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 20m on average. Another popular route from Alberta to Chicago is flying from Edmonton to Chicago O'Hare Intl Airport, which will take roughly 3h 33m. Keep in mind that layovers or delays could extend your travel time.

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

The number of flights available between Alberta and Chicago is 92 per week as of June 2026. The most frequent departure day is Wed, with 17% of weekly flights leaving on this day.

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 50% 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.

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

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

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

13 flights are operational daily from Alberta to Chicago as of June 2026. The most popular departure time for this route is 12:00p.m., with 62% of flights per day taking off in the afternoon.

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 June 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$ 213 Cheap Flights from Alberta to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

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

YYC

ORD

3h 35mdirect

2:20 p.m. - 6:15 p.m.

ORD

YYC

4h 55mdirect

C$ 354WestJet

Fri, 30 Oct - Mon, 2 Nov

7:00 a.m. - 11:29 a.m.

YYC

ORD

3h 29mdirect

8:30 p.m. - 11:29 p.m.

ORD

YYC

3h 59mdirect

C$ 372American Airlines

Fri, 11 Sep - Sun, 20 Sep

12:28 p.m. - 5:04 p.m.

YYC

ORD

3h 36mdirect

7:45 p.m. - 10:37 p.m.

ORD

YYC

3h 52mdirect

C$ 390United Airlines

Thu, 2 Jul - Sat, 4 Jul

11:55 p.m. - 9:00 a.m.

YYC

ORD

8h 05m

1 stop

8:45 a.m. - 3:57 p.m.

ORD

YYC

8h 12m

1 stop

C$ 404Air Canada

Mon, 28 Sep - Tue, 6 Oct

12:30 p.m. - 5:05 p.m.

YYC

ORD

3h 35mdirect

8:40 a.m. - 11:28 a.m.

ORD

YYC

3h 48mdirect

C$ 407United Airlines

Wed, 21 Oct - Sat, 24 Oct

7:45 a.m. - 4:50 p.m.

YYC

MDW

8h 05m

1 stop

12:30 p.m. - 11:13 p.m.

MDW

YYC

11h 43m

2 stops

C$ 412Delta

Wed, 21 Oct - Sat, 24 Oct

7:45 a.m. - 4:50 p.m.

YYC

MDW

8h 05m

1 stop

12:30 p.m. - 11:13 p.m.

MDW

YYC

11h 43m

2 stops

C$ 414Delta

Wed, 21 Oct - Sat, 24 Oct

12:05 a.m. - 9:00 a.m.

YEG

ORD

7h 55m

1 stop

4:00 p.m. - 11:18 p.m.

ORD

YEG

8h 18m

1 stop

C$ 488Air Canada

Sat, 14 Nov - Wed, 18 Nov

11:50 p.m. - 2:35 p.m.

YEG

MDW

13h 45m

1 stop

3:20 p.m. - 8:30 a.m.

MDW

YEG

18h 10m

1 stop

C$ 765Multiple Airlines

Tue, 7 Jul - Thu, 30 Jul

11:25 p.m. - 2:35 p.m.

YEG

MDW

14h 10m

1 stop

3:20 p.m. - 8:30 a.m.

MDW

YEG

18h 10m

1 stop

C$ 766Multiple Airlines

Wed, 8 Jul - Thu, 30 Jul

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Delta flights from Alberta to Chicago

Our best Delta deals on Alberta to Chicago flight tickets

Delta

23 Sep

YYC6:45 a.m.Calgary

9h 38m

1 stop

ORD5:23 p.m.Chicago O'Hare Intl

8 Oct

ORD1:55 p.m.Chicago O'Hare Intl

10h 18m

1 stop

YYC11:13 p.m.Calgary

C$ 412

Delta

31 Aug

YYC7:45 a.m.Calgary

9h 34m

1 stop

ORD6:19 p.m.Chicago O'Hare Intl

8 Sep

ORD2:05 p.m.Chicago O'Hare Intl

10h 01m

1 stop

YYC11:06 p.m.Calgary

C$ 414

Delta

23 Nov

YYC2:50 p.m.Calgary

5h 44m

1 stop

ORD9:34 p.m.Chicago O'Hare Intl

5 Dec

ORD3:50 p.m.Chicago O'Hare Intl

6h 04m

1 stop

YYC8:54 p.m.Calgary

C$ 415

WestJet flights from Alberta to Chicago

Our best WestJet deals on Alberta to Chicago flight tickets

WestJet

30 Oct

YYC9:00 a.m.Calgary

3h 35m

ORD1:35 p.m.Chicago O'Hare Intl

2 Nov

ORD2:20 p.m.Chicago O'Hare Intl

4h 55m

YYC6:15 p.m.Calgary

C$ 354

WestJet

28 Sep

YYC12:00 p.m.Calgary

3h 40m

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

6 Oct

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

3h 55m

YYC8:25 p.m.Calgary

C$ 373

WestJet

11 Sep

YYC12:00 p.m.Calgary

3h 40m

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

15 Sep

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

3h 55m

YYC8:25 p.m.Calgary

C$ 380

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 30/10

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

Nonstop3h 35m

Chicago O'Hare Intl

Mon 2/11

2:20 p.m.-6:15 p.m.

Nonstop4h 55m

C$ 354

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 11/9

7:00 a.m.-11:29 a.m.

Nonstop3h 29m

Chicago O'Hare Intl

Sun 20/9

8:30 p.m.-11:29 p.m.

Nonstop3h 59m

C$ 372

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 2/7

12:28 p.m.-5:04 p.m.

Nonstop3h 36m

Chicago O'Hare Intl

Sat 4/7

7:45 p.m.-10:37 p.m.

Nonstop3h 52m

C$ 390

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 28/9

11:55 p.m.-9:00 a.m.

1 stop8h 05m

Chicago O'Hare Intl

Tue 6/10

8:45 a.m.-3:57 p.m.

1 stop8h 12m

C$ 404

Quickest round-trip

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 21/10

12:30 p.m.-5:05 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Sat 24/10

8:40 a.m.-11:28 a.m.

Nonstop3h 48m

C$ 407

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 21/10

7:45 a.m.-4:50 p.m.

1 stop8h 05m

Chicago Midway

Sat 24/10

12:30 p.m.-11:13 p.m.

2 stops11h 43m

C$ 412

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 21/10

7:45 a.m.-4:50 p.m.

1 stop8h 05m

Chicago Midway

Sat 24/10

12:30 p.m.-11:13 p.m.

2 stops11h 43m

C$ 414

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 14/11

12:05 a.m.-9:00 a.m.

1 stop7h 55m

Chicago O'Hare Intl

Wed 18/11

4:00 p.m.-11:18 p.m.

1 stop8h 18m

C$ 488

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 7/7

11:50 p.m.-2:35 p.m.

1 stop13h 45m

Chicago Midway

Thu 30/7

3:20 p.m.-8:30 a.m.

1 stop18h 10m

C$ 765

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 8/7

11:25 p.m.-2:35 p.m.

1 stop14h 10m

Chicago Midway

Thu 30/7

3:20 p.m.-8:30 a.m.

1 stop18h 10m

C$ 766

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 September is another great option to travel to Chicago, with average flight prices from Alberta averaging around C$ 90.

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$ 626. 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$ 1,072. 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$ 716. 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$ 1,298 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 from Alberta 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$ 415 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$ 304 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?

You could potentially save up to 32% on your flight if you consider stops on a Alberta to Chicago flight.

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$ 286
Fastest flight time	3h 20m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Alberta in the past 72 hours is C$ 286. The best round-trip flight deal from Alberta to Chicago found on momondo in the last 72 hours is C$ 501.

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

Direct flights go from Alberta to Chicago every day.

There are 3 airports in Chicago. From Alberta there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

Frequently asked questions about flying from Alberta to Chicago

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 June 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 737-800, representing 45.59% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 11.11%, Boeing 737-800 Passenger/BBJ2 (winglets) at 9.82%, and Boeing 737-700 at 9.82%.

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$ 123	Free Cancellation	Rating 7.1 11,217 reviews	Search Air Canada flights
Delta	PriceFrom C$ 150	Free Cancellation	Rating 7.8 8,413 reviews	Search Delta flights
United Airlines	PriceFrom C$ 187	Free Cancellation	Rating 7.4 9,861 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 187	Free Cancellation	Rating 7.2 3,375 reviews	Search WestJet flights
American Airlines	PriceFrom C$ 199	Free Cancellation	Rating 7.1 11,695 reviews	Search American Airlines flights

Merrillville

Hammond

Munster

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.

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Fly into one of these airports located in Chicago

Chicago Midway Airport

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Cheap flights from Alberta to Chicago from C$ 213

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 17/9. 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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Delta flights from Alberta to Chicago

Our best Delta deals on Alberta to Chicago flight tickets

WestJet flights from Alberta to Chicago

Our best WestJet deals on Alberta to Chicago flight tickets

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See travel insights to Chicago from

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 from Alberta 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

Frequently asked questions about flying 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

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

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 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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