Is Air Canada cheaper than other airlines flying to Chicago?

With an average return price of C$ 598, Air Canada is the most expensive airline flying into Chicago. The cheapest airline flying to Chicago is Porter Airlines.

Which other airlines fly to Chicago?

Along with Air Canada, you can also fly to Chicago with United Airlines, United Airlines and Porter Airlines.

How much is a flight to Chicago with Air Canada?

On average, Air Canada flights to Chicago cost C$ 316 for one-way and C$ 598 return.

Which airport do Air Canada flights to Chicago fly into?

Air Canada flights to Chicago will fly into either Chicago O'Hare Airport, Chicago Midway Airport and Chicago Greater Rockford.

Are there any other airlines in Star Alliance that fly to Chicago?

If you want to fly with an airline in Star Alliance, United Airlines and United Airlines also fly to Chicago.

Air Canada flights to Chicago (CHI) from C$ 161

Flights Deals

Cheap Air Canada Flight Deals to Chicago

Here are some of the best deals found on KAYAK recently from Air Canada to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Round-trip

One-way

Last minute

Direct

Recent round-trip Air Canada flight deals to Chicago

KAYAK's recommended round-trip Air Canada deals departing in the coming months to Chicago.

Discover the best prices for you by selecting your travel dates on KAYAK.

6:15 a.m. - 9:52 a.m.YYZ-ORD

4h 37m1 stop

9:14 p.m. - 11:58 p.m.ORD-YYZ

1h 44mdirect

C$ 259Air Canada

Find Deal

Thu, 5 Jun - Sun, 8 Jun

2:10 p.m. - 3:05 p.m.YYZ-ORD

1h 55mdirect

8:25 p.m. - 11:07 p.m.ORD-YYZ

1h 42mdirect

C$ 266Air Canada

Find Deal

Fri, 30 May - Sat, 31 May

7:55 a.m. - 8:50 a.m.YYZ-ORD

1h 55mdirect

8:40 a.m. - 3:34 p.m.ORD-YYZ

5h 54m1 stop

C$ 267Air Canada

Find Deal

Fri, 30 May - Sat, 31 May

7:55 a.m. - 8:50 a.m.YYZ-ORD

1h 55mdirect

9:14 p.m. - 11:58 p.m.ORD-YYZ

1h 44mdirect

C$ 269Air Canada

Find Deal

Fri, 23 May - Mon, 26 May

7:00 a.m. - 7:59 a.m.YYZ-ORD

1h 59mdirect

5:55 p.m. - 8:44 p.m.ORD-YYZ

1h 49mdirect

C$ 270Air Canada

Find Deal

Mon, 23 Jun - Tue, 1 Jul

12:55 a.m. - 9:52 a.m.YYC-ORD

7h 57m1 stop

2:16 p.m. - 10:38 p.m.ORD-YYC

9h 22m1 stop

C$ 270Air Canada

Find Deal

Tue, 27 May - Thu, 29 May

12:00 p.m. - 12:55 p.m.YYZ-ORD

1h 55mdirect

9:14 p.m. - 11:58 p.m.ORD-YYZ

1h 44mdirect

C$ 271Air Canada

Find Deal

Thu, 22 May - Mon, 26 May

7:00 a.m. - 11:24 a.m.YYZ-ORD

5h 24m1 stop

5:55 p.m. - 8:44 p.m.ORD-YYZ

1h 49mdirect

C$ 275Air Canada

Find Deal

Sat, 7 Jun - Tue, 10 Jun

6:15 a.m. - 9:52 a.m.YYZ-ORD

4h 37m1 stop

8:25 p.m. - 11:10 p.m.ORD-YYZ

1h 45mdirect

C$ 277Air Canada

Find Deal

Sun, 15 Jun - Wed, 18 Jun

2:00 p.m. - 6:53 p.m.YYZ-ORD

5h 53m1 stop

4:43 p.m. - 7:37 p.m.ORD-YYZ

1h 54mdirect

C$ 278Air Canada

Find Deal

Sat, 24 May - Mon, 26 May

Useful Info

Low season	January
High season	August
Cheapest flight	C$ 161
Average price round-trip	C$ 492
Good deal one-way	C$ 727

Best time to beat the crowds but there is an average 7% increase in price.

Most popular time to fly and prices are also 0% lower on average.

Flight from Toronto Pearson Airport to Chicago O'Hare Airport

(avg. price over the last 2 weeks)

or less

When to book flights with Air Canada to Chicago

Average price per month

Flight prices as travel date approaches

Is Air Canada cheaper than other airlines flying to Chicago?
With an average return price of C$ 598, Air Canada is the most expensive airline flying into Chicago. The cheapest airline flying to Chicago is Porter Airlines.
Which other airlines fly to Chicago?
Along with Air Canada, you can also fly to Chicago with United Airlines, United Airlines and Porter Airlines.
How much is a flight to Chicago with Air Canada?
On average, Air Canada flights to Chicago cost C$ 316 for one-way and C$ 598 return.
Which airport do Air Canada flights to Chicago fly into?
Air Canada flights to Chicago will fly into either Chicago O'Hare Airport, Chicago Midway Airport and Chicago Greater Rockford.
Are there any other airlines in Star Alliance that fly to Chicago?
If you want to fly with an airline in Star Alliance, United Airlines and United Airlines also fly to Chicago.

The cheapest flight to Chicago with Air Canada found on KAYAK in the last 2 weeks departed from Québec City and cost C$ 262.

7.0

GoodBased on 9,245 verified guest reviews

6.3Food

7.3Boarding

7.8Crew

7.0Comfort

6.8Entertainment

Pros +

The crew were friendly & made us feel welcomed. (in 945 reviews)

Cons -

"food choices, no blanket" (in 817 reviews)

Show reviews that mention

10.0 Wonderful

Anonymous, Apr 2025

Got me to Canada on time. Crew was exceptional!

8.0 Very good

K G, Apr 2025

Flight left on time. Crew was polite and helpful. Flight arrived early at destination. Had some trouble with in-flight entertainment system (not built in to seat-back) but found a work-around. Good experience.

2.0 Poor

Anonymous, Apr 2025

Nothing.

10.0 Wonderful

Anonymous, Apr 2025

I think it went very well. We flew international and felt safe and well cared for. We were on time both leaving and returning.

10.0 Wonderful

Anonymous, Apr 2025

Amazing! Thank you!

2.0 Poor

Anonymous, Apr 2025

As usual, terrible. Delayed flight, missed connection and wasted hours at the airport. The only reason I use this airline is because of limited options.

8.0 Very good

Anonymous, Apr 2025

All was good except for the seats, not very comfy.

4.0 Mediocre

Anonymous, Apr 2025

Late flight

2.0 Poor

Anonymous, Apr 2025

Three of four legs of our trip to and from Japan involved delayed flights. Hours and hours of delay. Food poor quality and inedible particularly on the Japan to Toronto segment. Two planes on the Japan to Washington return trip required replacement aircraft to be flown in from somewhere. Boarding in the dark on the field, one passenger fell and was injured. Overall bad experience.

10.0 Wonderful

John M., Apr 2025

We are extremely impressed with all aspects of flying with Air Canada.