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Cheap flights from Canada to Illinois from C$ 217

YYZ — ORD
28 Oct — 4 Nov1
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

Sat 10/107:43 p.m. -
1 stop4h 48m
Sun 11/1010:43 a.m. -
Nonstop1h 59m
Deal found 25/9C$ 330
Sat 17/107:43 p.m. -
1 stop4h 48m
Sun 18/107:09 a.m. -
Nonstop1h 45m
Deal found 28/9C$ 340
Thu 12/1110:00 a.m. -
1 stop5h 38m
Thu 12/119:21 p.m. -
Nonstop1h 38m
Deal found 28/9C$ 344
Wed 7/1010:10 a.m. -
Nonstop1h 50m
Sat 10/103:20 p.m. -
Nonstop1h 40m
Deal found 23/9C$ 353
Thu 3/121:37 p.m. -
Nonstop2h 33m
Wed 9/128:40 a.m. -
Nonstop4h 55m
Deal found 25/9C$ 367
Sat 10/107:00 a.m. -
1 stop14h 12m
Sun 11/1011:05 a.m. -
1 stop5h 28m
Deal found 24/9C$ 370
Sat 5/1210:35 a.m. -
Nonstop2h 05m
Tue 8/126:20 p.m. -
Nonstop1h 46m
Deal found 23/9C$ 371
Fri 4/129:07 a.m. -
2 stops27h 03m
Wed 9/126:00 a.m. -
1 stop16h 37m
Deal found 25/9C$ 372
Fri 4/124:35 p.m. -
Nonstop2h 05m
Sun 6/1212:20 p.m. -
Nonstop1h 46m
Deal found 23/9C$ 380
Sat 7/1110:35 a.m. -
Nonstop2h 05m
Sat 14/1112:20 p.m. -
Nonstop1h 46m
Deal found 23/9C$ 382
Fri 4/123:06 p.m. -
1 stop5h 28m
Wed 9/128:40 a.m. -
Nonstop4h 55m
Deal found 25/9C$ 388
Fri 20/1110:35 a.m. -
Nonstop2h 05m
Sat 21/116:20 p.m. -
Nonstop1h 46m
Deal found 24/9C$ 388

Find flight deals from Canada to Illinois

Round-trip from

C$ 307

One-way from

C$ 217

Popular in

October

Cheapest in

February

Average price

C$ 372

Good round-trip deal

C$ 326 or less

Good one-way deal

C$ 237 or less
Air Transat
  • Air Transat
  • 14/10-15/10
  • Nonstop
  • 3h 30m total
  • Canada to Illinois
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Air Transat
  • Air Transat
  • 15/11-31/12
  • Nonstop
  • 2h 05m total
  • Canada to Illinois
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 12 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
Quickest round-trip

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Wed 7/10

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 244

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Tue 24/11

1:37 p.m.-4:10 p.m.

Nonstop2h 33m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 249

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Fri 25/12

1:37 p.m.-4:10 p.m.

Nonstop2h 33m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 249

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Thu 24/12

1:37 p.m.-4:10 p.m.

Nonstop2h 33m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 249

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Fri 23/10

6:00 a.m.-11:59 p.m.

1 stop16h 59m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 254

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Wed 21/10

6:00 a.m.-7:30 p.m.

1 stop12h 30m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 254

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Mon 19/10

6:35 a.m.-6:10 p.m.

1 stop10h 35m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 255

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 22/10

6:10 a.m.-7:51 a.m.

Nonstop2h 41m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 261

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 25/11

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

Nonstop3h 00m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 261

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Wed 21/10

7:45 a.m.-8:30 p.m.

2 stops11h 45m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 262

Flights are sorted by cheapest round-trip flights first.

Deals found on 23/9

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$ 397). Flying from Canada to Illinois in December is currently the most expensive (average of C$ 516). 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 23% versus a flight at noon.

Weekly flight availability from Canada to Illinois

The most flights from CA0 to USIL are scheduled on a Tuesday (68 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (52 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
464 reviews
Check prices

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Porter Airlines
8.0
Very good
464 reviews
Porter Airlines
8.0
Very good
464 reviews
Check prices

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
United Airlines
7.4
Good
10,246 reviews
Porter Airlines
8.0
Very good
464 reviews
Check prices

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
WestJet
7.2
Good
3,449 reviews
Porter Airlines
8.0
Very good
464 reviews
Check prices

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Air Canada
7.1
Good
11,702 reviews
Porter Airlines
8.0
Very good
464 reviews
Check prices

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
American Airlines
7.0
Good
12,097 reviews
Porter Airlines
8.0
Very good
464 reviews
Check prices

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.

Related info for your journey

  • How long is the flight from Canada to Illinois?

    United Airlines, Porter Airlines, and Air Canada can get you from Canada to Illinois in just under 1h 50m. Your travel time can differ by up to 3h 22m. 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$ 131), Air Canada (C$ 154), and Porter Airlines (C$ 154).

  • 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$ 397). Flying from Canada to Illinois in December is currently the most expensive (average of C$ 516). 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$ 137AverageC$ 639FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 145AverageC$ 391FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 188AverageC$ 633FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 201AverageC$ 503FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 205AverageC$ 434FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Porter AirlinesCheapestC$ 248AverageC$ 462FlexibilityNo 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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