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Cheap flights from Alberta to Chicago from C$ 149

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
26 Mar — 2 Apr1
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 21 March 2025.

Round-trip from

C$ 232

One-way from

C$ 149

Popular in

December

Cheapest in

May

Average price

C$ 383

Good round-trip deal

C$ 250 or less

Good one-way deal

C$ 170 or less
WestJet
  • WestJet
  • 11/5-13/5
  • Nonstop
  • 7h 18m total
  • Alberta to Chicago
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WestJet
  • WestJet
  • 2/6
  • Nonstop
  • 3h 29m total
  • Alberta to Chicago
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 124 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 21 March 2025.

Sun 11/512:15 p.m.YYC - ORD
Nonstop3h 29mWestJet
Tue 13/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Deal found 20/3C$ 232
Fri 9/512:55 a.m.YYC - ORD
1 stop7h 57mAir Canada
Tue 13/54:00 p.m.ORD - YYC
1 stop8h 43mAir Canada
Deal found 20/3C$ 271
Wed 30/71:27 p.m.YYC - ORD
Nonstop3h 25mAmerican Airlines
Thu 7/88:20 p.m.ORD - YYC
Nonstop4h 00mAmerican Airlines
Deal found 20/3C$ 287
Mon 5/510:15 a.m.YEG - ORD
1 stop14h 01mUnited Airlines
Tue 6/55:05 a.m.ORD - YEG
1 stop10h 03mUnited Airlines
Deal found 20/3C$ 287
Sun 31/83:15 p.m.YEG - ORD
1 stop7h 42mAir Canada
Mon 8/94:00 p.m.ORD - YEG
1 stop7h 56mAir Canada
Deal found 19/3C$ 288
Fri 9/512:55 a.m.YYC - ORD
1 stop7h 57mMultiple Airlines
Tue 13/55:30 p.m.ORD - YYC
Nonstop3h 49mMultiple Airlines
Deal found 20/3C$ 300
Wed 3/910:30 a.m.YEG - ORD
1 stop17h 53mMultiple Airlines
Sat 6/94:00 p.m.ORD - YEG
1 stop7h 56mMultiple Airlines
Deal found 19/3C$ 304
Tue 16/95:05 p.m.YYC - ORD
1 stop5h 52mUnited Airlines
Tue 23/97:45 p.m.ORD - YYC
Nonstop3h 44mUnited Airlines
Deal found 20/3C$ 313
Sat 3/58:00 a.m.YEG - ORD
1 stop7h 44mWestJet
Mon 5/55:30 p.m.ORD - YEG
1 stop7h 57mWestJet
Deal found 20/3C$ 313
Sat 13/97:15 a.m.YYC - ORD
2 stops11h 28mDelta
Sat 20/912:17 p.m.ORD - YYC
2 stops11h 46mDelta
Deal found 20/3C$ 338
Sun 11/56:30 a.m.YYC - MDW
1 stop5h 45mDelta
Tue 13/51:55 p.m.MDW - YYC
1 stop7h 45mDelta
Deal found 20/3C$ 346
Tue 19/88:00 a.m.YEG - ORD
1 stop7h 44mDelta
Fri 29/810:35 a.m.ORD - YEG
2 stops10h 13mDelta
Deal found 20/3C$ 353

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 21 March 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

Sun 11/5

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

Nonstop3h 29m

Chicago O'Hare Intl

Tue 13/5

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

Nonstop3h 49m

C$ 232

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 9/5

12:55 a.m.-9:52 a.m.

1 stop7h 57m

Chicago O'Hare Intl

Tue 13/5

4:00 p.m.-11:43 p.m.

1 stop8h 43m

C$ 271

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 30/7

1:27 p.m.-5:52 p.m.

Nonstop3h 25m

Chicago O'Hare Intl

Wed 6/8

8:20 p.m.-11:20 p.m.

Nonstop4h 00m

C$ 287

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Mon 5/5

10:15 a.m.-1:16 a.m.

1 stop14h 01m

Chicago O'Hare Intl

Tue 6/5

5:05 a.m.-2:08 p.m.

1 stop10h 03m

C$ 287

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sun 31/8

6:02 a.m.-9:32 p.m.

1 stop14h 30m

Chicago O'Hare Intl

Sat 6/9

4:00 p.m.-10:56 p.m.

1 stop7h 56m

C$ 288

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 9/5

12:55 a.m.-9:52 a.m.

1 stop7h 57m

Chicago O'Hare Intl

Tue 13/5

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

Nonstop3h 49m

C$ 300

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 3/9

10:30 a.m.-5:23 a.m.

1 stop17h 53m

Chicago O'Hare Intl

Sat 6/9

4:00 p.m.-10:56 p.m.

1 stop7h 56m

C$ 304

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 16/9

5:05 p.m.-11:57 p.m.

1 stop5h 52m

Chicago O'Hare Intl

Tue 23/9

7:45 p.m.-10:29 p.m.

Nonstop3h 44m

C$ 313

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 3/5

8:00 a.m.-4:44 p.m.

1 stop7h 44m

Chicago O'Hare Intl

Mon 5/5

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

1 stop7h 57m

C$ 313

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 13/9

7:15 a.m.-7:43 p.m.

2 stops11h 28m

Chicago O'Hare Intl

Sat 20/9

12:17 p.m.-11:03 p.m.

2 stops11h 46m

C$ 338

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/3

Showing 1-10 of 43 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$ 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 21 March 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 21 March 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 (2 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 21 March 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
9,759 reviews
Check prices

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Food

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
9,759 reviews
Alaska Airlines
8.0
Very good
9,759 reviews
Check prices

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Food

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
7,895 reviews
Alaska Airlines
8.0
Very good
9,759 reviews
Check prices

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Food

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
275 reviews
Alaska Airlines
8.0
Very good
9,759 reviews
Check prices

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Food

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
8,605 reviews
Alaska Airlines
8.0
Very good
9,759 reviews
Check prices

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Food

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
9,759 reviews
Check prices

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Food

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$ 149. However, be on the lookout for offers from American Airlines 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 (89%), Emirates (89%), United Airlines( 89%).

  • What are the cheapest flights from Alberta to Chicago?

    While on average a flight from Alberta to Chicago is generally C$ 1,333, 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$ 271 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 21 March 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 152AverageC$ 448FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 186AverageC$ 436FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 190AverageC$ 534FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 203AverageC$ 436FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 251AverageC$ 578FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJet EncoreCheapestC$ 578AverageC$ 1,020FlexibilityNo 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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