Cheap flights from Illinois to Canada from C$ 124

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 16/5. 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
9:55 a.m. - 12:35 p.m.
ORD
-
YYZ
1h 40mdirect
Air Canada Logo
1:55 p.m. - 2:55 p.m.
YYZ
-
ORD
2h 00mdirect
C$ 287Air Canada
Thu, 28 May - Mon, 1 Jun
Air Canada Logo
9:55 a.m. - 12:35 p.m.
ORD
-
YYZ
1h 40mdirect
Air Canada Logo
6:40 p.m. - 7:40 p.m.
YYZ
-
ORD
2h 00mdirect
C$ 290Air Canada
Thu, 28 May - Sun, 31 May
Air Canada Logo
9:55 a.m. - 12:35 p.m.
ORD
-
YYZ
1h 40mdirect
Air Canada Logo
1:55 p.m. - 2:55 p.m.
YYZ
-
ORD
2h 00mdirect
C$ 291Air Canada
Thu, 28 May - Mon, 1 Jun
Porter Airlines Logo
10:15 a.m. - 12:55 p.m.
MDW
-
YTZ
1h 40mdirect
Porter Airlines Logo
8:45 a.m. - 9:35 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 293Porter Airlines
Mon, 8 Jun - Tue, 9 Jun
Porter Airlines Logo
10:15 a.m. - 12:55 p.m.
MDW
-
YTZ
1h 40mdirect
Porter Airlines Logo
8:45 a.m. - 9:35 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 294Porter Airlines
Sat, 13 Jun - Tue, 16 Jun
Porter Airlines Logo
10:30 a.m. - 1:10 p.m.
MDW
-
YTZ
1h 40mdirect
Porter Airlines Logo
1:45 p.m. - 2:35 p.m.
YTZ
-
MDW
1h 50mdirect
C$ 295Porter Airlines
Wed, 27 May - Fri, 29 May
United Airlines Logo
7:09 a.m. - 9:54 a.m.
ORD
-
YYZ
1h 45mdirect
United Airlines Logo
12:45 p.m. - 5:02 p.m.
YYZ
-
ORD
5h 17m
1 stop
C$ 320United Airlines
Tue, 2 Jun - Tue, 2 Jun
Lufthansa Logo
7:44 p.m. - 10:37 p.m.
ORD
-
YYC
3h 53mdirect
Lufthansa Logo
8:30 a.m. - 1:07 p.m.
YYC
-
ORD
3h 37mdirect
C$ 329Lufthansa
Mon, 25 May - Tue, 2 Jun
American Airlines Logo
8:46 p.m. - 11:29 p.m.
ORD
-
YYC
3h 43mdirect
American Airlines Logo
7:00 a.m. - 11:35 a.m.
YYC
-
ORD
3h 35mdirect
C$ 347American Airlines
Tue, 1 Sep - Wed, 2 Sep
United Airlines Logo
7:44 p.m. - 10:37 p.m.
ORD
-
YYC
3h 53mdirect
United Airlines Logo
8:30 a.m. - 1:07 p.m.
YYC
-
ORD
3h 37mdirect
C$ 353United Airlines
Fri, 29 May - Sat, 6 Jun

Air Canada flights from Illinois to Canada

Our best Air Canada deals on Illinois to Canada flight tickets
Air Canada
28 May
ORD9:55 a.m.Chicago O'Hare Intl
1h 40m
YYZ12:35 p.m.Toronto Pearson Intl
1 Jun
YYZ1:55 p.m.Toronto Pearson Intl
2h 00m
ORD2:55 p.m.Chicago O'Hare Intl
C$ 287
Air Canada
28 May
ORD9:55 a.m.Chicago O'Hare Intl
1h 40m
YYZ12:35 p.m.Toronto Pearson Intl
31 May
YYZ6:40 p.m.Toronto Pearson Intl
2h 00m
ORD7:40 p.m.Chicago O'Hare Intl
C$ 290
Air Canada
28 May
ORD9:55 a.m.Chicago O'Hare Intl
1h 40m
YYZ12:35 p.m.Toronto Pearson Intl
1 Jun
YYZ1:55 p.m.Toronto Pearson Intl
2h 00m
ORD2:55 p.m.Chicago O'Hare Intl
C$ 291

United Airlines flights from Illinois to Canada

Our best United Airlines deals on Illinois to Canada flight tickets
United Airlines
2 Jun
ORD7:09 a.m.Chicago O'Hare Intl
1h 45m
YYZ9:54 a.m.Toronto Pearson Intl
2 Jun
YYZ12:45 p.m.Toronto Pearson Intl
5h 17m
1 stop
ORD5:02 p.m.Chicago O'Hare Intl
C$ 320
United Airlines
12 Jun
ORD7:09 a.m.Chicago O'Hare Intl
1h 45m
YYZ9:54 a.m.Toronto Pearson Intl
14 Jun
YYZ10:15 a.m.Toronto Pearson Intl
2h 06m
ORD11:21 a.m.Chicago O'Hare Intl
C$ 332
United Airlines
20 Jun
ORD3:53 p.m.Chicago O'Hare Intl
7h 01m
1 stop
YYZ11:54 p.m.Toronto Pearson Intl
21 Jun
YYZ7:00 a.m.Toronto Pearson Intl
2h 00m
ORD8:00 a.m.Chicago O'Hare Intl
C$ 346

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 May 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

Cheapest round-trip

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 28/5

9:55 a.m.-12:35 p.m.

Nonstop1h 40m

Toronto Pearson Intl

Mon 1/6

1:55 p.m.-2:55 p.m.

Nonstop2h 00m

C$ 287

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 28/5

9:55 a.m.-12:35 p.m.

Nonstop1h 40m

Toronto Pearson Intl

Sun 31/5

6:40 p.m.-7:40 p.m.

Nonstop2h 00m

C$ 290

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 28/5

9:55 a.m.-12:35 p.m.

Nonstop1h 40m

Toronto Pearson Intl

Mon 1/6

1:55 p.m.-2:55 p.m.

Nonstop2h 00m

C$ 291
Quickest round-trip

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 8/6

10:15 a.m.-12:55 p.m.

Nonstop1h 40m

Toronto Island

Tue 9/6

8:45 a.m.-9:35 a.m.

Nonstop1h 50m

C$ 293

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 13/6

10:15 a.m.-12:55 p.m.

Nonstop1h 40m

Toronto Island

Tue 16/6

8:45 a.m.-9:35 a.m.

Nonstop1h 50m

C$ 294

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 27/5

10:30 a.m.-1:10 p.m.

Nonstop1h 40m

Toronto Island

Fri 29/5

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 295

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 2/6

7:09 a.m.-9:54 a.m.

Nonstop1h 45m

Toronto Pearson Intl

Tue 2/6

12:45 p.m.-5:02 p.m.

1 stop5h 17m

C$ 320

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 25/5

7:44 p.m.-10:37 p.m.

Nonstop3h 53m

Calgary

Tue 2/6

8:30 a.m.-1:07 p.m.

Nonstop3h 37m

C$ 329

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 1/9

8:46 p.m.-11:29 p.m.

Nonstop3h 43m

Calgary

Wed 2/9

7:00 a.m.-11:35 a.m.

Nonstop3h 35m

C$ 347

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 29/5

7:44 p.m.-10:37 p.m.

Nonstop3h 53m

Calgary

Sat 6/6

8:30 a.m.-1:07 p.m.

Nonstop3h 37m

C$ 353

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, October 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$ 321. If you’re not able to fly to Canada in October, then November is your next best option. Flight prices from Illinois to Canada during November average around C$ 376.

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$ 267. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 502. 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$ 258. 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$ 448 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 from Illinois 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$ 408 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$ 246 on momondo.

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

C$ 128

Fastest flight time

1h 39m

Direct flights

Every day

Airports in Canada

515 airports
The best one-way flight to Canada from Illinois in the past 72 hours is C$ 128. The best round-trip flight deal from Illinois to Canada found on momondo in the last 72 hours is C$ 138.
The fastest flight from Illinois to Canada takes 1h 39m
Direct flights go from Illinois to Canada every day.
There are 515 airports in Canada. From Illinois there are direct flights to Toronto Pearson Intl (YYZ), Toronto Island (YTZ).

Frequently asked questions about flying from Illinois to Canada

  • 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
American AirlinesPriceFrom C$ 132Free CancellationRating
7.1
11,669 reviews
Search American Airlines flights
United AirlinesPriceFrom C$ 168Free CancellationRating
7.4
9,690 reviews
Search United Airlines flights
WestJetPriceFrom C$ 251Free CancellationRating
7.2
3,331 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 281Free CancellationRating
7.1
11,004 reviews
Search Air Canada 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

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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1 adult
Sat 6/6
Sat 13/6

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