Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Chicago to Calgary from C$ 79

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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYC
22 Jan — 29 Jan1
1 adult

The best prices from Chicago to Calgary are usually found in September or October, booked 36 days in advance, depart on a Monday or Thursday and return on a Saturday

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 17 January 2025.

Round-trip from

C$ 213

One-way from

C$ 79

Popular in

December

Cheapest in

September

Average price

C$ 494
WestJet
  • WestJet
  • 20/2-24/2
  • Nonstop
  • 7h 17m total
  • Chicago to Calgary
Search Deals
WestJet
  • WestJet
  • 3/3
  • Nonstop
  • 3h 51m total
  • Chicago to Calgary
Search Deals
High demand for flights, 19% potential price rise
Search Deals
Best time to find cheap flights, 7% potential price drop
Search Deals
Average for round-trip flights in January 2025
Search Deals

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 17 January 2025.

Thu 20/24:45 p.m.ORD - YYC
Nonstop3h 51mWestJet
Mon 24/211:30 a.m.YYC - ORD
Nonstop3h 26mWestJet
Deal found 15/1C$ 213
Fri 30/55:30 p.m.ORD - YYC
Nonstop3h 49mMultiple Airlines
Tue 3/612:55 a.m.YYC - ORD
1 stop7h 57mMultiple Airlines
Deal found 15/1C$ 259
Tue 18/38:45 a.m.ORD - YYC
1 stop13h 56mUnited Airlines
Mon 24/37:20 p.m.YYC - ORD
1 stop13h 13mUnited Airlines
Deal found 14/1C$ 293
Mon 3/32:05 p.m.ORD - YYC
1 stop8h 13mAir Canada
Mon 24/312:55 a.m.YYC - ORD
1 stop8h 59mAir Canada
Deal found 14/1C$ 312
Tue 18/31:16 p.m.MDW - YYC
1 stop8h 18mDelta
Tue 25/37:44 a.m.YYC - MDW
1 stop9h 34mDelta
Deal found 14/1C$ 374
Wed 4/61:40 p.m.ORD - YYC
1 stop6h 00mDelta
Thu 12/612:15 p.m.YYC - ORD
Nonstop3h 29mDelta
Deal found 14/1C$ 379
Mon 27/112:43 p.m.MDW - YYC
1 stop11h 12mMultiple Airlines
Sun 2/24:35 p.m.YYC - MDW
1 stop18h 09mMultiple Airlines
Deal found 15/1C$ 467

Find flights from Chicago to Calgary within your budget

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 17 January 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 20/2

4:45 p.m.-7:36 p.m.

Nonstop3h 51m

Calgary

Mon 24/2

11:30 a.m.-3:56 p.m.

Nonstop3h 26m

C$ 213

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 30/5

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

Nonstop3h 49m

Calgary

Tue 3/6

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

1 stop7h 57m

C$ 259

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 18/3

8:45 a.m.-9:41 p.m.

1 stop13h 56m

Calgary

Mon 24/3

7:20 p.m.-9:33 a.m.

1 stop13h 13m

C$ 293

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 3/3

2:05 p.m.-9:18 p.m.

1 stop8h 13m

Calgary

Mon 24/3

12:55 a.m.-10:54 a.m.

1 stop8h 59m

C$ 312

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Tue 18/3

1:16 p.m.-8:34 p.m.

1 stop8h 18m

Calgary

Tue 25/3

7:44 a.m.-6:18 p.m.

1 stop9h 34m

C$ 374

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 4/6

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

1 stop6h 00m

Calgary

Fri 13/6

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

Nonstop3h 29m

C$ 379

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Mon 27/1

12:43 p.m.-10:55 p.m.

1 stop11h 12m

Calgary

Sun 2/2

4:35 p.m.-11:44 a.m.

1 stop18h 09m

C$ 467

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Thu 20/2

1:26 p.m.-8:53 p.m.

1 stop8h 27m

Calgary

Thu 27/2

6:35 a.m.-5:43 p.m.

1 stop10h 08m

C$ 756

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 3/3

4:45 p.m.-7:36 p.m.

Nonstop3h 51m

C$ 79

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 12/3

7:10 a.m.-9:41 p.m.

1 stop15h 31m

C$ 111

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/1

Showing 1-10 of 19 results
1
2

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.

Travel insights for flights from Chicago to Calgary

Get recent, data-driven insights about flights from Chicago to Calgary including ideal travel times, pricing trends, and more.

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 10 January 2025.

Booking 36 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$ 143). 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 17 January 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 37% 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 17 January 2025.
Read through reviews of airlines operating flights from Chicago to Calgary, such as WestJet, United Airlines and Air Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,681 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 10

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
9,681 reviews
Alaska Airlines
8.0
Very good
9,681 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 10

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
8,511 reviews
Alaska Airlines
8.0
Very good
9,681 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 10

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
9,681 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 10

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

KLM
7.8
Good
1,339 reviews
Alaska Airlines
8.0
Very good
9,681 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 10

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
8,965 reviews
Alaska Airlines
8.0
Very good
9,681 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 10

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 1 inbound flight 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$ 213 on this airline. Additional options worth looking into are United Airlines and Air Canada, starting at C$ 293 and C$ 312 round-trip. WestJet is currently priced 57% below the average price you’ll pay for this route.

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

    C$ 79 is the cheapest one-way deal found within the past few days, from WestJet. You may also be able to find cheap deals on United Airlines and Air Canada, with prices starting from C$ 111 and C$ 125, respectively.

  • What are the cheapest flights from Chicago to Calgary?

    While on average a flight from Chicago to Calgary is generally C$ 562, our data shows the cheapest flight currently is C$ 86. When looking at the most popular route, (Chicago O'Hare Intl - Calgary), you can expect to pay C$ 239 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$ 143). 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
Drumheller
Kananaskis
Radium Hot Springs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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
St. Louis to Calgary flights
O'Hare Intl to Edmonton 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 17 January 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 143AverageC$ 476FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 191AverageC$ 762FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 202AverageC$ 622FlexibilityNo 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!

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.