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Cheap flights from Chicago to Calgary from C$ 80

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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYC
31 Mar — 7 Apr1
1 adult

Cheapflights Tip: The best prices from Chicago to Calgary are usually found in October or March, booked 22 days in advance, depart on a Wednesday or Monday and return on a Thursday

Cheap flight deals from Chicago to Calgary

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Calgary (YYC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 26 March 2025.

Round-trip from

C$ 205

One-way from

C$ 80

Popular in

December

Cheapest in

October

Average price

C$ 392

Good round-trip deal

C$ 147 or less

Good one-way deal

C$ 145 or less
WestJet
  • WestJet
  • 2/5-10/5
  • Nonstop
  • 7h 18m total
  • Chicago to Calgary
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WestJet
  • WestJet
  • 1/5
  • Nonstop
  • 3h 49m total
  • Chicago to Calgary
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Highest demand for flights based on searches. 20% potential increase in price (C$ 169 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease (C$ 51 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Calgary.
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Price to beat on a one-way flight from Chicago (CHI) to Calgary.
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Find flight deals from Chicago to Calgary

Cheapest flights from Chicago to Calgary
Explore the most affordable flight options available from Chicago to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 26 March 2025.

Fri 2/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 10/512:15 p.m.YYC - ORD
Nonstop3h 29mWestJet
Deal found 25/3C$ 205
Thu 1/55:30 p.m.ORD - YYC
Nonstop3h 49mMultiple Airlines
Fri 9/512:55 a.m.YYC - ORD
1 stop7h 57mMultiple Airlines
Deal found 25/3C$ 217
Thu 29/58:01 p.m.ORD - YYC
Nonstop3h 52mUnited Airlines
Tue 10/68:30 a.m.YYC - ORD
Nonstop3h 33mUnited Airlines
Deal found 25/3C$ 256
Mon 9/68:25 p.m.ORD - YYC
Nonstop4h 00mAmerican Airlines
Thu 12/66:29 a.m.YYC - ORD
Nonstop3h 25mAmerican Airlines
Deal found 25/3C$ 257
Sat 3/53:35 p.m.ORD - YYC
1 stop8h 31mAir Canada
Sat 10/55:50 a.m.YYC - ORD
1 stop8h 05mAir Canada
Deal found 25/3C$ 272
Sun 24/81:55 p.m.ORD - YYC
1 stop10h 08mDelta
Sun 31/87:15 a.m.YYC - ORD
1 stop9h 50mDelta
Deal found 25/3C$ 358
Fri 2/510:20 a.m.MDW - YYC
2 stops13h 45mDelta
Mon 5/56:45 a.m.YYC - MDW
1 stop9h 34mDelta
Deal found 25/3C$ 370
Thu 1/58:03 p.m.MDW - YYC
1 stop19h 42mMultiple Airlines
Sun 4/512:30 a.m.YYC - MDW
1 stop12h 04mMultiple Airlines
Deal found 25/3C$ 415
Fri 13/69:40 a.m.MDW - YYC
2 stops12h 39mPorter Airlines
Tue 17/611:55 p.m.YYC - MDW
2 stops15h 59mPorter Airlines
Deal found 25/3C$ 665
Fri 9/59:20 a.m.MDW - YYC
2 stops14h 00mWestJet
Thu 15/512:30 a.m.YYC - MDW
1 stop8h 10mWestJet
Deal found 25/3C$ 895

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Calgary 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 26 March 2025.
Use the filters below to find and compare flights from Chicago to Calgary that are best for you.

Fly from

Chicago

Fly to

Calgary

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 2/5

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

Nonstop3h 49m

Calgary

Sat 10/5

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

Nonstop3h 29m

C$ 205

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 1/5

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

Nonstop3h 49m

Calgary

Fri 9/5

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

1 stop7h 57m

C$ 217

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 9/6

8:25 p.m.-11:25 p.m.

Nonstop4h 00m

Calgary

Thu 12/6

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

Nonstop3h 25m

C$ 257

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 3/5

3:35 p.m.-11:06 p.m.

1 stop8h 31m

Calgary

Sat 10/5

5:50 a.m.-2:55 p.m.

1 stop8h 05m

C$ 272

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 28/5

8:01 p.m.-10:53 p.m.

Nonstop3h 52m

Calgary

Fri 6/6

8:30 a.m.-1:03 p.m.

Nonstop3h 33m

C$ 293

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sun 24/8

1:55 p.m.-11:03 p.m.

1 stop10h 08m

Calgary

Sun 31/8

7:15 a.m.-6:05 p.m.

1 stop9h 50m

C$ 358

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Fri 2/5

10:20 a.m.-11:05 p.m.

2 stops13h 45m

Calgary

Mon 5/5

6:45 a.m.-5:19 p.m.

1 stop9h 34m

C$ 370

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Thu 1/5

8:03 p.m.-2:45 p.m.

1 stop19h 42m

Calgary

Sun 4/5

12:30 a.m.-1:34 p.m.

1 stop12h 04m

C$ 415

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Fri 13/6

9:40 a.m.-9:19 p.m.

2 stops12h 39m

Calgary

Tue 17/6

11:55 p.m.-4:54 p.m.

2 stops15h 59m

C$ 665

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Fri 9/5

9:20 a.m.-10:20 p.m.

2 stops14h 00m

Calgary

Thu 15/5

12:30 a.m.-9:40 a.m.

1 stop8h 10m

C$ 895

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/3

Showing 1-10 of 21 results
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Best time to book a flight from Chicago to Calgary

Have a flexible travel schedule? Discover the best time to fly to Calgary from Chicago 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 Chicago to Calgary

How far ahead should I book a flight from Chicago to Calgary?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Calgary. Price data was last updated on 21 March 2025.

Booking 22 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Calgary. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Calgary?

Currently, January is the cheapest month in which you can book a flight from Chicago to Calgary (average of C$ 138). Flying from Chicago to Calgary in July is currently the most expensive (average of C$ 263). 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 CHI to YYC?

Find hourly flight availability from Chicago to Calgary. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 26 March 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 40% on flights from Chicago to Calgary by exploring options for tickets in the afternoon.

Rainfall in Calgary by month

Plan your trip to Calgary by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Calgary ranges from 9.0 - 94.0 mm per month. June is typically the wettest month, when rainfall can reach 94.0 mm. January is typically the driest time to visit Calgary when rainfall is around 9.0 mm.

Temperature in Calgary by month

Plan your trip to Calgary by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Calgary, 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 17.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -7.0 C).

Reviews of airlines servicing Calgary

Get insights into the airlines that provide service to Calgary. 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 Calgary. Reviews last updated 26 March 2025.
Read through reviews of airlines operating flights from Chicago to Calgary, such as Alaska Airlines, Delta and Porter Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,792 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

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
9,792 reviews
Alaska Airlines
8.0
Very good
9,792 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

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
7,891 reviews
Alaska Airlines
8.0
Very good
9,792 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

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
276 reviews
Alaska Airlines
8.0
Very good
9,792 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

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
8,608 reviews
Alaska Airlines
8.0
Very good
9,792 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

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
9,792 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

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 Chicago to Calgary. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Calgary from Chicago?

    For a flight from Chicago to Calgary, you will be flying into Calgary. Calgary (YYC) is just 9.3 km from the centre of the city. Calgary is the only Calgary airport and it handles 3 inbound flights from Chicago per day. 3 airlines have flights to Calgary from Chicago on a regular basis.

  • What are the cheapest airlines flying from Chicago to Calgary round-trip?

    Our cheapest airline available from Chicago to Calgary is WestJet. Our recent data shows that you can find tickets from as low as C$ 205 on this airline. Additional options worth looking into are American Airlines and Air Canada, starting at C$ 257 and C$ 272 round-trip. WestJet is currently priced 56% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Chicago to Calgary one-way?

    C$ 80 is the cheapest one-way deal found within the past few days, from WestJet. You may also be able to find cheap deals on Air Canada and United Airlines, with prices starting from C$ 114 and C$ 129, respectively.

  • What are the most reliable airlines from Chicago to Calgary?

    Consider Air Canada (77%), United Airlines (77%) or Qatar Airways (71%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Calgary.

  • What are the cheapest flights from Chicago to Calgary?

    While on average a flight from Chicago to Calgary is generally C$ 232, our data shows the cheapest flight currently is C$ 107. When looking at the most popular route, (Chicago O'Hare Intl - Calgary), you can expect to pay C$ 223 for that flight.

  • Can I find deals for flights from Chicago to Calgary that include hotel bookings?

    Yes. In addition to deals on Chicago to Calgary flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Calgary?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Calgary.

  • Can I find deals for business class flights from Chicago to Calgary?

    Yes. Cheapflights offers flight deals from Chicago to Calgary 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 Chicago to Calgary?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Calgary (average of C$ 138). Flying from Chicago to Calgary in July is currently the most expensive (average of C$ 263). 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

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Canmore
Airdrie
Radium Hot Springs
Drumheller
Kananaskis

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Alternative routes for Chicago to Calgary

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Calgary flights
O'Hare Intl to Edmonton flights
St. Louis to Calgary flights
St. Louis to Edmonton flights
Moline to Edmonton flights

Top 3 airlines flying from Chicago to Calgary

Discover the top 3 airlines that operate flights from Chicago to Calgary. 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 26 March 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 132AverageC$ 758FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 149AverageC$ 305FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 201AverageC$ 619FlexibilityNo 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 Chicago to Calgary?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Calgary from Chicago today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Chicago to Calgary?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chicago to Calgary for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Chicago to Calgary with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago to Calgary, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Chicago to Calgary become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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