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

WestJet, United Airlines, and Delta are the most popular carriers operating from Alberta to Chicago

Which 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 48% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 5 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 day?

6 flights are operational daily from Alberta to Chicago as of March 2026. The most popular departure time for this route is 12:00p.m., with 93% of flights per day taking off in the afternoon.

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

The number of flights available between Alberta and Chicago is 44 per week as of March 2026. The most frequent departure day is Fri, with 23% of weekly flights leaving on this day.

How long does it take to fly to Chicago?

Flight times from Alberta to Chicago vary, but if you’re flying out of Calgary and flying into Chicago O'Hare Intl Airport (one of the most popular routes), then the duration is 3h 27m on average. Another popular route from Alberta to Chicago is flying from Edmonton to Chicago O'Hare Intl Airport, which will take roughly 3h 34m. Keep in mind that layovers or delays could extend your travel time.

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

Prices for flights from Alberta to Chicago are updated daily.

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

As of March 2026, there are 5 operators available to choose from for flights from Alberta to Chicago.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Alberta to Chicago.

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

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

C$ 170 Cheap Flights from Alberta to Chicago in 2026

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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.

12:00 p.m. - 4:40 p.m.

YYC

ORD

3h 40mdirect

5:30 p.m. - 8:25 p.m.

ORD

YYC

3h 55mdirect

C$ 284WestJet

Fri, 22 May - Wed, 27 May

12:00 p.m. - 4:40 p.m.

YYC

ORD

3h 40mdirect

5:30 p.m. - 8:25 p.m.

ORD

YYC

3h 55mdirect

C$ 327WestJet

Thu, 30 Apr - Sun, 3 May

5:45 a.m. - 3:15 p.m.

YYC

ORD

8h 30m

1 stop

2:15 p.m. - 10:58 p.m.

ORD

YYC

9h 43m

1 stop

C$ 342Air Canada

Thu, 30 Apr - Sat, 2 May

6:00 a.m. - 6:59 p.m.

YYC

ORD

11h 59m

1 stop

10:04 p.m. - 1:53 p.m.

ORD

YYC

16h 49m

1 stop

C$ 349United Airlines

Sat, 25 Apr - Sat, 25 Apr

6:40 a.m. - 8:16 p.m.

YYC

ORD

12h 36m

2 stops

2:09 p.m. - 11:00 p.m.

ORD

YYC

9h 51m

1 stop

C$ 353Delta

Wed, 22 Apr - Wed, 29 Apr

6:00 a.m. - 10:54 p.m.

YYC

ORD

15h 54m

1 stop

11:03 p.m. - 1:53 p.m.

ORD

YYC

15h 50m

1 stop

C$ 354United Airlines

Mon, 13 Apr - Mon, 20 Apr

6:40 a.m. - 10:28 p.m.

YYC

MDW

14h 48m

2 stops

9:29 a.m. - 11:00 p.m.

MDW

YYC

14h 31m

2 stops

C$ 387Delta

Tue, 21 Apr - Tue, 28 Apr

1:00 a.m. - 10:53 a.m.

YEG

ORD

8h 53m

1 stop

9:55 a.m. - 7:28 p.m.

ORD

YEG

10h 33m

1 stop

C$ 427Air Canada

Tue, 28 Apr - Wed, 6 May

12:55 a.m. - 2:35 p.m.

YEG

MDW

12h 40m

1 stop

3:20 p.m. - 4:10 p.m.

MDW

YEG

25h 50m

1 stop

C$ 596Multiple Airlines

Wed, 10 Jun - Wed, 17 Jun

12:55 a.m. - 2:35 p.m.

YEG

MDW

12h 40m

1 stop

3:20 p.m. - 10:30 a.m.

MDW

YEG

20h 10m

2 stops

C$ 633Multiple Airlines

Wed, 10 Jun - Wed, 17 Jun

WestJet flights from Alberta to Chicago

Our best WestJet deals on Alberta to Chicago flight tickets

WestJet

22 May

YYC12:00 p.m.Calgary

3h 40m

ORD4:40 p.m.Chicago O'Hare Intl

27 May

ORD5:30 p.m.Chicago O'Hare Intl

3h 55m

YYC8:25 p.m.Calgary

C$ 284

WestJet

30 Apr

YYC12:00 p.m.Calgary

3h 40m

ORD4:40 p.m.Chicago O'Hare Intl

3 May

ORD5:30 p.m.Chicago O'Hare Intl

3h 55m

YYC8:25 p.m.Calgary

C$ 327

WestJet

30 Apr

YYC12:00 p.m.Calgary

3h 40m

ORD4:40 p.m.Chicago O'Hare Intl

3 May

ORD5:30 p.m.Chicago O'Hare Intl

3h 55m

YYC8:25 p.m.Calgary

C$ 328

Air Canada flights from Alberta to Chicago

Our best Air Canada deals on Alberta to Chicago flight tickets

Air Canada

21 Apr

YYC6:00 a.m.Calgary

7h 55m

1 stop

ORD2:55 p.m.Chicago O'Hare Intl

2 May

ORD2:15 p.m.Chicago O'Hare Intl

9h 43m

1 stop

YYC10:58 p.m.Calgary

C$ 338

Air Canada

30 Apr

YYC5:45 a.m.Calgary

8h 30m

1 stop

ORD3:15 p.m.Chicago O'Hare Intl

2 May

ORD2:15 p.m.Chicago O'Hare Intl

9h 43m

1 stop

YYC10:58 p.m.Calgary

C$ 342

Air Canada

24 Apr

YYC5:45 a.m.Calgary

8h 30m

1 stop

ORD3:15 p.m.Chicago O'Hare Intl

5 May

ORD9:55 a.m.Chicago O'Hare Intl

9h 48m

1 stop

YYC6:43 p.m.Calgary

C$ 345

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 22/5

12:00 p.m.-4:40 p.m.

Nonstop3h 40m

Chicago O'Hare Intl

Wed 27/5

5:30 p.m.-8:25 p.m.

Nonstop3h 55m

C$ 284

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 30/4

12:00 p.m.-4:40 p.m.

Nonstop3h 40m

Chicago O'Hare Intl

Sun 3/5

5:30 p.m.-8:25 p.m.

Nonstop3h 55m

C$ 327

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 30/4

5:45 a.m.-3:15 p.m.

1 stop8h 30m

Chicago O'Hare Intl

Sat 2/5

2:15 p.m.-10:58 p.m.

1 stop9h 43m

C$ 342

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 25/4

6:00 a.m.-6:59 p.m.

1 stop11h 59m

Chicago O'Hare Intl

Sat 25/4

10:04 p.m.-1:53 p.m.

1 stop16h 49m

C$ 349

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 22/4

6:40 a.m.-8:16 p.m.

2 stops12h 36m

Chicago O'Hare Intl

Wed 29/4

2:09 p.m.-11:00 p.m.

1 stop9h 51m

C$ 353

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 13/4

6:00 a.m.-10:54 p.m.

1 stop15h 54m

Chicago O'Hare Intl

Mon 20/4

11:03 p.m.-1:53 p.m.

1 stop15h 50m

C$ 354

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 21/4

6:40 a.m.-10:28 p.m.

2 stops14h 48m

Chicago Midway

Tue 28/4

9:29 a.m.-11:00 p.m.

2 stops14h 31m

C$ 387

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Tue 28/4

1:00 a.m.-10:53 a.m.

1 stop8h 53m

Chicago O'Hare Intl

Wed 6/5

9:55 a.m.-7:28 p.m.

1 stop10h 33m

C$ 427

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 10/6

12:55 a.m.-2:35 p.m.

1 stop12h 40m

Chicago Midway

Wed 17/6

3:20 p.m.-4:10 p.m.

1 stop25h 50m

C$ 596

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 10/6

12:55 a.m.-2:35 p.m.

1 stop12h 40m

Chicago Midway

Wed 17/6

3:20 p.m.-10:30 a.m.

2 stops20h 10m

C$ 633

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 January is another great option to travel to Chicago, with average flight prices from Alberta averaging around C$ 264.

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 Friday when prices can be found for as low as C$ 582. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around C$ 1,049. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

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

In the morning is the cheapest time of day to fly from Alberta to Chicago when you can find flight prices for as low as C$ 701. Flying to Chicago in the morning is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 1,346 per ticket.

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 C$ 370 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 C$ 294 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	C$ 215
Fastest flight time	3h 27m
Direct flights	Tue, Wed, Thu, Fri, Sat and Sun
Airports in Chicago	3 airports

The best one-way flight to Chicago from Alberta in the past 72 hours is C$ 215. The best round-trip flight deal from Alberta to Chicago found on momondo in the last 72 hours is C$ 351.

The fastest flight from Alberta to Chicago takes 3h 27m

Direct flights go from Alberta to Chicago on Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

There are 3 airports in Chicago. From Alberta there are direct flights to 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 are updated daily.
How many operators does momondo search for flights from Alberta to Chicago?
As of March 2026, there are 5 operators available to choose from for flights from Alberta to Chicago.
How old do you have to be to fly from Alberta to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Alberta to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted 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 23.51% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 19.41%, Boeing 737-700 Passenger/BBJ1 (winglets) at 14.00%, and Boeing 737-800 at 11.71%.

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 C$ 121	Free Cancellation	Rating 7.1 10,818 reviews	Search Air Canada flights
Delta	PriceFrom C$ 147	Free Cancellation	Rating 7.9 8,303 reviews	Search Delta flights
United Airlines	PriceFrom C$ 167	Free Cancellation	Rating 7.4 9,451 reviews	Search United Airlines flights
American Airlines	PriceFrom C$ 170	Free Cancellation	Rating 7.1 11,482 reviews	Search American Airlines flights
WestJet	PriceFrom C$ 176	Free Cancellation	Rating 7.2 3,297 reviews	Search WestJet flights

Merrillville

Munster

Hammond

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Alberta to Chicago for you.

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

Flights from Alberta to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Alberta.

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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Fly into one of these airports located in Chicago

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Cheap flights from Alberta to Chicago from C$ 170

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 18/5. 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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Filter for what you want

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WestJet flights from Alberta to Chicago

Our best WestJet 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

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How to get the cheapest flight ticket from Alberta to Chicago

What is the cheapest month to fly to Chicago?

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?

What is the cheapest Alberta to Chicago flight route?

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

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

Can stopping save me money on Alberta to Chicago flights?

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

Which airlines fly to Chicago?

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

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

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

Best airlines flying from Alberta to Chicago

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

Travelling to a place near Chicago?

Why use momondo?

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

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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 25.6 km from Chicago

Fly your favourite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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

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