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Cheap flights from Canada to Illinois from C$ 185

YYZ — ORD
1 Oct — 8 Oct1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Canada to Illinois

Enter your travel dates to find the best prices.

Cheapest flights from Canada to Illinois

Fri 18/912:25 p.m. -
Nonstop1h 58m
Mon 21/93:40 p.m. -
1 stop4h 58m
Deal found 29/8C$ 284
Sun 11/101:45 p.m. -
Nonstop1h 50m
Wed 14/103:20 p.m. -
Nonstop1h 40m
Deal found 27/8C$ 284
Thu 1/1010:45 a.m. -
1 stop5h 07m
Sun 4/107:25 a.m. -
Nonstop1h 53m
Deal found 27/8C$ 284
Fri 25/910:10 a.m. -
Nonstop1h 50m
Fri 25/93:20 p.m. -
Nonstop1h 40m
Deal found 28/8C$ 286
Thu 24/910:45 a.m. -
1 stop5h 07m
Sun 27/97:25 a.m. -
Nonstop1h 42m
Deal found 30/8C$ 286
Tue 6/101:45 p.m. -
Nonstop1h 50m
Fri 9/103:20 p.m. -
Nonstop1h 40m
Deal found 27/8C$ 287
Thu 17/99:30 a.m. -
1 stop6h 22m
Sun 20/97:25 a.m. -
Nonstop1h 42m
Deal found 27/8C$ 287
Thu 24/910:30 a.m. -
1 stop5h 22m
Thu 1/109:55 a.m. -
Nonstop1h 45m
Deal found 27/8C$ 289
Sat 26/912:15 p.m. -
Nonstop2h 06m
Sat 3/108:45 a.m. -
1 stop6h 05m
Deal found 27/8C$ 289
Thu 24/910:30 a.m. -
1 stop5h 22m
Sun 27/93:40 p.m. -
1 stop5h 13m
Deal found 27/8C$ 290
Sat 19/93:00 p.m. -
1 stop6h 12m
Sun 20/98:40 p.m. -
Nonstop1h 46m
Deal found 29/8C$ 291
Sat 19/912:15 p.m. -
Nonstop2h 06m
Sat 3/102:00 p.m. -
Nonstop1h 42m
Deal found 27/8C$ 293

Find flight deals from Canada to Illinois

Round-trip from

C$ 284

One-way from

C$ 185

Popular in

October

Cheapest in

February

Average price

C$ 359

Good round-trip deal

C$ 293 or less

Good one-way deal

C$ 199 or less
Air Canada
  • Air Canada
  • 18/9-21/9
  • 1 total stop
  • 6h 56m total
  • Canada to Illinois
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United Airlines
  • United Airlines
  • 25/9
  • Nonstop
  • 2h 00m total
  • Canada to Illinois
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Highest demand for flights based on searches. 0% potential increase in price (C$ 1 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 6 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Price to beat on a round-trip flight from Canada to Illinois.
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Price to beat on a one-way flight from Canada to Illinois.
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Cheapflights Fare Finder

 
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

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 10/10

7:00 p.m.-11:21 p.m.

1 stop5h 21m

Chicago O'Hare Intl

Tue 20/10

8:45 a.m.-3:53 p.m.

1 stop6h 08m

C$ 303

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Mon 23/11

6:45 a.m.-7:54 a.m.

Nonstop2h 09m

Chicago O'Hare Intl

Mon 30/11

7:05 a.m.-1:46 p.m.

1 stop5h 41m

C$ 315
Quickest round-trip

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Tue 29/9

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

Chicago Midway

Sat 3/10

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

C$ 318

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Wed 23/9

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

Chicago Midway

Thu 24/9

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

C$ 321

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Thu 17/9

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

Chicago Midway

Mon 21/9

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

C$ 321

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 18/9

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

Chicago O'Hare Intl

Sun 20/9

12:59 p.m.-3:46 p.m.

Nonstop1h 47m

C$ 333

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Tue 22/9

9:00 p.m.-10:05 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Thu 24/9

7:09 a.m.-9:54 a.m.

Nonstop1h 45m

C$ 333

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 26/9

7:00 p.m.-11:21 p.m.

1 stop5h 21m

Chicago O'Hare Intl

Sun 27/9

8:50 a.m.-11:49 a.m.

Nonstop1h 59m

C$ 333

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 2/10

7:43 p.m.-11:32 p.m.

1 stop4h 49m

Chicago O'Hare Intl

Mon 5/10

4:33 p.m.-7:37 p.m.

Nonstop2h 04m

C$ 336

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 19/9

7:00 p.m.-12:28 a.m.

1 stop6h 28m

Chicago O'Hare Intl

Sun 20/9

11:05 a.m.-6:12 p.m.

1 stop6h 07m

C$ 337

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/8

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Canada to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Canada with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Canada to Illinois

What is the cheapest month to book a flight from Canada to Illinois?

Currently, January is the cheapest month in which you can book a flight from Canada to Illinois (average of C$ 390). Flying from Canada to Illinois in August is currently the most expensive (average of C$ 502). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CA to IL?

When flying from Canada to Illinois, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 33% versus a flight at noon.

Weekly flight availability from Canada to Illinois

The most flights from CA0 to USIL are scheduled on a Sunday (71 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (59 on average).

How far ahead should I book a flight from Canada to Illinois?

Booking 87 days in advance of your planned departure date is, on average, the best time to get cheap flights from Canada to Illinois. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Canada to Illinois?

Travelers seeking maximum savings on their Canada to Illinois flight should consider departing on Friday mornings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Illinois

Check out reviews from past customers who have flown with Porter Airlines,United Airlines, andWestJet from Canada to Illinois to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
458 reviews
Check prices

Entertainment

6.9

Boarding

8.2

Crew

8.6

Food

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
Porter Airlines
8.0
Very good
458 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Entertainment

6.9

Boarding

8.2

Crew

8.6

Food

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
United Airlines
7.4
Good
10,151 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Entertainment

6.9

Boarding

8.2

Crew

8.6

Food

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
WestJet
7.2
Good
3,444 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Entertainment

6.9

Boarding

8.2

Crew

8.6

Food

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
American Airlines
7.1
Good
12,028 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Entertainment

6.9

Boarding

8.2

Crew

8.6

Food

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
Air Canada
7.1
Good
11,566 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Entertainment

6.9

Boarding

8.2

Crew

8.6

Food

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.

Related info for your journey

  • How long is the flight from Canada to Illinois?

    Porter Airlines, United Airlines, and Delta can get you from Canada to Illinois in just under 1h 50m. Your travel time can differ by up to 2h 17m. The distance between Canada and Illinois is about 711 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the cheapest airlines to fly from Canada to Illinois one-way?

    The cheapest airlines for a one-way flight from Canada to Illinois are WestJet (C$ 129), Porter Airlines (C$ 134), and Air Canada (C$ 151).

  • Can I find deals for flights from Canada to Illinois that include hotel bookings?

    Yes. In addition to deals on Canada to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Canada to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Canada to Illinois.

  • Can I find deals for business class flights from Canada to Illinois?

    Yes. Cheapflights offers flight deals from Canada to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Canada to Illinois?

    Currently, January is the cheapest month in which you can book a flight from Canada to Illinois (average of C$ 390). Flying from Canada to Illinois in August is currently the most expensive (average of C$ 502). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top 6 airlines flying from Canada to Illinois

AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 121AverageC$ 624FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 142AverageC$ 384FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 185AverageC$ 607FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 197AverageC$ 472FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 199AverageC$ 434FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Porter AirlinesCheapestC$ 220AverageC$ 432FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

Fly with Cheapflights

How does Cheapflights help users find flights from Canada to Illinois?

When you search for this flight from Canada to Illinois, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Canada to Illinois?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Canada to Illinois.

Can Cheapflights find flights from Canada to Illinois with no change fees?

Certainly. Search results for flights to Illinois from Canada shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Canada to Illinois become cheaper?

Not ready to book yet? You can track prices for flights from Canada to Illinois on Cheapflights with our Price Alert feature and get notified when better prices are available.

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