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Cheap flights from Alberta to Chicago from C$ 152

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 30/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags

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 30 October 2025.

Round-trip from

C$ 243

One-way from

C$ 152

Popular in

December

Cheapest in

April

Average price

C$ 451

Good round-trip deal

C$ 407 or less

Good one-way deal

C$ 328 or less
WestJet
  • WestJet
  • 30/1-2/3
  • Nonstop
  • 7h 30m total
  • Alberta to Chicago
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WestJet
  • WestJet
  • 30/1
  • Nonstop
  • 3h 35m 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$ 34 potential savings vs. average RT price).
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Average for round-trip flights in October 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

Enter your travel dates to find the best prices.

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 30 October 2025.

Fri 5/129:00 a.m.YYC - ORD
Nonstop3h 35mWestJet
Mon 8/122:20 p.m.ORD - YYC
Nonstop3h 55mWestJet
Deal found 30/10C$ 270
Sat 1/1112:37 p.m.YYC - ORD
Nonstop3h 33mLufthansa
Sun 9/118:45 a.m.ORD - YYC
Nonstop3h 50mLufthansa
Deal found 29/10C$ 293
Sat 1/1112:37 p.m.YYC - ORD
Nonstop3h 33mUnited Airlines
Sat 8/117:10 a.m.ORD - YYC
1 stop8h 11mUnited Airlines
Deal found 29/10C$ 295
Sat 1/111:29 p.m.YYC - ORD
Nonstop3h 25mAmerican Airlines
Mon 3/1110:05 p.m.ORD - YYC
1 stop14h 39mAmerican Airlines
Deal found 29/10C$ 300
Wed 10/126:00 a.m.YEG - ORD
2 stops11h 46mMultiple Airlines
Mon 15/126:11 a.m.ORD - YEG
1 stop31h 00mMultiple Airlines
Deal found 29/10C$ 300
Sat 1/112:13 p.m.YYC - ORD
1 stop8h 46mUnited Airlines
Sun 9/118:45 a.m.ORD - YYC
Nonstop3h 50mUnited Airlines
Deal found 29/10C$ 303
Thu 4/126:00 a.m.YEG - MDW
2 stops15h 12mMultiple Airlines
Wed 10/122:49 p.m.MDW - YEG
1 stop22h 22mMultiple Airlines
Deal found 30/10C$ 303
Fri 5/129:45 p.m.YYC - MDW
2 stops15h 14mMultiple Airlines
Mon 8/128:42 p.m.MDW - YYC
1 stop16h 02mMultiple Airlines
Deal found 30/10C$ 306
Wed 3/1212:45 a.m.YEG - ORD
1 stop15h 42mMultiple Airlines
Wed 10/124:01 p.m.ORD - YEG
1 stop21h 10mMultiple Airlines
Deal found 29/10C$ 307
Thu 11/126:35 a.m.YYC - ORD
1 stop7h 24mDelta
Mon 15/121:35 p.m.ORD - YYC
1 stop10h 38mDelta
Deal found 29/10C$ 310
Sat 1/116:15 a.m.YYC - ORD
1 stop16h 44mMultiple Airlines
Sun 9/112:00 p.m.ORD - YYC
1 stop7h 39mMultiple Airlines
Deal found 29/10C$ 311
Tue 9/1212:30 a.m.YYC - ORD
1 stop13h 01mMultiple Airlines
Mon 15/122:20 p.m.ORD - YYC
Nonstop3h 55mMultiple Airlines
Deal found 29/10C$ 313

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 30 October 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 10/4

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

Nonstop3h 35m

Chicago O'Hare Intl

Fri 17/4

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

Nonstop3h 55m

C$ 233

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Thu 11/12

6:00 a.m.-10:24 p.m.

2 stops15h 24m

Chicago O'Hare Intl

Mon 15/12

6:11 a.m.-12:11 p.m.

1 stop31h 00m

C$ 300

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 10/12

6:00 a.m.-6:46 p.m.

2 stops11h 46m

Chicago O'Hare Intl

Mon 15/12

6:11 a.m.-12:11 p.m.

1 stop31h 00m

C$ 300

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 10/12

12:37 p.m.-5:10 p.m.

Nonstop3h 33m

Chicago O'Hare Intl

Mon 15/12

3:55 p.m.-11:58 p.m.

1 stop9h 03m

C$ 302

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 4/12

6:00 a.m.-10:12 p.m.

2 stops15h 12m

Chicago Midway

Wed 10/12

2:49 p.m.-12:11 p.m.

1 stop22h 22m

C$ 303

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 3/12

12:45 a.m.-5:27 p.m.

1 stop15h 42m

Chicago O'Hare Intl

Wed 10/12

4:01 p.m.-12:11 p.m.

1 stop21h 10m

C$ 307

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 11/12

6:35 a.m.-2:59 p.m.

1 stop7h 24m

Chicago O'Hare Intl

Mon 15/12

1:35 p.m.-11:13 p.m.

1 stop10h 38m

C$ 310

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 10/12

6:35 a.m.-4:57 p.m.

1 stop9h 22m

Chicago O'Hare Intl

Mon 15/12

6:00 a.m.-1:40 p.m.

1 stop8h 40m

C$ 310

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 29/1

6:30 a.m.-1:09 p.m.

1 stop5h 39m

Chicago Midway

Sat 28/2

10:35 a.m.-11:15 p.m.

2 stops13h 40m

C$ 310

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sun 7/12

4:05 p.m.-9:52 a.m.

2 stops16h 47m

Chicago Midway

Wed 10/12

2:49 p.m.-12:11 p.m.

1 stop22h 22m

C$ 332

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/10

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, May is the cheapest month in which you can book a flight from Alberta to Chicago (average of C$ 124). Flying from Alberta to Chicago in August is currently the most expensive (average of C$ 209). 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 30 October 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 45% on flights from Alberta to Chicago by exploring options for tickets in the afternoon.

What is the cheapest day to fly from Alberta to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Alberta to Chicago. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Alberta to Chicago flight should consider departing on Friday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 35m. 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$ 152. 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, 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: United Airlines (88%), Emirates (85%), Air Canada( 83%).

  • What are the cheapest flights from Alberta to Chicago?

    While on average a flight from Alberta to Chicago is generally C$ 615, our data shows the cheapest flight currently is C$ 186. 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, May is the cheapest month in which you can book a flight from Alberta to Chicago (average of C$ 124). Flying from Alberta to Chicago in August is currently the most expensive (average of C$ 209). 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 30 October 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 151AverageC$ 366FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 178AverageC$ 380FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 186AverageC$ 372FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapestC$ 187AverageC$ 427FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 216AverageC$ 519FlexibilityNo 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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