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Cheap flights from Alberta to Chicago from C$ 144

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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
15 Oct — 22 Oct1
1 adult
1 adult, Economy

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 15 September 2025.

Round-trip from

C$ 216

One-way from

C$ 144

Popular in

December

Cheapest in

April

Average price

C$ 318

Good round-trip deal

C$ 327 or less

Good one-way deal

C$ 289 or less
WestJet
  • WestJet
  • 3/10-5/10
  • Nonstop
  • 7h 17m total
  • Alberta to Chicago
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WestJet
  • WestJet
  • 12/10
  • 1 total stop
  • 6h 13m total
  • Alberta to Chicago
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Highest demand for flights based on searches. 23% potential increase in price (C$ 161 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease (C$ 34 potential savings vs. average RT price).
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Average for round-trip flights in September 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 15 September 2025.

Fri 3/1012:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Sun 5/105:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Deal found 15/9C$ 216
Fri 17/108:00 a.m.YEG - ORD
1 stop7h 43mWestJet
Sat 25/105:30 p.m.ORD - YEG
1 stop7h 57mWestJet
Deal found 14/9C$ 221
Sun 26/109:00 a.m.YYC - ORD
Nonstop3h 35mWestJet
Sat 1/118:45 a.m.ORD - YYC
Nonstop3h 50mWestJet
Deal found 13/9C$ 222
Sat 11/101:00 a.m.YEG - ORD
1 stop7h 51mAir Canada
Sat 18/109:55 a.m.ORD - YEG
2 stops11h 08mAir Canada
Deal found 15/9C$ 224
Sat 27/98:05 a.m.YEG - ORD
Nonstop3h 34mWestJet
Mon 6/105:30 p.m.ORD - YEG
1 stop7h 57mWestJet
Deal found 13/9C$ 231
Tue 28/101:29 p.m.YYC - ORD
Nonstop3h 25mAmerican Airlines
Tue 4/118:45 p.m.ORD - YYC
1 stop15h 59mAmerican Airlines
Deal found 13/9C$ 232
Sat 27/98:05 a.m.YEG - ORD
Nonstop3h 34mWestJet
Sat 4/101:40 p.m.ORD - YEG
Nonstop3h 48mWestJet
Deal found 13/9C$ 232
Sun 12/109:30 a.m.YEG - ORD
1 stop6h 13mWestJet
Sat 18/105:30 p.m.ORD - YEG
1 stop7h 57mWestJet
Deal found 15/9C$ 233
Sun 26/109:00 a.m.YYC - ORD
Nonstop3h 35mMultiple Airlines
Sat 1/118:45 a.m.ORD - YYC
Nonstop3h 50mMultiple Airlines
Deal found 13/9C$ 236
Thu 11/1212:35 p.m.YYC - ORD
Nonstop3h 35mUnited Airlines
Mon 15/127:10 a.m.ORD - YYC
1 stop15h 43mUnited Airlines
Deal found 15/9C$ 238
Sat 27/98:05 a.m.YEG - ORD
Nonstop3h 34mWestJet
Sun 5/105:30 p.m.ORD - YEG
1 stop7h 57mWestJet
Deal found 13/9C$ 238
Mon 27/1012:45 a.m.YYC - ORD
1 stop9h 33mAir Canada
Tue 4/1110:00 a.m.ORD - YYC
1 stop9h 54mAir Canada
Deal found 13/9C$ 243

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 15 September 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

Fri 3/10

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

Nonstop3h 28m

Chicago O'Hare Intl

Sun 5/10

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

Nonstop3h 49m

C$ 216

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 26/10

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Sat 1/11

8:45 a.m.-11:35 a.m.

Nonstop3h 50m

C$ 222

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 11/10

1:00 a.m.-9:51 a.m.

1 stop7h 51m

Chicago O'Hare Intl

Sat 18/10

3:50 p.m.-10:56 p.m.

1 stop8h 06m

C$ 229

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 26/10

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Sat 1/11

8:45 a.m.-11:35 a.m.

Nonstop3h 50m

C$ 236

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 11/12

12:35 p.m.-5:10 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Mon 15/12

7:10 a.m.-9:53 p.m.

1 stop15h 43m

C$ 238

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 2/2

12:37 p.m.-5:08 p.m.

Nonstop3h 31m

Chicago O'Hare Intl

Mon 9/2

1:55 p.m.-9:53 p.m.

1 stop8h 58m

C$ 238

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sun 12/10

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

1 stop6h 13m

Chicago O'Hare Intl

Sat 18/10

9:55 a.m.-8:03 p.m.

2 stops11h 08m

C$ 238

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 2/1

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Mon 5/1

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

C$ 240

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 11/10

3:17 p.m.-11:59 p.m.

1 stop7h 42m

Chicago O'Hare Intl

Sat 18/10

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

1 stop10h 07m

C$ 247

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Thu 16/10

6:00 a.m.-8:25 p.m.

1 stop13h 25m

Chicago O'Hare Intl

Sun 19/10

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

1 stop10h 07m

C$ 247

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/9

Showing 1-10 of 60 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$ 348). 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 15 September 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 15 September 2025.

The most flights from CAAB to CHI are scheduled on a Sunday (15 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (8 on average).

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.

  • How long is the flight from Alberta to Chicago?

    Departing from Alberta to Chicago will take you 3h 28m. Airlines will cover a distance of 2223 km. Both multi-stop and direct flights can be found to your destination and back.

  • 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$ 144. 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: Avianca (80%), Air Canada (76%), United Airlines( 76%).

  • What are the cheapest flights from Alberta to Chicago?

    While on average a flight from Alberta to Chicago is generally C$ 1,370, our data shows the cheapest flight currently is C$ 136. When looking at the most popular route, (Calgary - Chicago O'Hare Intl), you can expect to pay C$ 238 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$ 348). 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 15 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 149AverageC$ 383FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 176AverageC$ 375FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 184AverageC$ 368FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapestC$ 185AverageC$ 423FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 242AverageC$ 520FlexibilityNo 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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