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Cheap flights from Alberta to Chicago from C$ 153

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 18/8. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
17 Jun — 24 Jun1
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 12 June 2025.

Round-trip from

C$ 205

One-way from

C$ 153

Popular in

December

Cheapest in

April

Average price

C$ 334

Good round-trip deal

C$ 320 or less

Good one-way deal

C$ 264 or less
WestJet
  • WestJet
  • 31/7-4/8
  • Nonstop
  • 7h 18m total
  • Alberta to Chicago
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Air Canada
  • Air Canada
  • 18/8
  • 1 total stop
  • 7h 47m total
  • Alberta to Chicago
Search Deals
Highest demand for flights based on searches. 22% potential increase in price (C$ 153 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease (C$ 32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals
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 12 June 2025.

Thu 31/712:15 p.m.YYC - ORD
Nonstop3h 29mWestJet
Mon 4/85:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Deal found 11/6C$ 205
Fri 13/66:29 a.m.YYC - ORD
Nonstop3h 25mAmerican Airlines
Tue 17/61:28 p.m.ORD - YYC
1 stop9h 29mAmerican Airlines
Deal found 12/6C$ 238
Thu 4/98:00 a.m.YEG - ORD
1 stop7h 43mWestJet
Mon 8/95:30 p.m.ORD - YEG
1 stop7h 57mWestJet
Deal found 11/6C$ 241
Tue 17/612:38 p.m.YYC - ORD
Nonstop3h 32mUnited Airlines
Tue 24/65:02 a.m.ORD - YYC
1 stop14h 19mUnited Airlines
Deal found 11/6C$ 261
Sat 6/91:10 a.m.YYC - ORD
1 stop7h 41mAir Canada
Wed 17/96:20 p.m.ORD - YYC
1 stop7h 52mAir Canada
Deal found 11/6C$ 275
Tue 28/1012:55 a.m.YEG - ORD
1 stop8h 44mAir Canada
Sat 1/113:35 p.m.ORD - YEG
1 stop8h 30mAir Canada
Deal found 11/6C$ 279
Mon 14/78:00 a.m.YYC - ORD
2 stops12h 30mMultiple Airlines
Wed 23/75:30 p.m.ORD - YYC
Nonstop3h 49mMultiple Airlines
Deal found 12/6C$ 287
Wed 29/106:00 a.m.YEG - ORD
1 stop13h 58mUnited Airlines
Sat 1/118:47 a.m.ORD - YEG
1 stop14h 17mUnited Airlines
Deal found 9/6C$ 287
Sat 13/96:35 a.m.YYC - ORD
2 stops14h 11mDelta
Fri 19/91:55 p.m.ORD - YYC
1 stop10h 17mDelta
Deal found 11/6C$ 308
Tue 17/66:45 a.m.YYC - MDW
1 stop9h 55mDelta
Tue 24/61:47 p.m.MDW - YYC
1 stop8h 10mDelta
Deal found 11/6C$ 328
Fri 12/98:00 a.m.YEG - ORD
1 stop7h 43mDelta
Mon 15/910:35 a.m.ORD - YEG
2 stops12h 52mDelta
Deal found 10/6C$ 340
Wed 2/78:05 a.m.YEG - ORD
Nonstop3h 34mMultiple Airlines
Wed 30/76:02 p.m.ORD - YEG
2 stops21h 55mMultiple Airlines
Deal found 10/6C$ 358

Cheapflights Fare Finder

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 12 June 2025.
Use the filters below to find and compare flights from Alberta to Chicago that are best for you.

Fly from

Alberta

Fly to

Chicago

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 31/7

12:15 p.m.-4:44 p.m.

Nonstop3h 29m

Chicago O'Hare Intl

Mon 4/8

5:30 p.m.-8:19 p.m.

Nonstop3h 49m

C$ 205

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Thu 4/9

8:00 a.m.-4:43 p.m.

1 stop7h 43m

Chicago O'Hare Intl

Mon 8/9

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

1 stop7h 57m

C$ 241

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 13/9

6:45 a.m.-9:24 p.m.

1 stop13h 39m

Chicago O'Hare Intl

Sat 20/9

8:30 p.m.-11:19 p.m.

Nonstop3h 49m

C$ 273

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 6/9

1:10 a.m.-9:51 a.m.

1 stop7h 41m

Chicago O'Hare Intl

Wed 17/9

6:20 p.m.-1:12 a.m.

1 stop7h 52m

C$ 275

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 14/7

8:00 a.m.-9:30 p.m.

2 stops12h 30m

Chicago O'Hare Intl

Wed 23/7

5:30 p.m.-8:19 p.m.

Nonstop3h 49m

C$ 287

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 20/6

3:17 p.m.-10:41 p.m.

1 stop6h 24m

Chicago O'Hare Intl

Sat 21/6

7:10 a.m.-10:04 p.m.

1 stop15h 54m

C$ 288

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 13/9

6:35 a.m.-9:46 p.m.

2 stops14h 11m

Chicago O'Hare Intl

Fri 19/9

1:55 p.m.-11:12 p.m.

1 stop10h 17m

C$ 308

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 9/9

6:40 a.m.-5:37 p.m.

1 stop9h 57m

Chicago Midway

Wed 17/9

1:00 p.m.-8:54 p.m.

2 stops8h 54m

C$ 328

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Mon 25/8

9:30 a.m.-4:44 p.m.

1 stop6h 14m

Chicago O'Hare Intl

Sat 30/8

8:25 a.m.-3:58 p.m.

1 stop8h 33m

C$ 346

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 2/7

8:05 a.m.-12:39 p.m.

Nonstop3h 34m

Chicago O'Hare Intl

Wed 30/7

6:02 p.m.-2:57 p.m.

2 stops21h 55m

C$ 358

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 48 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.

Cheapflights Insights

Everything you need to know about your flight from Alberta to Chicago

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$ 352). 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 12 June 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 12 June 2025.

The most flights from CAAB to CHI are scheduled on a Monday (14 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 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 12 June 2025.
Get a feel of what it's like to fly with Alaska Airlines, Porter Airlines and Delta 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
10,000 reviews
Check prices

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Porter Airlines
8.0
Very good
288 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,946 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 Air Canada, with whom users have recently found tickets for as low as C$ 153. However, be on the lookout for offers from WestJet 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: Avianca (91%), Air Canada (84%), United Airlines( 84%).

  • What are the cheapest flights from Alberta to Chicago?

    While on average a flight from Alberta to Chicago is generally C$ 1,852, our data shows the cheapest flight currently is C$ 197. When looking at the most popular route, (Calgary - Chicago O'Hare Intl), you can expect to pay C$ 261 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$ 352). 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 5 airlines flying from Alberta to Chicago

Discover the top 5 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 12 June 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 148AverageC$ 392FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 169AverageC$ 420FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 176AverageC$ 378FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 197AverageC$ 382FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 240AverageC$ 537FlexibilityNo cancel feeOn-time69%
Search United Airlines 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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