Cheap flights from Illinois to Canada from $61

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 3/27. 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 - 8:25 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$164WestJet
Mon, May 25 - Sat, May 30
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$166WestJet
Fri, May 8 - Sun, May 24
Porter Airlines Logo
11:05 am - 1:47 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
9:15 am - 10:05 am
YTZ
-
MDW
1h 50mnonstop
$183Porter Airlines
Tue, Feb 24 - Mon, Mar 2
Porter Airlines Logo
11:05 am - 1:47 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
2:30 pm - 3:20 pm
YTZ
-
MDW
1h 50mnonstop
$184Porter Airlines
Thu, Feb 26 - Sun, Mar 1
Air Canada Logo
7:25 am - 10:06 am
ORD
-
YTZ
1h 41mnonstop
Air Canada Logo
7:20 pm - 8:16 pm
YTZ
-
ORD
1h 56mnonstop
$189Air Canada
Tue, Jun 2 - Sun, Jun 7
Air Canada Logo
7:25 am - 10:06 am
ORD
-
YTZ
1h 41mnonstop
Air Canada Logo
7:20 pm - 8:16 pm
YTZ
-
ORD
1h 56mnonstop
$191Air Canada
Tue, Jun 2 - Sun, Jun 7
Multiple Airlines Logo
10:25 am - 1:05 pm
MDW
-
YTZ
1h 40mnonstop
Multiple Airlines Logo
4:00 pm - 4:50 pm
YTZ
-
MDW
1h 50mnonstop
$205Multiple Airlines
Tue, Jun 2 - Sun, Jun 7
Multiple Airlines Logo
12:00 pm - 11:20 pm
ORD
-
YYZ
10h 20m
1 stop
Multiple Airlines Logo
8:00 pm - 6:47 am
YYZ
-
ORD
11h 47m
1 stop
$218Multiple Airlines
Thu, Apr 9 - Mon, Apr 13
American Airlines Logo
8:18 am - 11:44 am
ORD
-
YUL
2h 26mnonstop
American Airlines Logo
7:45 am - 11:58 pm
YUL
-
ORD
17h 13m
1 stop
$220American Airlines
Tue, Apr 14 - Sat, Apr 18
American Airlines Logo
6:40 am - 3:20 pm
ORD
-
YUL
7h 40m
1 stop
American Airlines Logo
7:45 am - 9:35 pm
YUL
-
ORD
14h 50m
1 stop
$229American Airlines
Wed, Apr 1 - Tue, Apr 14

Delta flights from Illinois to Canada

Our best Delta deals on Illinois to Canada flight tickets
Delta
May 15
MDW5:14 pmChicago Midway
5h 43m
1 stop
YUL11:57 pmMontreal Pierre Elliott Trudeau Intl
May 18
YUL12:40 pmMontreal Pierre Elliott Trudeau Intl
9h 29m
1 stop
MDW9:09 pmChicago Midway
$238
Delta
Mar 27
ORD1:57 pmChicago O'Hare Intl
7h 42m
1 stop
YYZ10:39 pmToronto Pearson Intl
Apr 4
YYZ6:20 amToronto Pearson Intl
8h 04m
1 stop
ORD1:24 pmChicago O'Hare Intl
$261
Delta
Feb 4
ORD6:50 amChicago O'Hare Intl
15h 04m
2 stops
YYC8:54 pmCalgary
Feb 18
YYC6:30 amCalgary
10h 31m
1 stop
ORD6:01 pmChicago O'Hare Intl
$327

United Airlines flights from Illinois to Canada

Our best United Airlines deals on Illinois to Canada flight tickets
United Airlines
May 5
ORD8:41 amChicago O'Hare Intl
3h 51m
YYC11:32 amCalgary
May 20
YYC12:34 pmCalgary
3h 27m
ORD5:01 pmChicago O'Hare Intl
$197
United Airlines
May 5
ORD8:41 amChicago O'Hare Intl
3h 51m
YYC11:32 amCalgary
May 16
YYC6:00 amCalgary
16h 57m
1 stop
ORD11:57 pmChicago O'Hare Intl
$212
United Airlines
Mar 18
ORD7:10 amChicago O'Hare Intl
1h 48m
YYZ9:58 amToronto Pearson Intl
Mar 22
YYZ9:00 pmToronto Pearson Intl
2h 04m
ORD10:04 pmChicago O'Hare Intl
$236

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 February 3, 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 5/25

5:30 pm-8:25 pm

Nonstop3h 55m

Calgary

Sat 5/30

12:00 pm-4:40 pm

Nonstop3h 40m

$164

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 5/8

5:30 pm-8:25 pm

Nonstop3h 55m

Calgary

Sun 5/24

12:00 pm-4:40 pm

Nonstop3h 40m

$166

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 2/24

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

Mon 3/2

9:15 am-10:05 am

Nonstop1h 50m

$183

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 2/26

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

Sun 3/1

2:30 pm-3:20 pm

Nonstop1h 50m

$184

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Tue 6/2

7:25 am-10:06 am

Nonstop1h 41m

Toronto Island

Sun 6/7

7:20 pm-8:16 pm

Nonstop1h 56m

$189

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Tue 6/2

7:25 am-10:06 am

Nonstop1h 41m

Toronto Island

Sun 6/7

7:20 pm-8:16 pm

Nonstop1h 56m

$191

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 6/2

10:25 am-1:05 pm

Nonstop1h 40m

Toronto Island

Sun 6/7

4:00 pm-4:50 pm

Nonstop1h 50m

$205

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 4/9

12:00 pm-11:20 pm

1 stop10h 20m

Toronto Pearson Intl

Mon 4/13

8:00 pm-6:47 am

1 stop11h 47m

$218

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 4/14

8:18 am-11:44 am

Nonstop2h 26m

Montreal Pierre Elliott Trudeau Intl

Sat 4/18

7:45 am-11:58 pm

1 stop17h 13m

$220

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Wed 4/1

6:40 am-3:20 pm

1 stop7h 40m

Montreal Pierre Elliott Trudeau Intl

Tue 4/14

7:45 am-9:35 pm

1 stop14h 50m

$229

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 $235.

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 $528. 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 $750.

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

In the evening is the cheapest time of day to fly from Illinois to Canada when you can find flight prices for as low as $442. Flying to Canada in the evening 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 $742.

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 $290 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

$98

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 $98. The best round-trip flight deal from Illinois to Canada found on momondo in the last 72 hours is $205.
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).
  • 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
United AirlinesPriceFrom $69Free CancellationRating
7.4
9,231 reviews
Search United Airlines flights
Air CanadaPriceFrom $80Free CancellationRating
7.1
10,676 reviews
Search Air Canada flights
DeltaPriceFrom $88Free CancellationRating
7.9
8,133 reviews
Search Delta flights
Porter AirlinesPriceFrom $109Free CancellationRating
7.9
412 reviews
Search Porter Airlines flights
WestJetPriceFrom $110Free CancellationRating
7.2
3,254 reviews
Search WestJet flights
American AirlinesPriceFrom $195Free CancellationRating
7.2
11,213 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $343Free CancellationRating
8.0
11,831 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

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1 adult
Thu 3/5
Thu 3/12

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Popular cities in Canada

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