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Cheap flights from Chicago to Calgary from C$ 76

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 23/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYC
23 Dec — 30 Dec1
1 adult

The best prices from Chicago to Calgary are usually found in September or April, 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 18 December 2024.

Round-trip from

C$ 254

One-way from

C$ 76

Popular in

December

Cheapest in

September

Average price

C$ 851
Air Canada
  • Air Canada
  • 20/1-29/1
  • 2 total stops
  • 17h 35m total
  • Chicago to Calgary
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WestJet
  • WestJet
  • 23/3
  • Nonstop
  • 3h 51m total
  • Chicago to Calgary
Search Deals
High demand for flights, 16% potential price rise
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Best time to find cheap flights, 6% potential price drop
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Average for round-trip flights in December 2024
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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 18 December 2024.

Wed 25/1211:48 a.m.MDW - YYC
1 stop10h 19mDelta
Sun 29/127:00 a.m.YYC - MDW
1 stop9h 44mDelta
Deal found 16/12C$ 706
Thu 19/128:34 p.m.ORD - YYC
1 stop27h 21mMultiple Airlines
Sun 5/14:35 p.m.YYC - ORD
2 stops30h 11mMultiple Airlines
Deal found 17/12C$ 761
Mon 23/121:55 p.m.ORD - YYC
1 stop10h 21mDelta
Wed 1/16:30 a.m.YYC - ORD
2 stops13h 47mDelta
Deal found 17/12C$ 904
Tue 17/128:45 a.m.ORD - YYC
Nonstop3h 54mAir Canada
Tue 24/128:30 a.m.YYC - ORD
1 stop9h 08mAir Canada
Deal found 16/12C$ 921
Tue 17/124:06 p.m.MDW - YYC
1 stop8h 44mMultiple Airlines
Tue 24/123:15 p.m.YYC - MDW
1 stop8h 12mMultiple Airlines
Deal found 16/12C$ 933
Sat 21/128:35 p.m.ORD - YYC
1 stop16h 24mAmerican Airlines
Mon 23/126:29 a.m.YYC - ORD
1 stop16h 50mAmerican Airlines
Deal found 18/12C$ 954
Wed 25/127:30 a.m.ORD - YYC
1 stop11h 43mKLM
Sun 29/127:00 a.m.YYC - ORD
1 stop9h 09mKLM
Deal found 16/12C$ 974
Tue 17/128:45 a.m.ORD - YYC
Nonstop3h 54mUnited Airlines
Tue 24/1212:41 p.m.YYC - ORD
Nonstop3h 34mUnited Airlines
Deal found 16/12C$ 1,045
Wed 25/1211:48 a.m.MDW - YYC
2 stops20h 48mWestJet
Tue 31/1212:20 a.m.YYC - MDW
2 stops20h 46mWestJet
Deal found 17/12C$ 1,595
Thu 19/126:20 a.m.ORD - YYC
1 stop8h 50mWestJet
Sun 5/112:20 a.m.YYC - ORD
2 stops14h 53mWestJet
Deal found 17/12C$ 1,667
Thu 19/1211:25 a.m.MDW - YYC
1 stop13h 08mPorter Airlines
Sun 5/112:30 a.m.YYC - MDW
1 stop9h 40mPorter Airlines
Deal found 17/12C$ 2,105
Sun 22/125:50 p.m.ORD - YYC
1 stop25h 24mAlaska Airlines
Fri 27/127:04 p.m.YYC - ORD
2 stops22h 55mAlaska Airlines
Deal found 18/12C$ 4,135

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 18 December 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 20/1

3:35 p.m.-11:02 p.m.

1 stop8h 27m

Calgary

Wed 29/1

8:30 a.m.-6:38 p.m.

1 stop9h 08m

C$ 254

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 6/3

5:00 a.m.-6:16 p.m.

1 stop14h 16m

Calgary

Mon 10/3

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

1 stop13h 13m

C$ 267

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 1/2

12:45 p.m.-9:41 p.m.

1 stop9h 56m

Calgary

Fri 7/2

12:50 a.m.-2:45 p.m.

2 stops12h 55m

C$ 279

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sat 1/2

11:19 a.m.-8:53 p.m.

1 stop10h 34m

Calgary

Sat 8/2

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

1 stop10h 08m

C$ 347

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sat 1/2

11:19 a.m.-8:53 p.m.

1 stop10h 34m

Calgary

Sat 8/2

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

1 stop10h 08m

C$ 356

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 18/1

11:50 a.m.-8:53 p.m.

1 stop10h 03m

Calgary

Fri 24/1

8:00 a.m.-6:23 p.m.

1 stop9h 23m

C$ 356

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 4/6

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

Nonstop3h 49m

Calgary

Sun 8/6

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

Nonstop3h 29m

C$ 386

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Thu 16/1

7:21 p.m.-11:44 a.m.

1 stop17h 23m

Calgary

Thu 23/1

9:45 p.m.-5:53 p.m.

2 stops19h 08m

C$ 404

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 1/4

10:39 a.m.-9:45 p.m.

1 stop12h 06m

Calgary

Tue 8/4

1:20 p.m.-5:45 p.m.

Nonstop3h 25m

C$ 514

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Mon 20/1

1:26 p.m.-9:06 a.m.

2 stops20h 40m

Calgary

Wed 29/1

2:30 p.m.-12:46 p.m.

3 stops21h 16m

C$ 737

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/12

Showing 1-10 of 24 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.

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 13 December 2024.

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, October is the cheapest month in which you can book a flight from Chicago to Calgary (average of C$ 150). 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 18 December 2024.

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 18 December 2024.
Read through reviews of airlines operating flights from Chicago to Calgary, such as American Airlines, WestJet 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
9,554 reviews
Check prices

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Alaska Airlines
8.0
Very good
9,554 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Delta
8.0
Very good
8,604 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Porter Airlines
7.9
Good
283 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

KLM
7.8
Good
1,349 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Aeromexico
7.5
Good
1,930 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

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 Air Canada. Our recent data shows that you can find tickets from as low as C$ 254 on this airline. Additional options worth looking into are United Airlines and KLM, starting at C$ 267 and C$ 347 round-trip. Air Canada is currently priced 50% below the average price you’ll pay for this route.

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

    C$ 76 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$ 84 and C$ 97, respectively.

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

    Consider American Airlines (100%), Qatar Airways (100%) or Envoy Air (100%) 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$ 275, our data shows the cheapest flight currently is C$ 87. When looking at the most popular route, (Chicago O'Hare Intl - Calgary), you can expect to pay C$ 221 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, October is the cheapest month in which you can book a flight from Chicago to Calgary (average of C$ 150). 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

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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 18 December 2024.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 142AverageC$ 473FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 181AverageC$ 757FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 201AverageC$ 619FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Chicago to Calgary?

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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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