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Cheap flights from Canada to Illinois from C$ 153

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 18/11. 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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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 a.m. - 1:35 p.m.YYC-ORD
3h 35mdirect
WestJet Logo
2:20 p.m. - 5:15 p.m.ORD-YYC
3h 55mdirect
C$ 206WestJet
Find Deal
Fri, 26 Dec - Mon, 5 Jan
WestJet Logo
9:00 a.m. - 1:35 p.m.YYC-ORD
3h 35mdirect
WestJet Logo
2:20 p.m. - 5:15 p.m.ORD-YYC
3h 55mdirect
C$ 221WestJet
Find Deal
Fri, 5 Dec - Fri, 12 Dec
Air Canada Logo
6:20 a.m. - 11:18 a.m.YYZ-ORD
5h 58m1 stop
Air Canada Logo
3:55 p.m. - 6:34 p.m.ORD-YYZ
1h 39mdirect
C$ 256Air Canada
Find Deal
Sun, 14 Dec - Sun, 11 Jan
Porter Airlines Logo
2:30 p.m. - 3:20 p.m.YTZ-MDW
1h 50mdirect
Porter Airlines Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
C$ 258Porter Airlines
Find Deal
Fri, 21 Nov - Sun, 23 Nov
United Airlines Logo
6:50 a.m. - 8:05 a.m.YYZ-ORD
2h 15mdirect
United Airlines Logo
11:11 a.m. - 2:01 p.m.ORD-YYZ
1h 50mdirect
C$ 258United Airlines
Find Deal
Sat, 17 Jan - Wed, 18 Feb
Air Canada Logo
6:30 p.m. - 7:30 p.m.YYZ-ORD
2h 00mdirect
Air Canada Logo
2:00 p.m. - 4:39 p.m.ORD-YYZ
1h 39mdirect
C$ 259Air Canada
Find Deal
Thu, 26 Feb - Sun, 1 Mar
Porter Airlines Logo
2:30 p.m. - 3:20 p.m.YTZ-MDW
1h 50mdirect
Porter Airlines Logo
4:15 p.m. - 6:57 p.m.MDW-YTZ
1h 42mdirect
C$ 262Porter Airlines
Find Deal
Thu, 4 Dec - Fri, 12 Dec
American Airlines Logo
6:00 a.m. - 7:15 a.m.YYZ-ORD
2h 15mdirect
American Airlines Logo
8:10 a.m. - 10:56 a.m.ORD-YYZ
1h 46mdirect
C$ 263American Airlines
Find Deal
Sat, 6 Dec - Sun, 7 Dec
American Airlines Logo
6:00 a.m. - 7:15 a.m.YYZ-ORD
2h 15mdirect
American Airlines Logo
6:05 a.m. - 11:56 a.m.ORD-YYZ
4h 51m1 stop
C$ 270American Airlines
Find Deal
Fri, 5 Dec - Sun, 7 Dec
United Airlines Logo
12:37 p.m. - 5:08 p.m.YYC-ORD
3h 31mdirect
United Airlines Logo
1:55 p.m. - 9:53 p.m.ORD-YYC
8h 58m1 stop
C$ 276United Airlines
Find Deal
Tue, 13 Jan - Tue, 20 Jan

WestJet flights from Canada to Illinois

Our best WestJet deals on Canada to Illinois flight tickets
WestJet
26 Dec
YYC9:00 a.m.Calgary
3h 35m
ORD1:35 p.m.Chicago O'Hare Intl
5 Jan
ORD2:20 p.m.Chicago O'Hare Intl
3h 55m
YYC5:15 p.m.Calgary
C$ 206
Find similar
WestJet
5 Dec
YYC9:00 a.m.Calgary
3h 35m
ORD1:35 p.m.Chicago O'Hare Intl
12 Dec
ORD2:20 p.m.Chicago O'Hare Intl
3h 55m
YYC5:15 p.m.Calgary
C$ 221
Find similar
WestJet
5 Dec
YYC9:00 a.m.Calgary
3h 35m
ORD1:35 p.m.Chicago O'Hare Intl
12 Dec
ORD2:20 p.m.Chicago O'Hare Intl
3h 55m
YYC5:15 p.m.Calgary
C$ 227
Find similar

Air Canada flights from Canada to Illinois

Our best Air Canada deals on Canada to Illinois flight tickets
Air Canada
14 Dec
YYZ6:20 a.m.Toronto Pearson Intl
5h 58m
1 stop
ORD11:18 a.m.Chicago O'Hare Intl
11 Jan
ORD3:55 p.m.Chicago O'Hare Intl
1h 39m
YYZ6:34 p.m.Toronto Pearson Intl
C$ 256
Find similar
Air Canada
26 Feb
YYZ6:30 p.m.Toronto Pearson Intl
2h 00m
ORD7:30 p.m.Chicago O'Hare Intl
1 Mar
ORD2:00 p.m.Chicago O'Hare Intl
1h 39m
YYZ4:39 p.m.Toronto Pearson Intl
C$ 259
Find similar
Air Canada
17 Feb
YYZ2:15 p.m.Toronto Pearson Intl
1h 55m
ORD3:10 p.m.Chicago O'Hare Intl
18 Feb
ORD7:15 a.m.Chicago O'Hare Intl
5h 25m
1 stop
YYZ1:40 p.m.Toronto Pearson Intl
C$ 265
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 96,600 searches. Data last updated 3 November 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

Fri 26/12

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Mon 5/1

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

C$ 206

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 5/12

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Fri 12/12

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

C$ 221

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 14/12

6:20 a.m.-11:18 a.m.

1 stop5h 58m

Chicago O'Hare Intl

Sun 11/1

3:55 p.m.-6:34 p.m.

Nonstop1h 39m

C$ 256

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 21/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Sun 23/11

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 258

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 17/1

6:50 a.m.-8:05 a.m.

Nonstop2h 15m

Chicago O'Hare Intl

Wed 18/2

11:11 a.m.-2:01 p.m.

Nonstop1h 50m

C$ 258

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 26/2

6:30 p.m.-7:30 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

Sun 1/3

2:00 p.m.-4:39 p.m.

Nonstop1h 39m

C$ 259

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 4/12

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Fri 12/12

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

C$ 262

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 6/12

6:00 a.m.-7:15 a.m.

Nonstop2h 15m

Chicago O'Hare Intl

Sun 7/12

8:10 a.m.-10:56 a.m.

Nonstop1h 46m

C$ 263

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 5/12

6:00 a.m.-7:15 a.m.

Nonstop2h 15m

Chicago O'Hare Intl

Sun 7/12

6:05 a.m.-11:56 a.m.

1 stop4h 51m

C$ 270

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 13/1

12:37 p.m.-5:08 p.m.

Nonstop3h 31m

Chicago O'Hare Intl

Tue 20/1

1:55 p.m.-9:53 p.m.

1 stop8h 58m

C$ 276

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?

In general, July is the cheapest month to fly from Canada to Illinois. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 304. If you don’t want to visit Illinois in July, then you should wait until June to fly from Canada, when ticket prices are also cheap, with an average price of C$ 315.

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

According to our data, Friday is the cheapest day to fly to Illinois from Canada. The lowest ticket price found for a Friday departure recently was C$ 721. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Illinois is Tuesday, with ticket prices averaging around C$ 1,126.

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 C$ 638. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are C$ 1,109 on average. Flights to Illinois from Canada in the afternoon are generally more expensive because this time of day is more convenient for travellers’ schedules.

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 C$ 407 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 C$ 273 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?

You could potentially save up to 2% on your flight if you consider stops on a Canada to Illinois flight.

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

C$ 197

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 C$ 197. The best round-trip flight deal from Canada to Illinois found on momondo in the last 72 hours is C$ 346.
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)
Search flight deals

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

    Prices for flights from Canada to Illinois refresh daily.

  • 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?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify 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 C$ 151Free CancellationRating
7.1
10,394 reviews
Search Air Canada flights
WestJetPriceFrom C$ 179Free CancellationRating
7.2
3,153 reviews
Search WestJet flights
American AirlinesPriceFrom C$ 180Free CancellationRating
7.2
11,035 reviews
Search American Airlines flights
DeltaPriceFrom C$ 187Free CancellationRating
7.9
8,001 reviews
Search Delta flights
Porter AirlinesPriceFrom C$ 198Free CancellationRating
8.0
384 reviews
Search Porter Airlines flights
United AirlinesPriceFrom C$ 208Free CancellationRating
7.4
8,996 reviews
Search United Airlines flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Canada to Illinois. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Illinois from Canada with this policy.

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

Once all potential Canada to Illinois 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 Canada to Illinois right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Canada to Illinois now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Illinois and let you know when they change.

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