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Cheap flights from Alberta to Chicago from C$ 139

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
25 Feb — 4 Mar1
1 adult

Cheap flight deals from Alberta to Chicago

Keep the following information in mind while searching for Alberta to Chicago flight deals. Data was last updated 20 February 2025.

Round-trip from

C$ 226

One-way from

C$ 139

Popular in

December

Cheapest in

February

Average price

C$ 284

Good round-trip deal

C$ 261 or less

Good one-way deal

C$ 245 or less
WestJet
  • WestJet
  • 27/2-2/3
  • Nonstop
  • 7h 17m total
  • Alberta to Chicago
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WestJet
  • WestJet
  • 1/5
  • Nonstop
  • 3h 29m total
  • Alberta to Chicago
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 66 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Alberta to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Alberta to Chicago (CHI).
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Find flight deals from Alberta to Chicago

Cheapest flights from Alberta to Chicago
Explore the most affordable flight options available from Alberta to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 20 February 2025.

Thu 27/211:30 a.m.YYC - ORD
Nonstop3h 26mWestJet
Sun 2/34:45 p.m.ORD - YYC
Nonstop3h 51mWestJet
Deal found 19/2C$ 226
Mon 7/48:30 a.m.YYC - ORD
1 stop9h 24mAir Canada
Thu 10/410:53 a.m.ORD - YYC
1 stop10h 30mAir Canada
Deal found 19/2C$ 249
Thu 20/32:01 p.m.YYC - ORD
1 stop7h 44mUnited Airlines
Thu 27/35:00 a.m.ORD - YYC
1 stop10h 21mUnited Airlines
Deal found 20/2C$ 268
Sun 2/311:30 a.m.YYC - ORD
Nonstop3h 26mMultiple Airlines
Sun 9/35:00 a.m.ORD - YYC
1 stop10h 21mMultiple Airlines
Deal found 19/2C$ 298
Tue 13/57:15 a.m.YYC - ORD
1 stop9h 46mDelta
Sat 17/512:17 p.m.ORD - YYC
2 stops11h 50mDelta
Deal found 20/2C$ 312
Mon 3/36:35 a.m.YYC - MDW
1 stop10h 08mDelta
Wed 5/31:26 p.m.MDW - YYC
1 stop8h 27mDelta
Deal found 20/2C$ 312
Sat 31/510:00 a.m.YEG - ORD
1 stop5h 44mWestJet
Mon 2/65:30 p.m.ORD - YEG
1 stop7h 57mWestJet
Deal found 20/2C$ 342
Tue 8/46:40 a.m.YEG - MDW
1 stop8h 01mMultiple Airlines
Tue 15/410:13 a.m.MDW - YEG
2 stops13h 34mMultiple Airlines
Deal found 19/2C$ 354
Sat 31/57:00 a.m.YEG - ORD
2 stops13h 04mDelta
Mon 2/65:30 p.m.ORD - YEG
1 stop7h 57mDelta
Deal found 20/2C$ 354
Wed 26/312:45 a.m.YEG - ORD
1 stop9h 05mMultiple Airlines
Mon 31/38:33 p.m.ORD - YEG
1 stop16h 27mMultiple Airlines
Deal found 20/2C$ 374
Sat 15/33:45 p.m.YYC - MDW
1 stop12h 45mMultiple Airlines
Wed 19/39:25 a.m.MDW - YYC
1 stop8h 37mMultiple Airlines
Deal found 19/2C$ 413
Sat 26/412:05 a.m.YEG - ORD
1 stop8h 56mAir Canada
Mon 5/58:25 p.m.ORD - YEG
1 stop12h 59mAir Canada
Deal found 19/2C$ 416

Find flights from Alberta to Chicago within your budget

Customize your flight search to find flights from Alberta to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 20 February 2025.

Fly from

Alberta

Fly to

Chicago

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 14/4

11:30 a.m.-3:56 p.m.

Nonstop3h 26m

Chicago O'Hare Intl

Sun 20/4

4:45 p.m.-7:36 p.m.

Nonstop3h 51m

C$ 226

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 7/4

8:30 a.m.-6:54 p.m.

1 stop9h 24m

Chicago O'Hare Intl

Thu 10/4

10:53 a.m.-8:23 p.m.

1 stop10h 30m

C$ 249

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 20/3

2:01 p.m.-10:45 p.m.

1 stop7h 44m

Chicago O'Hare Intl

Thu 27/3

5:00 a.m.-2:21 p.m.

1 stop10h 21m

C$ 268

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 2/3

11:30 a.m.-3:56 p.m.

Nonstop3h 26m

Chicago O'Hare Intl

Sun 9/3

5:00 a.m.-2:21 p.m.

1 stop10h 21m

C$ 298

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 13/5

7:15 a.m.-6:01 p.m.

1 stop9h 46m

Chicago O'Hare Intl

Sat 17/5

12:17 p.m.-11:07 p.m.

2 stops11h 50m

C$ 312

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Mon 3/3

6:35 a.m.-5:43 p.m.

1 stop10h 08m

Chicago Midway

Wed 5/3

1:26 p.m.-8:53 p.m.

1 stop8h 27m

C$ 312

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 31/5

10:00 a.m.-4:44 p.m.

1 stop5h 44m

Chicago O'Hare Intl

Mon 2/6

5:30 p.m.-12:27 a.m.

1 stop7h 57m

C$ 342

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 8/4

6:40 a.m.-3:41 p.m.

1 stop8h 01m

Chicago Midway

Tue 15/4

10:13 a.m.-10:47 p.m.

2 stops13h 34m

C$ 354

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 31/5

7:00 a.m.-9:04 p.m.

2 stops13h 04m

Chicago O'Hare Intl

Mon 2/6

5:30 p.m.-12:27 a.m.

1 stop7h 57m

C$ 354

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 26/3

12:45 a.m.-10:50 a.m.

1 stop9h 05m

Chicago O'Hare Intl

Mon 31/3

8:33 p.m.-12:00 p.m.

1 stop16h 27m

C$ 374

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/2

Showing 1-10 of 45 results
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Best time to book a flight from Alberta to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Alberta with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Alberta to Chicago

Get recent, data-driven insights about flights from Alberta to Chicago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Alberta to Chicago?

Currently, January is the cheapest month in which you can book a flight from Alberta to Chicago (average of C$ 261). Flying from Alberta to Chicago in March is currently the most expensive (average of C$ 355). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from AB to CHI?

Find hourly flight availability from Alberta to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 20 February 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Alberta to Chicago as you normally would.

Weekly flight availability from Alberta to Chicago

Explore weekly flight availability from Alberta to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 20 February 2025.

The most flights from CAAB to CHI are scheduled on a Thursday (8 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 20 February 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta and Porter Airlines from Alberta to Chicago by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,692 reviews
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,220 reviews
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Porter Airlines
7.9
Good
276 reviews
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines
7.4
Good
8,766 reviews
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Alberta to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Alberta to Chicago one-way?

    The cheapest airline one-way is WestJet, with whom users have recently found tickets for as low as C$ 139. However, be on the lookout for offers from Air Canada and United Airlines, as they are both options that can get you from Alberta to Chicago for a low price.

  • What are the most popular routes from Alberta to Chicago?

    The most popular flight routes from Alberta to Chicago are Calgary - Chicago O'Hare Intl, Edmonton - Chicago O'Hare Intl and Calgary - Chicago Midway.

  • What are the most reliable airlines from Alberta to Chicago?

    Before booking your flight to Chicago from Alberta, check out the most reliable airlines to get you to your destination on time: Air Canada (90%), Emirates (90%), United Airlines( 90%).

  • What are the cheapest flights from Alberta to Chicago?

    While on average a flight from Alberta to Chicago is generally C$ 1,595, our data shows the cheapest flight currently is C$ 142. When looking at the most popular route, (Calgary - Chicago O'Hare Intl), you can expect to pay C$ 226 for that flight.

  • Can I find deals for flights from Alberta to Chicago that include hotel bookings?

    Yes. In addition to deals on Alberta to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Alberta to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Alberta to Chicago.

  • Can I find deals for business class flights from Alberta to Chicago?

    Yes. Cheapflights offers flight deals from Alberta to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Alberta to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Alberta to Chicago (average of C$ 261). Flying from Alberta to Chicago in March is currently the most expensive (average of C$ 355). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Alberta to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Alberta to Chicago

Discover the top 6 airlines that operate flights from Alberta to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 20 February 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 189AverageC$ 485FlexibilityNo cancel feeOn-time60%
Search WestJet flights
American AirlinesCheapestC$ 201AverageC$ 432FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 239AverageC$ 541FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 249AverageC$ 542FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 291AverageC$ 406FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJet EncoreCheapestC$ 572AverageC$ 1,011FlexibilityNo cancel feeOn-timeN/A
Search WestJet Encore flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Alberta to Chicago?

Cheapflights helps you search for flights from Alberta to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Alberta to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Alberta to Chicago for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Alberta to Chicago with no change fees?

Yes, we can. To see specific flights from Alberta to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Alberta to Chicago become cheaper?

Yes, Cheapflights offers price alerts on Alberta to Chicago flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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