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Cheap flights from Canada to Illinois from $125

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 6/16. 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
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
$176WestJet
Sat, May 30 - Sun, May 31
Multiple Airlines Logo
6:30 am - 2:55 pm
YYC
-
ORD
7h 25m
1 stop
Multiple Airlines Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
$195Multiple Airlines
Thu, May 21 - Sat, May 30
Porter Airlines Logo
8:40 pm - 9:35 pm
YTZ
-
ORD
1h 55mnonstop
Porter Airlines Logo
7:00 am - 9:40 am
ORD
-
YTZ
1h 40mnonstop
$203Porter Airlines
Wed, Sep 23 - Sat, Sep 26
Porter Airlines Logo
8:55 am - 9:45 am
YTZ
-
MDW
1h 50mnonstop
Porter Airlines Logo
10:30 am - 1:10 pm
MDW
-
YTZ
1h 40mnonstop
$204Porter Airlines
Thu, May 28 - Sun, May 31
United Airlines Logo
11:00 am - 12:00 pm
YYZ
-
ORD
2h 00mnonstop
United Airlines Logo
9:20 pm - 11:59 pm
ORD
-
YYZ
1h 39mnonstop
$206United Airlines
Tue, Jun 2 - Tue, Jun 9
Air Canada Logo
4:00 pm - 4:59 pm
YYZ
-
ORD
1h 59mnonstop
Air Canada Logo
9:55 am - 12:35 pm
ORD
-
YYZ
1h 40mnonstop
$213Air Canada
Fri, May 22 - Thu, May 28
Air Canada Logo
10:30 am - 2:53 pm
YYZ
-
ORD
5h 23m
1 stop
Air Canada Logo
9:55 am - 12:35 pm
ORD
-
YYZ
1h 40mnonstop
$215Air Canada
Sat, May 23 - Thu, May 28
United Airlines Logo
8:50 am - 9:50 am
YYZ
-
ORD
2h 00mnonstop
United Airlines Logo
7:09 am - 9:54 am
ORD
-
YYZ
1h 45mnonstop
$220United Airlines
Fri, May 22 - Wed, May 27
American Airlines Logo
6:00 am - 12:18 pm
YYZ
-
ORD
7h 18m
1 stop
American Airlines Logo
1:19 pm - 10:30 pm
ORD
-
YYZ
8h 11m
1 stop
$232American Airlines
Thu, May 28 - Sat, May 30
American Airlines Logo
1:40 pm - 6:25 pm
YYC
-
ORD
3h 45mnonstop
American Airlines Logo
8:55 pm - 11:43 pm
ORD
-
YYC
3h 48mnonstop
$245American Airlines
Thu, May 28 - Mon, Jun 1

Porter Airlines flights from Canada to Illinois

Our best Porter Airlines deals on Canada to Illinois flight tickets
Porter Airlines
Sep 23
YTZ8:40 pmToronto Island
1h 55m
ORD9:35 pmChicago O'Hare Intl
Sep 26
ORD7:00 amChicago O'Hare Intl
1h 40m
YTZ9:40 amToronto Island
$203
Porter Airlines
Sep 23
YTZ1:40 pmToronto Island
1h 55m
ORD2:35 pmChicago O'Hare Intl
Sep 26
ORD11:45 amChicago O'Hare Intl
1h 40m
YTZ2:25 pmToronto Island
$204
Porter Airlines
Sep 10
YTZ8:40 pmToronto Island
1h 55m
ORD9:35 pmChicago O'Hare Intl
Sep 14
ORD7:00 amChicago O'Hare Intl
1h 40m
YTZ9:40 amToronto Island
$205

Air Canada flights from Canada to Illinois

Our best Air Canada deals on Canada to Illinois flight tickets
Air Canada
May 22
YYZ4:00 pmToronto Pearson Intl
1h 59m
ORD4:59 pmChicago O'Hare Intl
May 28
ORD9:55 amChicago O'Hare Intl
1h 40m
YYZ12:35 pmToronto Pearson Intl
$213
Air Canada
May 23
YYZ10:30 amToronto Pearson Intl
5h 23m
1 stop
ORD2:53 pmChicago O'Hare Intl
May 28
ORD9:55 amChicago O'Hare Intl
1h 40m
YYZ12:35 pmToronto Pearson Intl
$215
Air Canada
May 28
YYZ8:00 amToronto Pearson Intl
2h 00m
ORD9:00 amChicago O'Hare Intl
May 31
ORD8:35 pmChicago O'Hare Intl
1h 43m
YYZ11:18 pmToronto Pearson Intl
$216

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 May 7, 2026.
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

Cheapest round-trip

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 5/30

12:00 pm-4:40 pm

Nonstop3h 40m

Chicago O'Hare Intl

Sun 5/31

5:30 pm-8:25 pm

Nonstop3h 55m

$176

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 5/21

6:30 am-2:55 pm

1 stop7h 25m

Chicago O'Hare Intl

Sat 5/30

5:30 pm-8:25 pm

Nonstop3h 55m

$195

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 9/23

8:40 pm-9:35 pm

Nonstop1h 55m

Chicago O'Hare Intl

Sat 9/26

7:00 am-9:40 am

Nonstop1h 40m

$203
Quickest round-trip

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 5/28

8:55 am-9:45 am

Nonstop1h 50m

Chicago Midway

Sun 5/31

10:30 am-1:10 pm

Nonstop1h 40m

$204

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 6/2

11:00 am-12:00 pm

Nonstop2h 00m

Chicago O'Hare Intl

Tue 6/9

9:20 pm-11:59 pm

Nonstop1h 39m

$206

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 5/22

4:00 pm-4:59 pm

Nonstop1h 59m

Chicago O'Hare Intl

Thu 5/28

9:55 am-12:35 pm

Nonstop1h 40m

$213

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 5/23

10:30 am-2:53 pm

1 stop5h 23m

Chicago O'Hare Intl

Thu 5/28

9:55 am-12:35 pm

Nonstop1h 40m

$215

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 5/22

8:50 am-9:50 am

Nonstop2h 00m

Chicago O'Hare Intl

Wed 5/27

7:09 am-9:54 am

Nonstop1h 45m

$220

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 5/28

6:00 am-12:18 pm

1 stop7h 18m

Chicago O'Hare Intl

Sat 5/30

1:19 pm-10:30 pm

1 stop8h 11m

$232

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 5/28

1:40 pm-6:25 pm

Nonstop3h 45m

Chicago O'Hare Intl

Mon 6/1

8:55 pm-11:43 pm

Nonstop3h 48m

$245

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 November. Flight prices, which tend to average around $271, 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 November, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $274.

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 $471. Flights from Canada to Illinois on a Monday will generally be more expensive and average around $749. 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 $393. Flights in the afternoon are often more expensive with an average ticket price of $713.

What is the cheapest Canada to Illinois flight route?

Fly from Toronto Island to Chicago O'Hare Intl for the best Canada - Illinois flight prices

How far in advance should I book a flight from Canada 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 $295 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.

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

$94

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Canada in the past 72 hours is $94. The best round-trip flight deal from Canada to Illinois found on momondo in the last 72 hours is $190.
The fastest flight from Canada to Illinois takes 1h 50m
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

Frequently asked questions about flying from Canada to Illinois

  • 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
Porter AirlinesPriceFrom $80Free CancellationRating
8.0
437 reviews
Search Porter Airlines flights
United AirlinesPriceFrom $90Free CancellationRating
7.4
9,692 reviews
Search United Airlines flights
Air CanadaPriceFrom $109Free CancellationRating
7.1
11,004 reviews
Search Air Canada flights
WestJetPriceFrom $137Free CancellationRating
7.2
3,331 reviews
Search WestJet flights
American AirlinesPriceFrom $167Free CancellationRating
7.1
11,669 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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