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Cheap flights from Canada to Illinois from C$ 135

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 4/5. 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
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
WestJet Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
C$ 220WestJet
Mon, 4 May - Thu, 7 May
WestJet Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
WestJet Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
C$ 221WestJet
Mon, 4 May - Thu, 7 May
Air Canada Logo
6:25 p.m. - 8:10 p.m.
YUL
-
ORD
2h 45mdirect
Air Canada Logo
12:50 p.m. - 4:01 p.m.
ORD
-
YUL
2h 11mdirect
C$ 242Air Canada
Mon, 23 Feb - Wed, 25 Feb
Air Canada Logo
6:25 p.m. - 8:10 p.m.
YUL
-
ORD
2h 45mdirect
Air Canada Logo
3:35 p.m. - 6:40 p.m.
ORD
-
YUL
2h 05mdirect
C$ 243Air Canada
Tue, 24 Feb - Wed, 4 Mar
Porter Airlines Logo
11:25 a.m. - 3:20 p.m.
YUL
-
MDW
4h 55m
1 stop
Porter Airlines Logo
4:15 p.m. - 10:45 p.m.
MDW
-
YUL
5h 30m
1 stop
C$ 244Porter Airlines
Wed, 8 Apr - Sun, 12 Apr
Porter Airlines Logo
10:15 a.m. - 3:20 p.m.
YUL
-
MDW
6h 05m
1 stop
Porter Airlines Logo
10:25 a.m. - 6:15 p.m.
MDW
-
YUL
6h 50m
1 stop
C$ 246Porter Airlines
Wed, 29 Apr - Wed, 6 May
United Airlines Logo
6:00 a.m. - 8:00 a.m.
YUL
-
ORD
3h 00mdirect
United Airlines Logo
1:00 p.m. - 12:13 a.m.
ORD
-
YUL
10h 13m
1 stop
C$ 254United Airlines
Thu, 26 Mar - Mon, 30 Mar
United Airlines Logo
4:45 p.m. - 6:45 p.m.
YUL
-
ORD
3h 00mdirect
United Airlines Logo
6:01 p.m. - 12:13 a.m.
ORD
-
YUL
5h 12m
1 stop
C$ 255United Airlines
Tue, 10 Mar - Tue, 31 Mar
Delta Logo
6:00 p.m. - 11:56 p.m.
YUL
-
ORD
6h 56m
1 stop
Delta Logo
5:25 a.m. - 4:53 p.m.
ORD
-
YUL
10h 28m
1 stop
C$ 285Delta
Mon, 23 Feb - Wed, 25 Feb
Delta Logo
6:00 a.m. - 12:29 p.m.
YUL
-
MDW
7h 29m
1 stop
Delta Logo
10:45 a.m. - 5:31 p.m.
MDW
-
YUL
5h 46m
1 stop
C$ 298Delta
Sun, 15 Mar - Tue, 17 Mar

Air Canada flights from Canada to Illinois

Our best Air Canada deals on Canada to Illinois flight tickets
Air Canada
23 Feb
YUL6:25 p.m.Montreal Pierre Elliott Trudeau Intl
2h 45m
ORD8:10 p.m.Chicago O'Hare Intl
24 Feb
ORD7:15 a.m.Chicago O'Hare Intl
2h 05m
YUL10:20 a.m.Montreal Pierre Elliott Trudeau Intl
C$ 242
Air Canada
24 Feb
YUL6:25 p.m.Montreal Pierre Elliott Trudeau Intl
2h 45m
ORD8:10 p.m.Chicago O'Hare Intl
4 Mar
ORD3:35 p.m.Chicago O'Hare Intl
2h 05m
YUL6:40 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 243
Air Canada
26 Feb
YYZ6:40 p.m.Toronto Pearson Intl
2h 05m
ORD7:45 p.m.Chicago O'Hare Intl
1 Mar
ORD8:40 p.m.Chicago O'Hare Intl
1h 40m
YYZ11:20 p.m.Toronto Pearson Intl
C$ 264

Delta flights from Canada to Illinois

Our best Delta deals on Canada to Illinois flight tickets
Delta
23 Feb
YUL6:00 p.m.Montreal Pierre Elliott Trudeau Intl
6h 56m
1 stop
ORD11:56 p.m.Chicago O'Hare Intl
25 Feb
ORD5:25 a.m.Chicago O'Hare Intl
10h 28m
1 stop
YUL4:53 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 285
Delta
16 Apr
YUL7:00 a.m.Montreal Pierre Elliott Trudeau Intl
10h 42m
1 stop
ORD4:42 p.m.Chicago O'Hare Intl
24 Apr
ORD7:00 a.m.Chicago O'Hare Intl
3h 59m
1 stop
YUL11:59 a.m.Montreal Pierre Elliott Trudeau Intl
C$ 296
Delta
1 May
YUL7:00 a.m.Montreal Pierre Elliott Trudeau Intl
10h 42m
1 stop
ORD4:42 p.m.Chicago O'Hare Intl
4 May
ORD2:25 p.m.Chicago O'Hare Intl
8h 23m
1 stop
YUL11:48 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 298

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 5 February 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

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 4/5

12:00 p.m.-4:40 p.m.

Nonstop3h 40m

Chicago O'Hare Intl

Thu 7/5

5:30 p.m.-8:25 p.m.

Nonstop3h 55m

C$ 220

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 4/5

12:00 p.m.-4:40 p.m.

Nonstop3h 40m

Chicago O'Hare Intl

Thu 7/5

5:30 p.m.-8:25 p.m.

Nonstop3h 55m

C$ 221

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Mon 23/2

6:25 p.m.-8:10 p.m.

Nonstop2h 45m

Chicago O'Hare Intl

Wed 25/2

12:50 p.m.-4:01 p.m.

Nonstop2h 11m

C$ 242

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 24/2

6:25 p.m.-8:10 p.m.

Nonstop2h 45m

Chicago O'Hare Intl

Wed 4/3

3:35 p.m.-6:40 p.m.

Nonstop2h 05m

C$ 243

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 8/4

11:25 a.m.-3:20 p.m.

1 stop4h 55m

Chicago Midway

Sun 12/4

4:15 p.m.-10:45 p.m.

1 stop5h 30m

C$ 244

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 29/4

10:15 a.m.-3:20 p.m.

1 stop6h 05m

Chicago Midway

Wed 6/5

10:25 a.m.-6:15 p.m.

1 stop6h 50m

C$ 246

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 26/3

6:00 a.m.-8:00 a.m.

Nonstop3h 00m

Chicago O'Hare Intl

Mon 30/3

1:00 p.m.-12:13 a.m.

1 stop10h 13m

C$ 254

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 10/3

4:45 p.m.-6:45 p.m.

Nonstop3h 00m

Chicago O'Hare Intl

Tue 31/3

6:01 p.m.-12:13 a.m.

1 stop5h 12m

C$ 255

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Mon 23/2

6:00 p.m.-11:56 p.m.

1 stop6h 56m

Chicago O'Hare Intl

Wed 25/2

5:25 a.m.-4:53 p.m.

1 stop10h 28m

C$ 285

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sun 15/3

6:00 a.m.-12:29 p.m.

1 stop7h 29m

Chicago Midway

Tue 17/3

10:45 a.m.-5:31 p.m.

1 stop5h 46m

C$ 298

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$ 296. 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$ 307.

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$ 659. 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$ 1,060.

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$ 644. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,122 on average. Flights to Illinois from Canada at noon 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 Calgary 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 C$ 391 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$ 266 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 17% 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$ 199

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 C$ 199. The best round-trip flight deal from Canada to Illinois found on momondo in the last 72 hours is C$ 262.
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

  • 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
Porter AirlinesPriceFrom C$ 112Free CancellationRating
7.9
412 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 121Free CancellationRating
7.1
10,688 reviews
Search Air Canada flights
DeltaPriceFrom C$ 145Free CancellationRating
7.9
8,147 reviews
Search Delta flights
American AirlinesPriceFrom C$ 169Free CancellationRating
7.2
11,228 reviews
Search American Airlines flights
WestJetPriceFrom C$ 173Free CancellationRating
7.2
3,255 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 176Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom C$ 382Free CancellationRating
8.0
11,839 reviews
Search Alaska 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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Find better results for your trip to Illinois

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