m
ORD2:20 p.m.Chicago O'Hare Intl
C$ 335

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 5 February 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

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 25/5

5:30 p.m.-8:25 p.m.

Nonstop3h 55m

Calgary

Fri 29/5

12:00 p.m.-4:40 p.m.

Nonstop3h 40m

C$ 224

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 24/4

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

Nonstop3h 55m

Calgary

Mon 27/4

12:00 p.m.-4:40 p.m.

Nonstop3h 40m

C$ 227

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 26/2

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

Toronto Island

Sun 1/3

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

C$ 248

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 24/2

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

Toronto Island

Mon 2/3

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 250

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 2/6

3:45 p.m.-6:28 p.m.

Nonstop1h 43m

Toronto Pearson Intl

Sun 7/6

6:25 p.m.-7:25 p.m.

Nonstop2h 00m

C$ 266

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 26/2

8:00 a.m.-10:40 a.m.

Nonstop1h 40m

Toronto Pearson Intl

Sun 1/3

6:45 p.m.-7:43 p.m.

Nonstop1h 58m

C$ 269

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 9/4

7:13 a.m.-10:40 a.m.

Nonstop2h 27m

Montreal Pierre Elliott Trudeau Intl

Sun 12/4

6:10 a.m.-8:00 a.m.

Nonstop2h 50m

C$ 279

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 9/4

6:00 a.m.-1:09 p.m.

1 stop6h 09m

Montreal Pierre Elliott Trudeau Intl

Sun 12/4

6:10 a.m.-8:00 a.m.

Nonstop2h 50m

C$ 292

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 14/4

8:18 a.m.-11:44 a.m.

Nonstop2h 26m

Montreal Pierre Elliott Trudeau Intl

Sat 18/4

7:45 a.m.-11:58 p.m.

1 stop17h 13m

C$ 300

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 7/4

8:18 a.m.-11:44 a.m.

Nonstop2h 26m

Montreal Pierre Elliott Trudeau Intl

Tue 14/4

4:16 p.m.-9:35 p.m.

1 stop6h 19m

C$ 322

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$ 287. 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$ 321.

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$ 324. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 503. 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$ 282. 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$ 456 per ticket.

What is the cheapest Illinois to Canada flight route?

Fly from Chicago O'Hare Intl to Calgary 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$ 396 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$ 208 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 53% 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$ 87

Fastest flight time

1h 40m

Direct flights

Every day

Airports in Canada

513 airports
The best one-way flight to Canada from Illinois in the past 72 hours is C$ 87. The best round-trip flight deal from Illinois to Canada found on momondo in the last 72 hours is C$ 117.
The fastest flight from Illinois to Canada takes 1h 40m
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 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
WestJetPriceFrom C$ 157Free CancellationRating
7.2
3,255 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 166Free CancellationRating
7.1
10,688 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 168Free CancellationRating
7.4
9,236 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

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