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 39% 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.

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

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

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

As of July 2025, there are 10 flights per day flying from Alberta to Chicago. The most common time of day flights depart is 12:00PM, with 59% of flights taking off in the afternoon.

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

As of July 2025, 73 flights take off from Alberta and land in Chicago each week. The most common flight departure day for this route is Wed, with 22% 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 20m on average, while flying from Edmonton to Chicago O'Hare Intl Airport is 3h 24m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

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 July 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.

$90 Cheap Flights from Alberta to Chicago in 2025

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Find the cheapest flights from Alberta to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

12:15 pm - 4:43 pmYYC-ORD

3h 28mnonstop

5:30 pm - 8:19 pmORD-YYC

3h 49mnonstop

$133WestJet

Find Deal

Wed, Sep 3 - Tue, Sep 9

8:05 am - 12:39 pmYEG-ORD

3h 34mnonstop

1:40 pm - 4:28 pmORD-YEG

3h 48mnonstop

$150WestJet

Find Deal

Sat, Sep 6 - Sat, Sep 13

12:15 pm - 4:43 pmYYC-ORD

3h 28mnonstop

8:47 am - 11:38 amORD-YYC

3h 51mnonstop

$158

Find Deal

Wed, Sep 24 - Thu, Oct 23

1:10 am - 9:51 amYYC-ORD

7h 41m1 stop

6:20 pm - 1:12 amORD-YYC

7h 52m1 stop

$165Air Canada

Find Deal

Tue, Sep 2 - Tue, Sep 9

6:15 am - 6:26 pmYYC-ORD

11h 11m1 stop

9:44 pm - 1:53 pmORD-YYC

17h 09m1 stop

$174United Airlines

Find Deal

Wed, Sep 24 - Thu, Oct 23

8:05 am - 12:32 pmYEG-ORD

3h 27mnonstop

1:27 pm - 4:25 pmORD-YEG

3h 58mnonstop

$174United Airlines

Find Deal

Wed, Sep 10 - Sat, Sep 13

1:10 am - 9:51 amYYC-ORD

7h 41m1 stop

8:40 am - 3:50 pmORD-YYC

8h 10m1 stop

$178Air Canada

Find Deal

Tue, Sep 23 - Thu, Oct 23

6:15 am - 7:57 pmYYC-ORD

12h 42m1 stop

8:30 pm - 11:19 pmORD-YYC

3h 49mnonstop

$188

Find Deal

Thu, Sep 4 - Wed, Sep 10

6:29 am - 10:54 amYYC-ORD

3h 25mnonstop

6:30 pm - 11:50 amORD-YYC

18h 20m1 stop

$210American Airlines

Find Deal

Fri, Aug 29 - Thu, Sep 4

6:29 am - 10:54 amYYC-ORD

3h 25mnonstop

8:30 pm - 11:19 pmORD-YYC

3h 49mnonstop

$234American Airlines

Find Deal

Fri, Sep 19 - Sun, Sep 21

WestJet flights from Alberta to Chicago

Our best WestJet deals on Alberta to Chicago flight tickets

WestJet

Sep 3

YYC12:15 pmCalgary

3h 28m

ORD4:43 pmChicago O'Hare Intl

Sep 9

ORD5:30 pmChicago O'Hare Intl

3h 49m

YYC8:19 pmCalgary

$133

Find similar

WestJet

Sep 6

YEG8:05 amEdmonton

3h 34m

ORD12:39 pmChicago O'Hare Intl

Sep 13

ORD1:40 pmChicago O'Hare Intl

3h 48m

YEG4:28 pmEdmonton

$150

Find similar

WestJet

Sep 4

YYC12:15 pmCalgary

3h 28m

ORD4:43 pmChicago O'Hare Intl

Sep 9

ORD5:30 pmChicago O'Hare Intl

3h 49m

YYC8:19 pmCalgary

$153

Find similar

United Airlines flights from Alberta to Chicago

Our best United Airlines deals on Alberta to Chicago flight tickets

United Airlines

Sep 24

YYC6:15 amCalgary

11h 11m

1 stop

ORD6:26 pmChicago O'Hare Intl

Oct 23

ORD9:44 pmChicago O'Hare Intl

17h 09m

1 stop

YYC1:53 pmCalgary

$174

Find similar

United Airlines

Sep 17

YEG3:17 pmEdmonton

7h 42m

1 stop

ORD11:59 pmChicago O'Hare Intl

Sep 21

ORD7:15 amChicago O'Hare Intl

15h 49m

1 stop

YEG10:04 pmEdmonton

$179

Find similar

United Airlines

Sep 18

YEG6:00 amEdmonton

12h 57m

1 stop

ORD7:57 pmChicago O'Hare Intl

Sep 21

ORD5:00 amChicago O'Hare Intl

10h 08m

1 stop

YEG2:08 pmEdmonton

$180

Find similar

Fly from

Fly to

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 9/3

12:15 pm-4:43 pm

Nonstop3h 28m

Chicago O'Hare Intl

Tue 9/9

5:30 pm-8:19 pm

Nonstop3h 49m

$133

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 9/6

8:05 am-12:39 pm

Nonstop3h 34m

Chicago O'Hare Intl

Sat 9/13

1:40 pm-4:28 pm

Nonstop3h 48m

$150

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 9/24

12:15 pm-4:43 pm

Nonstop3h 28m

Chicago O'Hare Intl

Thu 10/23

8:47 am-11:38 am

Nonstop3h 51m

$158

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 9/2

1:10 am-9:51 am

1 stop7h 41m

Chicago O'Hare Intl

Tue 9/9

6:20 pm-1:12 am

1 stop7h 52m

$165

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 9/24

6:15 am-6:26 pm

1 stop11h 11m

Chicago O'Hare Intl

Thu 10/23

9:44 pm-1:53 pm

1 stop17h 09m

$174

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 9/10

8:05 am-12:32 pm

Nonstop3h 27m

Chicago O'Hare Intl

Sat 9/13

1:27 pm-4:25 pm

Nonstop3h 58m

$174

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 9/23

1:10 am-9:51 am

1 stop7h 41m

Chicago O'Hare Intl

Thu 10/23

8:40 am-3:50 pm

1 stop8h 10m

$178

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 9/4

6:15 am-7:57 pm

1 stop12h 42m

Chicago O'Hare Intl

Wed 9/10

8:30 pm-11:19 pm

Nonstop3h 49m

$188

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 8/29

6:29 am-10:54 am

Nonstop3h 25m

Chicago O'Hare Intl

Thu 9/4

6:30 pm-11:50 am

1 stop18h 20m

$210

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 9/19

6:29 am-10:54 am

Nonstop3h 25m

Chicago O'Hare Intl

Sun 9/21

8:30 pm-11:19 pm

Nonstop3h 49m

$234

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 $200.

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 $162. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Alberta to Chicago for around $485.

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 $544.

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 $281 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 $203 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.

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	$90
Fastest flight time	3h 25m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Alberta in the past 72 hours is $90. The best round-trip flight deal from Alberta to Chicago found on momondo in the last 72 hours is $133.

The fastest flight from Alberta to Chicago takes 3h 25m

Direct flights go from Alberta to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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 July 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 33.05% of all bookings. The subsequent popular models are Airbus A319 at 16.99%, Boeing 737 MAX 8 at 16.06%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 9.35%.

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 9,851 reviews	Search Air Canada flights
WestJet	PriceFrom $137	Free Cancellation	Rating 7.2 2,978 reviews	Search WestJet flights
United Airlines	PriceFrom $143	Free Cancellation	Rating 7.4 8,900 reviews	Search United Airlines flights
American Airlines	PriceFrom $219	Free Cancellation	Rating 7.2 10,000 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

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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

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Flights to Dallasfrom $55

Flights to Seattlefrom $93

Flights to Denverfrom $49

Cheap flights from Alberta to Chicago from $90

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 9/24. 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

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Find the cheapest flights from Alberta to Chicago

Cheap round-trip flights

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Cheap last minute flights

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WestJet flights from Alberta to Chicago

Our best WestJet deals on Alberta to Chicago flight tickets

United Airlines flights from Alberta to Chicago

Our best United Airlines deals on Alberta to Chicago flight tickets

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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 $200.

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 $544.

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.

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

WestJet, American Airlines, and Air Canada 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 July 2025, there are 10 flights per day flying from Alberta to Chicago. The most common time of day flights depart is 12:00PM, with 59% of flights taking off in the afternoon.

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

As of July 2025, 73 flights take off from Alberta and land in Chicago each week. The most common flight departure day for this route is Wed, with 22% 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