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Cheap flights from Canada to Illinois from $82

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Canada to Illinois departing on 5/23. 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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0 bags

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Find the cheapest flights from Canada to Illinois

Recent round-trip flight deals from Canada to Illinois

Enter your travel dates to find the best prices.
WestJet Logo
12:15 pm - 4:43 pm
YYC
-
ORD
3h 28mnonstop
WestJet Logo
5:30 pm - 8:19 pm
ORD
-
YYC
3h 49mnonstop
$147WestJet
Thu, May 21 - Sat, May 30
WestJet Logo
12:15 pm - 4:43 pm
YYC
-
ORD
3h 28mnonstop
WestJet Logo
5:30 pm - 8:19 pm
ORD
-
YYC
3h 49mnonstop
$148WestJet
Sun, May 24 - Sat, May 30
United Airlines Logo
2:13 pm - 11:59 pm
YYC
-
ORD
8h 46m1 stop
United Airlines Logo
8:45 am - 11:35 am
ORD
-
YYC
3h 50mnonstop
$161United Airlines
Tue, Feb 3 - Wed, Feb 4
Air Canada Logo
8:00 am - 5:48 pm
YYC
-
ORD
8h 48m1 stop
Air Canada Logo
3:55 pm - 12:14 am
ORD
-
YYC
9h 19m1 stop
$176Air Canada
Tue, Feb 3 - Wed, Feb 4
United Airlines Logo
6:15 am - 11:59 pm
YYC
-
ORD
16h 44m1 stop
United Airlines Logo
8:45 am - 11:35 am
ORD
-
YYC
3h 50mnonstop
$182United Airlines
Mon, Feb 2 - Tue, Feb 3
American Airlines Logo
1:14 pm - 2:14 pm
YYZ
-
ORD
2h 00mnonstop
American Airlines Logo
9:41 am - 12:34 pm
ORD
-
YYZ
1h 53mnonstop
$182American Airlines
Fri, Jan 23 - Sun, Feb 1
Air Canada Logo
4:50 pm - 5:48 pm
YYZ
-
ORD
1h 58mnonstop
Air Canada Logo
8:00 am - 10:40 am
ORD
-
YYZ
1h 40mnonstop
$183Air Canada
Sat, Jan 31 - Sat, Feb 7
Porter Airlines Logo
9:15 am - 10:05 am
YTZ
-
MDW
1h 50mnonstop
Porter Airlines Logo
4:15 pm - 6:57 pm
MDW
-
YTZ
1h 42mnonstop
$183Porter Airlines
Thu, Jan 15 - Sun, Jan 18
Porter Airlines Logo
9:15 am - 10:05 am
YTZ
-
MDW
1h 50mnonstop
Porter Airlines Logo
11:00 am - 1:42 pm
MDW
-
YTZ
1h 42mnonstop
$185Porter Airlines
Fri, Jan 16 - Fri, Jan 23
American Airlines Logo
7:04 pm - 8:04 pm
YYZ
-
ORD
2h 00mnonstop
American Airlines Logo
6:31 pm - 9:23 pm
ORD
-
YYZ
1h 52mnonstop
$188American Airlines
Sat, Jan 24 - Sun, Feb 1

WestJet flights from Canada to Illinois

Our best WestJet deals on Canada to Illinois flight tickets
WestJet
May 21
YYC12:15 pmCalgary
3h 28m
ORD4:43 pmChicago O'Hare Intl
May 30
ORD5:30 pmChicago O'Hare Intl
3h 49m
YYC8:19 pmCalgary
$147
Find similar
WestJet
May 24
YYC12:15 pmCalgary
3h 28m
ORD4:43 pmChicago O'Hare Intl
May 30
ORD5:30 pmChicago O'Hare Intl
3h 49m
YYC8:19 pmCalgary
$148
Find similar
WestJet
Jan 23
YYC9:00 amCalgary
3h 35m
ORD1:35 pmChicago O'Hare Intl
Feb 2
ORD2:20 pmChicago O'Hare Intl
3h 55m
YYC5:15 pmCalgary
$198
Find similar

United Airlines flights from Canada to Illinois

Our best United Airlines deals on Canada to Illinois flight tickets
United Airlines
Feb 3
YYC2:13 pmCalgary
8h 46m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 4
ORD8:45 amChicago O'Hare Intl
3h 50m
YYC11:35 amCalgary
$161
Find similar
United Airlines
Feb 2
YYC6:15 amCalgary
16h 44m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 3
ORD8:45 amChicago O'Hare Intl
3h 50m
YYC11:35 amCalgary
$182
Find similar
United Airlines
Feb 5
YYZ9:00 amToronto Pearson Intl
2h 06m
ORD10:06 amChicago O'Hare Intl
Feb 8
ORD7:10 amChicago O'Hare Intl
1h 48m
YYZ9:58 amToronto Pearson Intl
$186
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Canada to Illinois 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 December 18, 2025.
Use the filters below to find and compare flights from Canada to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 5/21

12:15 pm-4:43 pm

Nonstop3h 28m

Chicago O'Hare Intl

Sat 5/30

5:30 pm-8:19 pm

Nonstop3h 49m

$147

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 5/24

12:15 pm-4:43 pm

Nonstop3h 28m

Chicago O'Hare Intl

Sat 5/30

5:30 pm-8:19 pm

Nonstop3h 49m

$148

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 2/3

2:13 pm-11:59 pm

1 stop8h 46m

Chicago O'Hare Intl

Wed 2/4

8:45 am-11:35 am

Nonstop3h 50m

$161

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 2/3

8:00 am-5:48 pm

1 stop8h 48m

Chicago O'Hare Intl

Wed 2/4

3:55 pm-12:14 am

1 stop9h 19m

$176

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 2/2

6:15 am-11:59 pm

1 stop16h 44m

Chicago O'Hare Intl

Tue 2/3

8:45 am-11:35 am

Nonstop3h 50m

$182

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 1/23

1:14 pm-2:14 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sun 2/1

9:41 am-12:34 pm

Nonstop1h 53m

$182

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 1/31

4:50 pm-5:48 pm

Nonstop1h 58m

Chicago O'Hare Intl

Sat 2/7

8:00 am-10:40 am

Nonstop1h 40m

$183

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 1/15

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Sun 1/18

4:15 pm-6:57 pm

Nonstop1h 42m

$183

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 1/16

9:15 am-10:05 am

Nonstop1h 50m

Chicago Midway

Fri 1/23

11:00 am-1:42 pm

Nonstop1h 42m

$185

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 1/24

7:04 pm-8:04 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sun 2/1

6:31 pm-9:23 pm

Nonstop1h 52m

$188

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 Illinois from

How to get the cheapest flight ticket from Canada to Illinois

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 Illinois?

The cheapest month to fly to Illinois from Canada is in July. Flight prices, which tend to average around $217, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of July, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $225.

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

The cheapest day to depart from Canada to Illinois is on a Friday when prices can be found for as low as $458. Flights from Canada to Illinois on a Monday will generally be more expensive and average around $739. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our most recent data shows that the best time of day to fly to Illinois is in the evening. Flights from Canada to Illinois during this time can be as low as $388. Flights in the afternoon are often more expensive with an average ticket price of $649.

What is the cheapest Canada to Illinois flight route?

Fly from Toronto Island to Chicago Midway for the best Canada - Illinois flight prices

How far in advance should I book a flight to Illinois?

You are more likely to see cheaper flights to Illinois from Canada when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $291 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Canada for as low as $195 on momondo.

What cabin class options are available on Canada to Illinois flights?

There are 4 cabin classes available to choose from on Canada to Illinois 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 Canada to Illinois flights?

No. A direct flight is the cheapest option for a flight between Canada to Illinois.

Cheap Canada to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Canada to Illinois

Best Price Found

$117

Fastest flight time

1h 49m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Canada in the past 72 hours is $117. The best round-trip flight deal from Canada to Illinois found on momondo in the last 72 hours is $195.
The fastest flight from Canada to Illinois takes 1h 49m
Direct flights go from Canada to Illinois every day.
There are 98 airports in Illinois. From Canada there are direct flights to Chicago Midway (MDW).
Search flight deals

  • When did momondo last update prices for flights from Canada to Illinois?

    Prices for flights from Canada to Illinois were last updated today.

  • How many operators does momondo search for flights from Canada to Illinois?

  • How old do you have to be to fly from Canada to Illinois?

    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 Canada to Illinois.

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

    The travel and health documents required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Canada to Illinois?

Best airlines flying from Canada to Illinois

Compare and see reviews for airlines that fly from Canada to Illinois with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $101Free CancellationRating
7.1
10,533 reviews
Search Air Canada flights
United AirlinesPriceFrom $110Free CancellationRating
7.4
9,092 reviews
Search United Airlines flights
WestJetPriceFrom $138Free CancellationRating
7.2
3,204 reviews
Search WestJet flights
Porter AirlinesPriceFrom $158Free CancellationRating
8.0
399 reviews
Search Porter Airlines flights
American AirlinesPriceFrom $167Free CancellationRating
7.2
11,053 reviews
Search American Airlines flights

Why use momondo?

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

It is quick and easy to find Canada to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.

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

momondo does allow users to show only those flights to Illinois from Canada which offer a flexible booking policy as well as other useful filters and features.

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

momondo provides multiple filters to help you find the best flight to Illinois from Canada. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Price alerts on flights to Illinois from Canada 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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