What is the cheapest airline that flies from Canada to Chicago O'Hare Intl?

WestJet, United Airlines, and Air Canada are the most popular carriers operating from Canada to Chicago O'Hare Intl

How long does it take to fly to Chicago O'Hare Intl Airport?

Flight times vary depending on what airport in Canada you fly out of and what airport in Chicago O'Hare Intl Airport you fly into. For example, flying from Montreal to Chicago O'Hare Intl Airport takes 2h 32m on average. On the other hand, flying from Calgary to Chicago O'Hare Intl Airport takes 3h 20m on average. Keep in mind that it’s always quicker to opt for a non-stop flight, so be sure to check momondo to see if there are any available for your route.

Which airlines fly to Chicago O'Hare Intl Airport?

Air Canada, United Airlines and WestJet are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Canada according to our data. Air Canada is the first choice among our users, with 58% of people opting to fly with this airline when travelling to Chicago O'Hare Intl Airport. Keep in mind that there are 6 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

How many flights depart from Canada to Chicago O'Hare Intl Airport on average per day?

As of October 2025, 63 flights take off from Canada and land in Chicago O'Hare Intl Airport each day. The most common flight departure time for this route is 6:00a.m., with 52% of daily flights taking off in the afternoon.

How many flights depart from Canada to Chicago O'Hare Intl Airport on average per week?

As of October 2025, there are 441 flights per week flying from Canada to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Wed, with 25% of flights taking off on this day.

When did momondo last update prices for flights from Canada to Chicago O'Hare Intl Airport?

Prices for flights from Canada to Chicago O'Hare Intl Airport are refreshed on a daily basis.

How many operators does momondo search for flights from Canada to Chicago O'Hare Intl Airport?

As of October 2025, there are 6 operators available to choose from for flights from Canada to Chicago O'Hare Intl Airport.

How old do you have to be to fly from Canada to Chicago O'Hare Intl Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Canada to Chicago O'Hare Intl Airport.

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

C$ 152 Cheap Flights from Canada to Chicago O'Hare Intl Airport in 2025/26

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Recent round-trip flight deals from Canada to Chicago

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5:35 a.m. - 11:18 a.m.YHZ-ORD

7h 43m1 stop

2:00 p.m. - 10:06 p.m.ORD-YHZ

6h 06m1 stop

C$ 232Air Canada

Find Deal

Thu, 20 Nov - Wed, 26 Nov

9:00 a.m. - 1:35 p.m.YYC-ORD

3h 35mdirect

2:20 p.m. - 5:15 p.m.ORD-YYC

3h 55mdirect

C$ 233WestJet

Find Deal

Fri, 10 Apr - Fri, 17 Apr

5:35 a.m. - 11:18 a.m.YHZ-ORD

7h 43m1 stop

2:00 p.m. - 10:06 p.m.ORD-YHZ

6h 06m1 stop

C$ 247Air Canada

Find Deal

Thu, 20 Nov - Wed, 26 Nov

7:00 a.m. - 11:18 a.m.YYZ-ORD

5h 18m1 stop

8:15 p.m. - 10:54 p.m.ORD-YYZ

1h 39mdirect

C$ 253Air Canada

Find Deal

Fri, 14 Nov - Mon, 17 Nov

4:30 p.m. - 11:39 p.m.YYZ-ORD

8h 09m1 stop

5:00 a.m. - 11:02 a.m.ORD-YYZ

5h 02m1 stop

C$ 257American Airlines

Find Deal

Wed, 3 Dec - Sun, 7 Dec

8:55 a.m. - 10:02 a.m.YYZ-ORD

2h 07mdirect

6:28 p.m. - 9:21 p.m.ORD-YYZ

1h 53mdirect

C$ 258United Airlines

Find Deal

Fri, 13 Feb - Sat, 21 Feb

6:24 p.m. - 7:24 p.m.YYZ-ORD

2h 00mdirect

8:10 a.m. - 10:56 a.m.ORD-YYZ

1h 46mdirect

C$ 264American Airlines

Find Deal

Thu, 11 Dec - Sun, 14 Dec

9:00 a.m. - 1:35 p.m.YYC-ORD

3h 35mdirect

2:20 p.m. - 5:15 p.m.ORD-YYC

3h 55mdirect

C$ 270WestJet

Find Deal

Fri, 5 Dec - Mon, 8 Dec

2:55 p.m. - 4:57 p.m.YQB-ORD

3h 02mdirect

8:02 p.m. - 11:02 a.m.ORD-YQB

14h 00m1 stop

C$ 281United Airlines

Find Deal

Thu, 13 Nov - Sun, 16 Nov

3:49 p.m. - 5:49 p.m.YUL-ORD

3h 00mdirect

11:46 a.m. - 3:08 p.m.ORD-YUL

2h 22mdirect

C$ 429Porter Airlines

Find Deal

Fri, 28 Nov - Sun, 30 Nov

American Airlines flights from Canada to Chicago O'Hare Intl Airport

Our best American Airlines deals on Canada to Chicago O'Hare Intl Airport flight tickets

American Airlines

3 Dec

YYZ4:30 p.m.Toronto Pearson Intl

8h 09m

1 stop

ORD11:39 p.m.Chicago O'Hare Intl

7 Dec

ORD5:00 a.m.Chicago O'Hare Intl

5h 02m

1 stop

YYZ11:02 a.m.Toronto Pearson Intl

C$ 257

Find similar

American Airlines

11 Dec

YYZ6:24 p.m.Toronto Pearson Intl

2h 00m

ORD7:24 p.m.Chicago O'Hare Intl

14 Dec

ORD8:10 a.m.Chicago O'Hare Intl

1h 46m

YYZ10:56 a.m.Toronto Pearson Intl

C$ 264

Find similar

American Airlines

18 Nov

YYZ6:00 a.m.Toronto Pearson Intl

2h 15m

ORD7:15 a.m.Chicago O'Hare Intl

20 Nov

ORD7:35 a.m.Chicago O'Hare Intl

4h 27m

1 stop

YYZ1:02 p.m.Toronto Pearson Intl

C$ 265

Find similar

Air Canada flights from Canada to Chicago O'Hare Intl Airport

Our best Air Canada deals on Canada to Chicago O'Hare Intl Airport flight tickets

Air Canada

20 Nov

YHZ5:35 a.m.Halifax Intl

7h 43m

1 stop

ORD11:18 a.m.Chicago O'Hare Intl

26 Nov

ORD2:00 p.m.Chicago O'Hare Intl

6h 06m

1 stop

YHZ10:06 p.m.Halifax Intl

C$ 232

Find similar

Air Canada

20 Nov

YHZ5:35 a.m.Halifax Intl

7h 43m

1 stop

ORD11:18 a.m.Chicago O'Hare Intl

26 Nov

ORD2:00 p.m.Chicago O'Hare Intl

6h 06m

1 stop

YHZ10:06 p.m.Halifax Intl

C$ 247

Find similar

Air Canada

14 Nov

YYZ7:00 a.m.Toronto Pearson Intl

5h 18m

1 stop

ORD11:18 a.m.Chicago O'Hare Intl

17 Nov

ORD8:15 p.m.Chicago O'Hare Intl

1h 39m

YYZ10:54 p.m.Toronto Pearson Intl

C$ 253

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Canada to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 20/11

5:35 a.m.-11:18 a.m.

1 stop7h 43m

Chicago O'Hare Intl

Wed 26/11

2:00 p.m.-10:06 p.m.

1 stop6h 06m

C$ 232

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 10/4

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Fri 17/4

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

C$ 233

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 20/11

5:35 a.m.-11:18 a.m.

1 stop7h 43m

Chicago O'Hare Intl

Wed 26/11

2:00 p.m.-10:06 p.m.

1 stop6h 06m

C$ 247

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 14/11

7:00 a.m.-11:18 a.m.

1 stop5h 18m

Chicago O'Hare Intl

Mon 17/11

8:15 p.m.-10:54 p.m.

Nonstop1h 39m

C$ 253

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 3/12

4:30 p.m.-11:39 p.m.

1 stop8h 09m

Chicago O'Hare Intl

Sun 7/12

5:00 a.m.-11:02 a.m.

1 stop5h 02m

C$ 257

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 13/2

8:55 a.m.-10:02 a.m.

Nonstop2h 07m

Chicago O'Hare Intl

Sat 21/2

6:28 p.m.-9:21 p.m.

Nonstop1h 53m

C$ 258

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 11/12

6:24 p.m.-7:24 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

Sun 14/12

8:10 a.m.-10:56 a.m.

Nonstop1h 46m

C$ 264

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 5/12

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Mon 8/12

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

C$ 270

Québec CityChicago

YQB - ORD

YQBORD

Québec City

Thu 13/11

2:55 p.m.-4:57 p.m.

Nonstop3h 02m

Chicago O'Hare Intl

Sun 16/11

8:02 p.m.-11:02 a.m.

1 stop14h 00m

C$ 281

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 28/11

3:49 p.m.-5:49 p.m.

Nonstop3h 00m

Chicago O'Hare Intl

Sun 30/11

11:46 a.m.-3:08 p.m.

Nonstop2h 22m

C$ 429

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Canada to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

In general, May is the cheapest month to fly from Canada to Chicago O'Hare Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 367. The month of November is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Canada averaging around C$ 384.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as C$ 719. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Canada to Chicago O'Hare Intl Airport for around C$ 1,122.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

In the evening is the cheapest time of day to fly from Canada to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 635. Flying to Chicago O'Hare Intl Airport in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are C$ 1,106 on average. Flights to Chicago O'Hare Intl Airport from Canada in the afternoon are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Canada to Chicago O'Hare Intl flight route?

Fly from Vancouver Intl to Chicago O'Hare Intl for the best Canada - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Canada when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around C$ 409 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Canada for as low as C$ 272 on momondo.

What cabin class options are available on Canada to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Canada to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Canada to Chicago O'Hare Intl Airport flights?

You could potentially save up to 2% on your flight if you consider stops on a Canada to Chicago O'Hare Intl Airport flight.

Cheap Canada to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Canada to Chicago O'Hare Intl Airport

Best price found	C$ 267
Fastest flight time	1h 55m
Direct flights	Every day

The best one-way flight to Chicago O'Hare Intl Airport from Canada in the past 72 hours is C$ 267. The best round-trip flight deal from Canada to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is C$ 407.

The fastest flight from Canada to Chicago O'Hare Intl Airport takes 1h 55m

Direct flights go from Canada to Chicago O'Hare Intl Airport every day.

Search flight deals

When did momondo last update prices for flights from Canada to Chicago O'Hare Intl Airport?
Prices for flights from Canada to Chicago O'Hare Intl Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Canada to Chicago O'Hare Intl Airport?
As of October 2025, there are 6 operators available to choose from for flights from Canada to Chicago O'Hare Intl Airport.
How old do you have to be to fly from Canada to Chicago O'Hare Intl Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Canada to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Canada to Chicago O'Hare Intl Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Canada to Chicago O'Hare Intl Airport is Embraer 175 (Enhanced Winglets) (15.71% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (10.78%), Boeing 737-800 (9.62%), and De Havilland (Bombardier) DHC-8-400 Dash 8Q (7.81%).

Best airlines flying from Canada to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Canada to Chicago O'Hare Intl Airport with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom C$ 151	Free Cancellation	Rating 7.1 10,385 reviews	Search Air Canada flights
WestJet	PriceFrom C$ 178	Free Cancellation	Rating 7.2 3,153 reviews	Search WestJet flights
American Airlines	PriceFrom C$ 179	Free Cancellation	Rating 7.2 11,033 reviews	Search American Airlines flights
Delta	PriceFrom C$ 186	Free Cancellation	Rating 7.9 7,997 reviews	Search Delta flights
United Airlines	PriceFrom C$ 208	Free Cancellation	Rating 7.4 8,995 reviews	Search United Airlines flights
Porter Airlines	PriceFrom C$ 225	Free Cancellation	Rating 8.0 384 reviews	Search Porter Airlines flights

Schaumburg

Rosemont

Hoffman Estates

Northbrook

Tinley Park

Munster

Hammond

Naperville

Glenview

Great Lakes

Wheeling

Des Plaines

Elk Grove Village

Harvard

Merrillville

Oak Brook

Elmhurst

Kenosha

Skokie

Rockford

Why use momondo?

Why should I use momondo to find a flight deal from Canada to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Canada.

Can I find flights from Canada to Chicago with flexible booking policies on momondo?

All flight searches from Canada to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Canada to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Canada. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Canada to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Canada are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago O'Hare Intl Airport trip

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Cheap flights from Canada to Chicago from C$ 152

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Canada to Chicago departing on 30/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names, great deals

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Filter for what you want

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Find the cheapest flights from Canada to Chicago

Recent round-trip flight deals from Canada to Chicago

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American Airlines flights from Canada to Chicago O'Hare Intl Airport

Our best American Airlines deals on Canada to Chicago O'Hare Intl Airport flight tickets

Air Canada flights from Canada to Chicago O'Hare Intl Airport

Our best Air Canada deals on Canada to Chicago O'Hare Intl Airport flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Canada to Chicago O'Hare Intl Airport that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Canada to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest Canada to Chicago O'Hare Intl flight route?

Fly from Vancouver Intl to Chicago O'Hare Intl for the best Canada - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

What cabin class options are available on Canada to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Canada to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Canada to Chicago O'Hare Intl Airport flights?

You could potentially save up to 2% on your flight if you consider stops on a Canada to Chicago O'Hare Intl Airport flight.

What is the cheapest airline that flies from Canada to Chicago O'Hare Intl?

WestJet, United Airlines, and Air Canada are the most popular carriers operating from Canada to Chicago O'Hare Intl

Which airlines fly to Chicago O'Hare Intl Airport?

How many flights depart from Canada to Chicago O'Hare Intl Airport on average per day?

As of October 2025, 63 flights take off from Canada and land in Chicago O'Hare Intl Airport each day. The most common flight departure time for this route is 6:00a.m., with 52% of daily flights taking off in the afternoon.

How many flights depart from Canada to Chicago O'Hare Intl Airport on average per week?

As of October 2025, there are 441 flights per week flying from Canada to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Wed, with 25% of flights taking off on this day.

How long does it take to fly to Chicago O'Hare Intl Airport?

Cheap Canada to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Canada to Chicago O'Hare Intl Airport

Best price found

Fastest flight time

Direct flights

When did momondo last update prices for flights from Canada to Chicago O'Hare Intl Airport?

How many operators does momondo search for flights from Canada to Chicago O'Hare Intl Airport?

How old do you have to be to fly from Canada to Chicago O'Hare Intl Airport?

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

What is the most popular plane model from Canada to Chicago O'Hare Intl Airport?

Best airlines flying from Canada to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Canada to Chicago O'Hare Intl Airport with momondo

Travelling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Canada to Chicago?

Can I find flights from Canada to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from Canada to Chicago?

I’m not ready to book a flight from Canada to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Chicago

Popular Cities in the United States

Popular flights according to clicks in the last 7 days on momondo