Cheap flights from Canada to Illinois from $100

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 4/24. 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
9:00 am - 1:35 pmYYC-ORD
3h 35mnonstop
WestJet Logo
2:20 pm - 5:15 pmORD-YYC
3h 55mnonstop
$174WestJet
Find Deal
vie., ene. 30 - lun., mar. 2
Air Canada Logo
7:00 am - 11:18 amYYZ-ORD
5h 18m1 stop
Air Canada Logo
8:15 pm - 10:54 pmORD-YYZ
1h 39mnonstop
$181Air Canada
Find Deal
vie., nov. 14 - lun., nov. 17
American Airlines Logo
4:07 pm - 10:56 pmYYZ-ORD
7h 49m1 stop
American Airlines Logo
8:29 am - 5:27 pmORD-YYZ
7h 58m1 stop
$184American Airlines
Find Deal
mié., nov. 26 - mié., dic. 3
United Airlines Logo
8:55 am - 10:02 amYYZ-ORD
2h 07mnonstop
United Airlines Logo
6:28 pm - 9:21 pmORD-YYZ
1h 53mnonstop
$185United Airlines
Find Deal
vie., feb. 13 - sáb., feb. 21
Porter Airlines Logo
2:30 pm - 3:20 pmYTZ-MDW
1h 50mnonstop
Porter Airlines Logo
11:00 am - 1:42 pmMDW-YTZ
1h 42mnonstop
$185Porter Airlines
Find Deal
jue., dic. 4 - lun., dic. 8
Porter Airlines Logo
2:30 pm - 3:20 pmYTZ-MDW
1h 50mnonstop
Porter Airlines Logo
4:15 pm - 6:57 pmMDW-YTZ
1h 42mnonstop
$187Porter Airlines
Find Deal
vie., dic. 5 - lun., dic. 8
American Airlines Logo
6:00 am - 7:15 amYYZ-ORD
2h 15mnonstop
American Airlines Logo
9:39 am - 12:30 pmORD-YYZ
1h 51mnonstop
$189American Airlines
Find Deal
jue., dic. 4 - dom., dic. 7
United Airlines Logo
2:55 pm - 4:57 pmYQB-ORD
3h 02mnonstop
United Airlines Logo
8:02 pm - 11:02 amORD-YQB
14h 00m1 stop
$201United Airlines
Find Deal
jue., nov. 13 - dom., nov. 16
Air Transat Logo
2:30 pm - 3:20 pmYTZ-MDW
1h 50mnonstop
Air Transat Logo
4:15 pm - 6:57 pmMDW-YTZ
1h 42mnonstop
$201Air Transat
Find Deal
vie., nov. 14 - lun., nov. 17
Air Transat Logo
2:30 pm - 3:20 pmYTZ-MDW
1h 50mnonstop
Air Transat Logo
12:45 pm - 3:27 pmMDW-YTZ
1h 42mnonstop
$209Air Transat
Find Deal
jue., mar. 19 - sáb., mar. 21

WestJet flights from Canada to Illinois

Our best WestJet deals on Canada to Illinois flight tickets
WestJet
Jan 30
YYC9:00 amCalgary
3h 35m
ORD1:35 pmChicago O'Hare Intl
Mar 2
ORD2:20 pmChicago O'Hare Intl
3h 55m
YYC5:15 pmCalgary
WestJet
Dec 18
YYZ6:30 amToronto Pearson Intl
7h 40m
1 stop
MDW1:10 pmChicago Midway
Dec 19
MDW9:59 amChicago Midway
5h 16m
1 stop
YYZ4:15 pmToronto Pearson Intl
WestJet
Nov 13
YYZ6:30 amToronto Pearson Intl
12h 48m
1 stop
MDW6:18 pmChicago Midway
Dec 6
MDW11:05 amChicago Midway
4h 57m
1 stop
YYZ5:02 pmToronto Pearson Intl

Air Canada flights from Canada to Illinois

Our best Air Canada deals on Canada to Illinois flight tickets
Air Canada
Nov 14
YYZ7:00 amToronto Pearson Intl
5h 18m
1 stop
ORD11:18 amChicago O'Hare Intl
Nov 17
ORD8:15 pmChicago O'Hare Intl
1h 39m
YYZ10:54 pmToronto Pearson Intl
Air Canada
Jan 16
YYZ9:00 amToronto Pearson Intl
6h 55m
1 stop
ORD2:55 pmChicago O'Hare Intl
Jan 19
ORD2:00 pmChicago O'Hare Intl
1h 39m
YYZ4:39 pmToronto Pearson Intl
Air Canada
Nov 12
YQB10:55 amQuébec City
5h 15m
1 stop
ORD3:10 pmChicago O'Hare Intl
Nov 18
ORD7:05 amChicago O'Hare Intl
6h 09m
1 stop
YQB2:14 pmQuébec City

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 octubre 30, 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

vie. 1/30

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

lun. 3/2

2:20 pm-5:15 pm

Nonstop3h 55m

$174

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

vie. 11/14

7:00 am-11:18 am

1 stop5h 18m

Chicago O'Hare Intl

lun. 11/17

8:15 pm-10:54 pm

Nonstop1h 39m

$181

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

mié. 11/26

4:07 pm-10:56 pm

1 stop7h 49m

Chicago O'Hare Intl

mié. 12/3

8:29 am-5:27 pm

1 stop7h 58m

$184

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

vie. 2/13

8:55 am-10:02 am

Nonstop2h 07m

Chicago O'Hare Intl

sáb. 2/21

6:28 pm-9:21 pm

Nonstop1h 53m

$185

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

jue. 12/4

2:30 pm-3:20 pm

Nonstop1h 50m

Chicago Midway

lun. 12/8

11:00 am-1:42 pm

Nonstop1h 42m

$185

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

vie. 12/5

2:30 pm-3:20 pm

Nonstop1h 50m

Chicago Midway

lun. 12/8

4:15 pm-6:57 pm

Nonstop1h 42m

$187

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

jue. 12/4

6:00 am-7:15 am

Nonstop2h 15m

Chicago O'Hare Intl

dom. 12/7

9:39 am-12:30 pm

Nonstop1h 51m

$189

Québec CityChicago

YQB - ORD

YQBORD

Québec City

jue. 11/13

2:55 pm-4:57 pm

Nonstop3h 02m

Chicago O'Hare Intl

dom. 11/16

8:02 pm-11:02 am

1 stop14h 00m

$201

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

vie. 11/14

2:30 pm-3:20 pm

Nonstop1h 50m

Chicago Midway

lun. 11/17

4:15 pm-6:57 pm

Nonstop1h 42m

$201

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

jue. 3/19

2:30 pm-3:20 pm

Nonstop1h 50m

Chicago Midway

sáb. 3/21

12:45 pm-3:27 pm

Nonstop1h 42m

$209

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 Saturday when prices can be found for as low as $453. Flights from Canada to Illinois on a Monday will generally be more expensive and average around $714. 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 $439. Flights in the afternoon are often more expensive with an average ticket price of $617.

What is the cheapest Canada to Illinois flight route?

Fly from Vancouver Intl to Chicago O'Hare Intl 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 $293 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

$124

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Illinois

1 airport
The best one-way flight to Illinois from Canada in the past 72 hours is $124. The best round-trip flight deal from Canada to Illinois found on momondo in the last 72 hours is $268.
The fastest flight from Canada to Illinois takes 1h 50m
Direct flights go from Canada to Illinois every day.
There is 1 airport near Illinois: Chicago Midway (MDW)
  • 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 $109Free CancellationRating
7.1
10,376 reviews
Search Air Canada flights
United AirlinesPriceFrom $110Free CancellationRating
7.4
8,998 reviews
Search United Airlines flights
WestJetPriceFrom $138Free CancellationRating
7.2
3,149 reviews
Search WestJet flights
Porter AirlinesPriceFrom $158Free CancellationRating
8.0
384 reviews
Search Porter Airlines flights
American AirlinesPriceFrom $167Free CancellationRating
7.2
11,030 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.

An easier way to manage your Illinois trip

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1 adult
sáb. 11/29
sáb. 12/6

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