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Cheap flights from Canada to Illinois from C$ 181

YYZ — ORD
17 Oct — 24 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

Tue 6/1012:25 p.m. -
Nonstop1h 58m
Sat 10/109:55 a.m. -
Nonstop1h 45m
Deal found 12/9C$ 276
Fri 23/107:00 a.m. -
Nonstop2h 00m
Sun 25/109:21 p.m. -
Nonstop1h 38m
Deal found 14/9C$ 286
Thu 1/1010:45 a.m. -
1 stop5h 07m
Sun 4/108:45 a.m. -
1 stop6h 05m
Deal found 14/9C$ 286
Sat 10/106:50 p.m. -
Nonstop1h 58m
Tue 13/108:40 p.m. -
Nonstop1h 46m
Deal found 13/9C$ 287
Sun 11/1010:10 a.m. -
Nonstop1h 50m
Wed 14/1011:45 a.m. -
Nonstop1h 40m
Deal found 12/9C$ 289
Sat 26/92:00 p.m. -
Nonstop1h 55m
Sun 27/911:05 a.m. -
1 stop5h 28m
Deal found 12/9C$ 291
Wed 7/1010:10 a.m. -
Nonstop1h 50m
Fri 9/103:20 p.m. -
Nonstop1h 40m
Deal found 16/9C$ 293
Fri 23/104:00 p.m. -
1 stop5h 12m
Sun 25/1010:15 a.m. -
Nonstop1h 37m
Deal found 16/9C$ 296
Wed 25/114:35 p.m. -
Nonstop2h 05m
Sat 28/116:20 p.m. -
Nonstop1h 46m
Deal found 13/9C$ 296
Fri 30/106:45 a.m. -
Nonstop2h 09m
Tue 3/111:55 p.m. -
1 stop6h 40m
Deal found 13/9C$ 297
Tue 6/1012:15 p.m. -
Nonstop2h 10m
Sat 10/102:00 p.m. -
Nonstop1h 48m
Deal found 15/9C$ 297
Sat 24/107:00 a.m. -
Nonstop2h 00m
Mon 26/103:43 p.m. -
1 stop6h 43m
Deal found 16/9C$ 298

Find flight deals from Canada to Illinois

Round-trip from

C$ 276

One-way from

C$ 181

Popular in

October

Cheapest in

February

Average price

C$ 390

Good round-trip deal

C$ 329 or less

Good one-way deal

C$ 191 or less
Air Canada
  • Air Canada
  • 6/10-10/10
  • Nonstop
  • 3h 43m total
  • Canada to Illinois
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United Airlines
  • United Airlines
  • 29/9-31/12
  • Nonstop
  • 2h 00m total
  • Canada to Illinois
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 16 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

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Tue 17/11

10:53 a.m.-11:57 a.m.

Nonstop2h 04m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 181
Quickest round-trip

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Thu 22/10

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

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Fri 2/10

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$ 185

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Tue 6/10

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$ 190

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Mon 5/10

9:00 p.m.-10:06 p.m.

Nonstop2h 06m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 199

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Mon 19/10

9:00 p.m.-10:06 p.m.

Nonstop2h 06m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 199

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 27/11

7:44 p.m.-12:01 a.m.

1 stop5h 17m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 201

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sun 4/10

12:08 p.m.-6:26 p.m.

1 stop7h 18m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 206

TorontoChicago

YYZ Toronto Pearson Intl - MDW Chicago Midway

YYZMDW

Toronto Pearson Intl

Tue 20/10

12:10 p.m.-6:00 p.m.

1 stop6h 50m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 206

TorontoChicago

YYZ Toronto Pearson Intl - MDW Chicago Midway

YYZMDW

Toronto Pearson Intl

Mon 5/10

2:24 p.m.-6:33 p.m.

1 stop5h 09m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 206

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/9

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$ 386). Flying from Canada to Illinois in August is currently the most expensive (average of C$ 505). 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 Monday (70 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (47 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
462 reviews
Check prices

Entertainment

6.9

Food

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Crew

8.6

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
462 reviews
Porter Airlines
8.0
Very good
462 reviews
Check prices

Entertainment

6.9

Food

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Crew

8.6

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
10,214 reviews
Porter Airlines
8.0
Very good
462 reviews
Check prices

Entertainment

6.9

Food

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Crew

8.6

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
3,446 reviews
Porter Airlines
8.0
Very good
462 reviews
Check prices

Entertainment

6.9

Food

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Crew

8.6

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
12,063 reviews
Porter Airlines
8.0
Very good
462 reviews
Check prices

Entertainment

6.9

Food

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Crew

8.6

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
11,635 reviews
Porter Airlines
8.0
Very good
462 reviews
Check prices

Entertainment

6.9

Food

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Crew

8.6

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, Air Canada, and Delta can get you from Canada to Illinois in just under 1h 58m. Your travel time can differ by up to 4h 24m. The distance between Canada and Illinois is about 702 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$ 135), 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$ 386). Flying from Canada to Illinois in August is currently the most expensive (average of C$ 505). 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$ 122AverageC$ 606FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 142AverageC$ 385FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 185AverageC$ 555FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 198AverageC$ 491FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 202AverageC$ 407FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Porter AirlinesCheapestC$ 221AverageC$ 455FlexibilityNo 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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