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Cheap flights from Alberta to Chicago from C$ 125

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 16/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
22 Jan — 29 Jan1
1 adult

Cheap flight deals from Alberta to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Alberta (CAAB) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 17 January 2025.

Round-trip from

C$ 218

One-way from

C$ 125
WestJet
  • WestJet
  • 20/2-27/2
  • Nonstop
  • 7h 17m total
  • Alberta to Chicago
Search Deals
WestJet
  • WestJet
  • 16/3
  • Nonstop
  • 3h 26m total
  • Alberta to Chicago
Search Deals

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 17 January 2025.

Thu 11/912:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Sun 14/95:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Deal found 14/1C$ 194
Thu 20/211:30 a.m.YYC - ORD
Nonstop3h 26mMultiple Airlines
Thu 27/25:10 a.m.ORD - YYC
2 stops19h 40mMultiple Airlines
Deal found 15/1C$ 287
Thu 20/28:30 a.m.YYC - ORD
1 stop9h 04mAir Canada
Tue 25/24:00 p.m.ORD - YYC
1 stop8h 17mAir Canada
Deal found 14/1C$ 292
Sat 8/26:35 a.m.YYC - ORD
1 stop7h 55mDelta
Wed 19/21:45 p.m.ORD - YYC
1 stop10h 30mDelta
Deal found 16/1C$ 312
Fri 21/26:35 a.m.YYC - MDW
1 stop10h 08mDelta
Tue 25/29:33 a.m.MDW - YYC
2 stops12h 20mDelta
Deal found 14/1C$ 325
Sat 31/510:00 a.m.YEG - ORD
1 stop5h 44mWestJet
Mon 2/65:30 p.m.ORD - YEG
1 stop7h 57mWestJet
Deal found 16/1C$ 351
Sat 31/510:00 a.m.YEG - ORD
1 stop5h 44mDelta
Mon 2/68:55 a.m.ORD - YEG
2 stops13h 17mDelta
Deal found 16/1C$ 397
Sat 31/56:00 a.m.YEG - MDW
2 stops10h 03mDelta
Mon 2/61:00 p.m.MDW - YEG
2 stops9h 12mDelta
Deal found 16/1C$ 404
Thu 20/29:00 a.m.YEG - ORD
1 stop5h 56mMultiple Airlines
Tue 4/35:36 p.m.ORD - YEG
1 stop19h 24mMultiple Airlines
Deal found 15/1C$ 418
Thu 20/26:35 a.m.YYC - MDW
1 stop10h 08mMultiple Airlines
Thu 27/25:10 a.m.MDW - YYC
2 stops17h 42mMultiple Airlines
Deal found 16/1C$ 451
Thu 16/112:41 p.m.YYC - ORD
Nonstop3h 34mUnited Airlines
Tue 21/18:50 a.m.ORD - YYC
Nonstop3h 49mUnited Airlines
Deal found 15/1C$ 466
Thu 16/16:29 a.m.YYC - ORD
1 stop6h 56mAmerican Airlines
Wed 22/110:00 a.m.ORD - YYC
1 stop12h 57mAmerican Airlines
Deal found 15/1C$ 507

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 17 January 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 20/2

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

Nonstop3h 26m

Chicago O'Hare Intl

Thu 27/2

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

Nonstop3h 51m

C$ 218

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 20/2

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

Nonstop3h 26m

Chicago O'Hare Intl

Thu 27/2

5:10 a.m.-11:50 p.m.

2 stops19h 40m

C$ 287

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 20/2

8:30 a.m.-6:34 p.m.

1 stop9h 04m

Chicago O'Hare Intl

Tue 25/2

4:00 p.m.-11:17 p.m.

1 stop8h 17m

C$ 292

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 8/2

6:35 a.m.-3:30 p.m.

1 stop7h 55m

Chicago O'Hare Intl

Wed 19/2

1:45 p.m.-11:15 p.m.

1 stop10h 30m

C$ 312

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 21/2

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

1 stop10h 08m

Chicago Midway

Tue 25/2

9:33 a.m.-8:53 p.m.

2 stops12h 20m

C$ 325

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$ 351

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

8:55 a.m.-9:12 p.m.

2 stops13h 17m

C$ 397

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sat 31/5

9:25 a.m.-6:04 p.m.

1 stop7h 39m

Chicago Midway

Mon 2/6

1:00 p.m.-9:12 p.m.

2 stops9h 12m

C$ 404

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Thu 20/2

9:00 a.m.-3:56 p.m.

1 stop5h 56m

Chicago O'Hare Intl

Tue 4/3

5:36 p.m.-12:00 p.m.

1 stop19h 24m

C$ 418

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 20/2

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

1 stop10h 08m

Chicago Midway

Thu 27/2

5:10 a.m.-9:52 p.m.

2 stops17h 42m

C$ 451

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/1

Showing 1-10 of 42 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 17 January 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.

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 17 January 2025.
Get a feel of what it's like to fly with WestJet, Air Canada and United 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
9,681 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 10

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
9,681 reviews
Alaska Airlines
8.0
Very good
9,681 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 10

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
8,511 reviews
Alaska Airlines
8.0
Very good
9,681 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 10

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
9,681 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 10

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
8,965 reviews
Alaska Airlines
8.0
Very good
9,681 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 10

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
9,681 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 10

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$ 125. 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, Calgary - Chicago Midway and Edmonton - Chicago O'Hare Intl.

  • 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 (79%), Emirates (79%), United Airlines( 79%).

  • What are the cheapest flights from Alberta to Chicago?

    While on average a flight from Alberta to Chicago is generally C$ 1,319, our data shows the cheapest flight currently is C$ 155. When looking at the most popular route, (Calgary - Chicago O'Hare Intl), you can expect to pay C$ 257 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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Pierre Elliott Trudeau Intl to O'Hare Intl flights
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Ottawa to St. Louis flights
Victoria to O'Hare Intl flights
Halifax to Midway flights
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Saskatoon to O'Hare Intl flights
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Saskatoon to Midway flights
Edmonton to St. Louis flights
Grande Prairie to Midway flights
Moncton to O'Hare Intl flights
London to O'Hare Intl flights
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Vancouver Intl to Peoria flights
Kingston to O'Hare Intl flights
Nanaimo to O'Hare Intl flights
Saskatoon to St. Louis flights
Victoria to St. Louis flights

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 17 January 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 204AverageC$ 438FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 238AverageC$ 499FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 275AverageC$ 598FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 318AverageC$ 418FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 331AverageC$ 585FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJet EncoreCheapestC$ 579AverageC$ 1,023FlexibilityNo 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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