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Cheap flights from Canada to Illinois from C$ 182

YYZ — ORD
11 Oct — 18 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 25/911:00 a.m. -
Nonstop2h 00m
Sun 27/99:55 a.m. -
Nonstop1h 45m
Deal found 11/9C$ 284
Thu 24/911:00 a.m. -
Nonstop2h 00m
Sun 27/97:09 a.m. -
Nonstop1h 45m
Deal found 10/9C$ 285
Fri 2/101:45 p.m. -
Nonstop1h 50m
Sun 4/103:20 p.m. -
Nonstop1h 40m
Deal found 9/9C$ 285
Thu 24/910:45 a.m. -
1 stop5h 07m
Thu 1/102:00 p.m. -
Nonstop1h 48m
Deal found 10/9C$ 285
Fri 25/91:45 p.m. -
Nonstop1h 50m
Fri 2/103:20 p.m. -
Nonstop1h 40m
Deal found 8/9C$ 287
Thu 24/97:35 p.m. -
Nonstop2h 06m
Sun 27/97:25 a.m. -
Nonstop1h 42m
Deal found 10/9C$ 287
Sat 26/96:50 p.m. -
Nonstop1h 58m
Mon 28/93:40 p.m. -
1 stop6h 38m
Deal found 10/9C$ 288
Wed 23/91:45 p.m. -
Nonstop1h 50m
Mon 28/911:45 a.m. -
Nonstop1h 40m
Deal found 9/9C$ 288
Thu 24/97:35 p.m. -
Nonstop2h 06m
Mon 28/97:25 a.m. -
Nonstop1h 42m
Deal found 10/9C$ 288
Thu 24/912:25 p.m. -
Nonstop1h 58m
Sun 27/93:40 p.m. -
1 stop6h 38m
Deal found 9/9C$ 290
Tue 20/1010:10 a.m. -
Nonstop1h 50m
Wed 21/1011:45 a.m. -
Nonstop1h 40m
Deal found 8/9C$ 290
Fri 16/102:00 p.m. -
Nonstop1h 55m
Sun 18/109:55 a.m. -
Nonstop1h 45m
Deal found 8/9C$ 291

Find flight deals from Canada to Illinois

Round-trip from

C$ 284

One-way from

C$ 182

Popular in

October

Cheapest in

February

Average price

C$ 366

Good round-trip deal

C$ 286 or less

Good one-way deal

C$ 191 or less
United Airlines
  • United Airlines
  • 25/9-27/9
  • Nonstop
  • 4h 10m total
  • Canada to Illinois
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Air Canada
  • Air Canada
  • 29/10-31/12
  • 1 total stop
  • 5h 07m total
  • Canada to Illinois
Search Deals
Highest demand for flights based on searches. 1% potential increase in price (C$ 9 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease (C$ 5 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

Thu 1/10

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$ 182

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

Wed 31/12

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

Nonstop0h 00m

C$ 183

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Tue 20/10

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$ 183

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Tue 29/9

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$ 184

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Fri 16/10

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$ 184

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Thu 22/10

2:00 p.m.-2:55 p.m.

Nonstop1h 55m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 193

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Wed 7/10

12:15 p.m.-1:25 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 193

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Mon 12/10

8:50 a.m.-9:48 a.m.

Nonstop1h 58m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 198

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Thu 1/10

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

Nonstop2h 00m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 198

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sun 13/12

8:35 a.m.-9:44 a.m.

Nonstop2h 09m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 200

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

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$ 384). 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 21% versus a flight at noon.

Weekly flight availability from Canada to Illinois

The most flights from CA0 to USIL are scheduled on a Wednesday (69 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 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
460 reviews
Check prices

Overall

8.0

Crew

8.6

Entertainment

6.9

Food

7.6

Boarding

8.2

Comfort

8.0

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
460 reviews
Porter Airlines
8.0
Very good
460 reviews
Check prices

Overall

8.0

Crew

8.6

Entertainment

6.9

Food

7.6

Boarding

8.2

Comfort

8.0

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
10,201 reviews
Porter Airlines
8.0
Very good
460 reviews
Check prices

Overall

8.0

Crew

8.6

Entertainment

6.9

Food

7.6

Boarding

8.2

Comfort

8.0

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
3,445 reviews
Porter Airlines
8.0
Very good
460 reviews
Check prices

Overall

8.0

Crew

8.6

Entertainment

6.9

Food

7.6

Boarding

8.2

Comfort

8.0

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
7.1
Good
12,049 reviews
Porter Airlines
8.0
Very good
460 reviews
Check prices

Overall

8.0

Crew

8.6

Entertainment

6.9

Food

7.6

Boarding

8.2

Comfort

8.0

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
11,612 reviews
Porter Airlines
8.0
Very good
460 reviews
Check prices

Overall

8.0

Crew

8.6

Entertainment

6.9

Food

7.6

Boarding

8.2

Comfort

8.0

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 will be generally consistent. The distance between Canada and Illinois is about 711 km. Most flights are nonstop.

  • 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$ 128), Porter Airlines (C$ 134), and Air Canada (C$ 150).

  • 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$ 384). 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$ 596FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 141AverageC$ 383FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 184AverageC$ 543FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 192AverageC$ 406FlexibilityNo cancel feeOn-time60%
Search WestJet flights
American AirlinesCheapestC$ 196AverageC$ 489FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Porter AirlinesCheapestC$ 220AverageC$ 430FlexibilityNo 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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