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Cheap flights from Alberta to Chicago from C$ 137

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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
5 Aug — 12 Aug1
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 31 July 2025.

Round-trip from

C$ 208

One-way from

C$ 137

Popular in

December

Cheapest in

April

Average price

C$ 502

Good round-trip deal

C$ 569 or less

Good one-way deal

C$ 201 or less
WestJet
  • WestJet
  • 6/9-13/9
  • Nonstop
  • 7h 22m total
  • Alberta to Chicago
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WestJet
  • WestJet
  • 3/10
  • 1 total stop
  • 6h 13m total
  • Alberta to Chicago
Search Deals
Highest demand for flights based on searches. 23% potential increase in price (C$ 165 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease (C$ 33 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Alberta to Chicago (CHI).
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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 31 July 2025.

Sat 6/98:05 a.m.YEG - ORD
Nonstop3h 34mWestJet
Sat 13/91:40 p.m.ORD - YEG
Nonstop3h 48mWestJet
Deal found 30/7C$ 208
Thu 4/912:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Tue 9/95:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Deal found 30/7C$ 212
Wed 24/912:15 p.m.YYC - ORD
Nonstop3h 28mMultiple Airlines
Thu 23/108:47 a.m.ORD - YYC
Nonstop3h 51mMultiple Airlines
Deal found 30/7C$ 219
Tue 2/91:10 a.m.YYC - ORD
1 stop7h 41mAir Canada
Tue 9/96:20 p.m.ORD - YYC
1 stop7h 52mAir Canada
Deal found 29/7C$ 228
Wed 24/96:15 a.m.YYC - ORD
1 stop11h 11mUnited Airlines
Thu 23/109:44 p.m.ORD - YYC
1 stop17h 09mUnited Airlines
Deal found 30/7C$ 241
Wed 15/108:05 a.m.YEG - ORD
Nonstop3h 27mUnited Airlines
Sun 19/105:01 a.m.ORD - YEG
1 stop10h 07mUnited Airlines
Deal found 31/7C$ 241
Fri 29/86:29 a.m.YYC - ORD
Nonstop3h 25mAmerican Airlines
Thu 4/96:30 p.m.ORD - YYC
1 stop18h 20mAmerican Airlines
Deal found 30/7C$ 291
Wed 3/97:55 a.m.YYC - ORD
1 stop8h 35mDelta
Tue 9/91:00 p.m.ORD - YYC
1 stop10h 57mDelta
Deal found 29/7C$ 311
Wed 1/109:30 a.m.YEG - ORD
1 stop6h 13mDelta
Sun 5/109:10 a.m.ORD - YEG
2 stops13h 02mDelta
Deal found 31/7C$ 329
Wed 10/99:25 a.m.YEG - MDW
1 stop7h 12mDelta
Sat 13/99:20 a.m.MDW - YEG
1 stop7h 39mDelta
Deal found 31/7C$ 336
Wed 10/96:40 a.m.YYC - MDW
1 stop5h 23mDelta
Sat 13/99:20 a.m.MDW - YYC
2 stops14h 42mDelta
Deal found 30/7C$ 338
Tue 9/91:00 a.m.YEG - ORD
1 stop7h 51mAir Canada
Sat 13/93:50 p.m.ORD - YEG
1 stop8h 06mAir Canada
Deal found 31/7C$ 346

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 31 July 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

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 6/9

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

Nonstop3h 34m

Chicago O'Hare Intl

Sat 13/9

1:40 p.m.-4:28 p.m.

Nonstop3h 48m

C$ 208

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 4/9

12:15 p.m.-4:43 p.m.

Nonstop3h 28m

Chicago O'Hare Intl

Tue 9/9

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

Nonstop3h 49m

C$ 212

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 24/9

12:15 p.m.-4:43 p.m.

Nonstop3h 28m

Chicago O'Hare Intl

Thu 23/10

8:47 a.m.-11:38 a.m.

Nonstop3h 51m

C$ 219

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 2/9

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

1 stop7h 41m

Chicago O'Hare Intl

Tue 9/9

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

1 stop7h 52m

C$ 228

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 24/9

6:15 a.m.-6:26 p.m.

1 stop11h 11m

Chicago O'Hare Intl

Thu 23/10

9:44 p.m.-1:53 p.m.

1 stop17h 09m

C$ 241

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 15/10

8:05 a.m.-12:32 p.m.

Nonstop3h 27m

Chicago O'Hare Intl

Sun 19/10

5:01 a.m.-2:08 p.m.

1 stop10h 07m

C$ 241

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 29/8

6:29 a.m.-10:54 a.m.

Nonstop3h 25m

Chicago O'Hare Intl

Thu 4/9

6:30 p.m.-11:50 a.m.

1 stop18h 20m

C$ 291

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 3/9

7:55 a.m.-5:30 p.m.

1 stop8h 35m

Chicago O'Hare Intl

Tue 9/9

1:00 p.m.-10:57 p.m.

1 stop10h 57m

C$ 311

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 1/10

9:30 a.m.-4:43 p.m.

1 stop6h 13m

Chicago O'Hare Intl

Sun 5/10

9:10 a.m.-9:12 p.m.

2 stops13h 02m

C$ 329

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 10/9

9:25 a.m.-5:37 p.m.

1 stop7h 12m

Chicago Midway

Sat 13/9

9:20 a.m.-3:59 p.m.

1 stop7h 39m

C$ 336

Flights are sorted by cheapest round-trip flights first.

Deals found on 31/7

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.

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 31 July 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 31 July 2025.

The most flights from CAAB to CHI are scheduled on a Thursday (15 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (4 on average).

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 31 July 2025.
Read through reviews of airlines operating flights from Alberta to Chicago, such as Alaska Airlines,Porter Airlines, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Porter Airlines
8.0
Very good
318 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave

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$ 137. 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: Avianca (87%), Envoy Air (85%), Air Canada( 81%).

  • What are the cheapest flights from Alberta to Chicago?

    While on average a flight from Alberta to Chicago is generally C$ 1,596, our data shows the cheapest flight currently is C$ 232. When looking at the most popular route, (Calgary - Chicago O'Hare Intl), you can expect to pay C$ 219 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 31 July 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 150AverageC$ 409FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 178AverageC$ 385FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 184AverageC$ 370FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapestC$ 185AverageC$ 426FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 243AverageC$ 546FlexibilityNo 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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