What airlines fly to Chicago?

WestJet, United Airlines and Air Canada are the top three most popular airlines that fly to Chicago from Alberta according to our data. WestJet is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Alberta to Chicago on average per week?

As of November 2025, 30 flights take off from Alberta and land in Chicago each week. The most common flight departure day for this route is Mon, with 20% of weekly flights taking off on this day.

How long does it take to fly to Chicago?

Average flight duration from Alberta to Chicago depends on which airport you fly into and out of. Flying from Calgary to Chicago O'Hare Intl Airport is 3h 31m on average, while flying from Edmonton to Chicago O'Hare Intl Airport is 6h 35m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

What is the cheapest airline that flies from Alberta to Chicago?

United Airlines, Air Canada, and American Airlines are the most popular carriers operating from Alberta to Chicago

How many flights depart from Alberta to Chicago on average per day?

As of November 2025, there are 4 flights per day flying from Alberta to Chicago. The most common time of day flights depart is 12:00PM, with 93% of flights taking off in the afternoon.

When did momondo last update prices for flights from Alberta to Chicago?

Prices for flights from Alberta to Chicago refresh daily.

How many operators does momondo search for flights from Alberta to Chicago?

As of November 2025, there are 4 operators available to choose from for flights from Alberta to Chicago.

How old do you have to be to fly from Alberta to Chicago?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Alberta to Chicago.

What documentation or ID do you need to fly to Chicago?

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$113 Cheap Flights from Alberta to Chicago in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Alberta to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:00 am - 1:35 pmYYC-ORD

3h 35mnonstop

2:20 pm - 5:15 pmORD-YYC

3h 55mnonstop

$158WestJet

Find Deal

Fri, Dec 5 - Fri, Dec 12

9:00 am - 1:35 pmYYC-ORD

3h 35mnonstop

2:20 pm - 5:15 pmORD-YYC

3h 55mnonstop

$162WestJet

Find Deal

Fri, Dec 5 - Fri, Dec 12

5:35 am - 3:10 pmYYC-ORD

8h 35m1 stop

2:20 pm - 5:15 pmORD-YYC

3h 55mnonstop

$193Multiple Airlines

Find Deal

Fri, Dec 5 - Fri, Dec 12

12:30 am - 3:12 pmYYC-ORD

13h 42m1 stop

2:20 pm - 5:15 pmORD-YYC

3h 55mnonstop

$196Multiple Airlines

Find Deal

Mon, Dec 1 - Mon, Jan 5

5:35 am - 3:10 pmYYC-ORD

8h 35m1 stop

2:00 pm - 8:39 pmORD-YYC

7h 39m1 stop

$204Air Canada

Find Deal

Tue, Dec 2 - Tue, Dec 9

6:30 am - 11:26 pmYYC-ORD

15h 56m1 stop

8:45 pm - 11:44 amORD-YYC

15h 59m1 stop

$206American Airlines

Find Deal

Thu, Dec 4 - Fri, Dec 5

7:35 am - 6:45 pmYYC-ORD

10h 10m1 stop

1:50 pm - 11:02 pmORD-YYC

10h 12m1 stop

$214Delta

Find Deal

Tue, Dec 16 - Sun, Jan 11

6:35 am - 1:10 pmYYC-MDW

5h 35m1 stop

9:34 am - 8:57 pmMDW-YYC

12h 23m2 stops

$222Delta

Find Deal

Tue, Dec 2 - Tue, Dec 9

12:45 pm - 8:44 amYYC-ORD

18h 59m1 stop

5:18 am - 11:44 amORD-YYC

7h 26m1 stop

$224American Airlines

Find Deal

Fri, Nov 14 - Sat, Dec 6

12:55 am - 11:18 amYEG-ORD

9h 23m1 stop

3:55 pm - 12:43 amORD-YEG

9h 48m1 stop

$227Air Canada

Find Deal

Wed, Dec 3 - Wed, Dec 10

Delta flights from Alberta to Chicago

Our best Delta deals on Alberta to Chicago flight tickets

Delta

Dec 16

YYC7:35 amCalgary

10h 10m

1 stop

ORD6:45 pmChicago O'Hare Intl

Jan 11

ORD1:50 pmChicago O'Hare Intl

10h 12m

1 stop

YYC11:02 pmCalgary

$214

Find similar

Delta

Dec 11

YYC7:35 amCalgary

10h 10m

1 stop

ORD6:45 pmChicago O'Hare Intl

Dec 15

ORD1:35 pmChicago O'Hare Intl

10h 38m

1 stop

YYC11:13 pmCalgary

$222

Find similar

Delta

Nov 14

YYC3:07 pmCalgary

5h 29m

1 stop

ORD9:36 pmChicago O'Hare Intl

Dec 6

ORD11:20 amChicago O'Hare Intl

10h 37m

1 stop

YYC8:57 pmCalgary

$226

Find similar

Air Canada flights from Alberta to Chicago

Our best Air Canada deals on Alberta to Chicago flight tickets

Air Canada

Dec 2

YYC5:35 amCalgary

8h 35m

1 stop

ORD3:10 pmChicago O'Hare Intl

Dec 9

ORD2:00 pmChicago O'Hare Intl

7h 39m

1 stop

YYC8:39 pmCalgary

$204

Find similar

Air Canada

Nov 14

YYC5:35 amCalgary

8h 35m

1 stop

ORD3:10 pmChicago O'Hare Intl

Dec 6

ORD2:00 pmChicago O'Hare Intl

7h 39m

1 stop

YYC8:39 pmCalgary

$222

Find similar

Air Canada

Dec 3

YEG12:55 amEdmonton

9h 23m

1 stop

ORD11:18 amChicago O'Hare Intl

Dec 10

ORD3:55 pmChicago O'Hare Intl

9h 48m

1 stop

YEG12:43 amEdmonton

$227

Find similar

Fly from

Fly to

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 12/5

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

Fri 12/12

2:20 pm-5:15 pm

Nonstop3h 55m

$158

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 12/5

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

Fri 12/12

2:20 pm-5:15 pm

Nonstop3h 55m

$162

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 12/5

5:35 am-3:10 pm

1 stop8h 35m

Chicago O'Hare Intl

Fri 12/12

2:20 pm-5:15 pm

Nonstop3h 55m

$193

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 12/1

12:30 am-3:12 pm

1 stop13h 42m

Chicago O'Hare Intl

Mon 1/5

2:20 pm-5:15 pm

Nonstop3h 55m

$196

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 12/2

5:35 am-3:10 pm

1 stop8h 35m

Chicago O'Hare Intl

Tue 12/9

2:00 pm-8:39 pm

1 stop7h 39m

$204

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 12/4

6:30 am-11:26 pm

1 stop15h 56m

Chicago O'Hare Intl

Fri 12/5

8:45 pm-11:44 am

1 stop15h 59m

$206

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 12/16

7:35 am-6:45 pm

1 stop10h 10m

Chicago O'Hare Intl

Sun 1/11

1:50 pm-11:02 pm

1 stop10h 12m

$214

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 12/2

6:35 am-1:10 pm

1 stop5h 35m

Chicago Midway

Tue 12/9

9:34 am-8:57 pm

2 stops12h 23m

$222

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 11/14

12:45 pm-8:44 am

1 stop18h 59m

Chicago O'Hare Intl

Sat 12/6

5:18 am-11:44 am

1 stop7h 26m

$224

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 12/3

12:55 am-11:18 am

1 stop9h 23m

Chicago O'Hare Intl

Wed 12/10

3:55 pm-12:43 am

1 stop9h 48m

$227

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 Alberta to Chicago

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?

The month of April is, on average, the cheapest month to fly to Chicago from Alberta, with most prices found around $191. If you’re not able to fly to Chicago in April, then February is your next best option. Flight prices from Alberta to Chicago during February average around $193.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as $173. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Alberta to Chicago for around $510.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Alberta to Chicago during this time can be as low as $215. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $779.

What is the cheapest Alberta to Chicago flight route?

Fly from Calgary to Chicago O'Hare Intl for the best Alberta - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Alberta when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $269 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Alberta for as low as $161 on momondo.

What cabin class options are available on Alberta to Chicago flights?

There are 4 cabin classes available to choose from on Alberta to Chicago 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 Alberta to Chicago flights?

No. A direct flight is the cheapest option for a flight between Alberta to Chicago.

Cheap Alberta to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Alberta to Chicago

Best Price Found	$172
Fastest flight time	3h 20m
Direct flights	Every day
Airports in Chicago	1 airport

The best one-way flight to Chicago from Alberta in the past 72 hours is $172. The best round-trip flight deal from Alberta to Chicago found on momondo in the last 72 hours is $184.

The fastest flight from Alberta to Chicago takes 3h 20m

Direct flights go from Alberta to Chicago every day.

There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

Search flight deals

When did momondo last update prices for flights from Alberta to Chicago?
Prices for flights from Alberta to Chicago refresh daily.
How many operators does momondo search for flights from Alberta to Chicago?
As of November 2025, there are 4 operators available to choose from for flights from Alberta to Chicago.
How old do you have to be to fly from Alberta to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Alberta to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Alberta to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Alberta to Chicago is Boeing 737-700, representing 23.89% of all bookings. The subsequent popular models are Airbus A319 at 18.15%, Boeing 737-800 Passenger/BBJ2 (winglets) at 15.05%, and Boeing 737-700 Passenger/BBJ1 (winglets) at 13.73%.

Best airlines flying from Alberta to Chicago

Compare and see reviews for airlines that fly from Alberta to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom $109	Free Cancellation	Rating 7.1 10,394 reviews	Search Air Canada flights
WestJet	PriceFrom $138	Free Cancellation	Rating 7.2 3,153 reviews	Search WestJet flights
United Airlines	PriceFrom $143	Free Cancellation	Rating 7.4 8,997 reviews	Search United Airlines flights
American Airlines	PriceFrom $185	Free Cancellation	Rating 7.2 11,036 reviews	Search American Airlines flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Alberta to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

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

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Alberta to Chicago.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Alberta and alert you when they change.

An easier way to manage your Chicago 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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Wed 12/3

Wed 12/10

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Popular cities in the United States

Flights to New Yorkfrom $49

Flights to Los Angelesfrom $49

Flights to Miamifrom $49

Flights to Orlandofrom $47

Flights to Las Vegasfrom $49

Flights to San Franciscofrom $54

Flights to Washington, D.C.from $54

Flights to Bostonfrom $40

Flights to Atlantafrom $40

Flights to Dallasfrom $49

Flights to Seattlefrom $68

Flights to Denverfrom $47

Cheap flights from Alberta to Chicago from $113

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Alberta to Chicago departing on 1/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Alberta to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Delta flights from Alberta to Chicago

Our best Delta deals on Alberta to Chicago flight tickets

Air Canada flights from Alberta to Chicago

Our best Air Canada deals on Alberta to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Alberta to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Alberta to Chicago

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?

The month of April is, on average, the cheapest month to fly to Chicago from Alberta, with most prices found around $191. If you’re not able to fly to Chicago in April, then February is your next best option. Flight prices from Alberta to Chicago during February average around $193.

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Alberta to Chicago during this time can be as low as $215. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $779.

What is the cheapest Alberta to Chicago flight route?

Fly from Calgary to Chicago O'Hare Intl for the best Alberta - Chicago flight prices

How far in advance should I book a flight to Chicago?

What cabin class options are available on Alberta to Chicago flights?

There are 4 cabin classes available to choose from on Alberta to Chicago 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 Alberta to Chicago flights?

No. A direct flight is the cheapest option for a flight between Alberta to Chicago.

What is the cheapest airline that flies from Alberta to Chicago?

United Airlines, Air Canada, and American Airlines are the most popular carriers operating from Alberta to Chicago

What airlines fly to Chicago?

How many flights depart from Alberta to Chicago on average per day?

As of November 2025, there are 4 flights per day flying from Alberta to Chicago. The most common time of day flights depart is 12:00PM, with 93% of flights taking off in the afternoon.

How many flights depart from Alberta to Chicago on average per week?

As of November 2025, 30 flights take off from Alberta and land in Chicago each week. The most common flight departure day for this route is Mon, with 20% of weekly flights taking off on this day.

How long does it take to fly to Chicago?

Cheap Alberta to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Alberta to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

When did momondo last update prices for flights from Alberta to Chicago?

How many operators does momondo search for flights from Alberta to Chicago?

How old do you have to be to fly from Alberta to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from Alberta to Chicago?

Best airlines flying from Alberta to Chicago

Compare and see reviews for airlines that fly from Alberta to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago 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 the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago