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Cheap flights from Chicago to Calgary from C$ 107

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 23/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYC
20 Apr — 27 Apr1
1 adult

Cheapflights Tip: The best prices from Chicago to Calgary are usually found in May or September, 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 15 April 2025.

Round-trip from

C$ 193

One-way from

C$ 107

Popular in

December

Cheapest in

May

Average price

C$ 387

Good round-trip deal

C$ 234 or less

Good one-way deal

C$ 105 or less
Air Canada
  • Air Canada
  • 13/5-24/5
  • 1 total stop
  • 11h 30m total
  • Chicago to Calgary
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Air Canada
  • Air Canada
  • 23/5
  • 1 total stop
  • 12h 27m total
  • Chicago to Calgary
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Highest demand for flights based on searches. 23% potential increase in price (C$ 184 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease (C$ 50 potential savings vs. average RT price).
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Average for round-trip flights in April 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 15 April 2025.

Tue 13/55:30 p.m.ORD - YYC
Nonstop3h 49mMultiple Airlines
Sat 24/58:10 a.m.YYC - ORD
1 stop7h 41mMultiple Airlines
Deal found 15/4C$ 193
Sun 25/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Mon 26/512:15 p.m.YYC - ORD
Nonstop3h 29mWestJet
Deal found 14/4C$ 195
Tue 13/53:50 p.m.ORD - YYC
1 stop8h 53mAir Canada
Sat 24/58:10 a.m.YYC - ORD
1 stop7h 41mAir Canada
Deal found 15/4C$ 216
Thu 5/68:01 p.m.ORD - YYC
Nonstop3h 52mUnited Airlines
Wed 11/612:38 p.m.YYC - ORD
Nonstop3h 32mUnited Airlines
Deal found 14/4C$ 236
Sat 9/88:25 p.m.ORD - YYC
Nonstop4h 04mAmerican Airlines
Wed 13/86:29 a.m.YYC - ORD
Nonstop3h 25mAmerican Airlines
Deal found 15/4C$ 252
Sat 3/51:16 p.m.MDW - YYC
1 stop8h 31mDelta
Tue 6/56:45 a.m.YYC - MDW
1 stop9h 34mDelta
Deal found 14/4C$ 348
Thu 1/51:55 p.m.ORD - YYC
1 stop10h 10mDelta
Thu 8/56:30 a.m.YYC - ORD
1 stop6h 58mDelta
Deal found 13/4C$ 348
Sat 14/66:20 a.m.MDW - YYC
1 stop16h 55mMultiple Airlines
Tue 17/612:30 a.m.YYC - MDW
1 stop9h 11mMultiple Airlines
Deal found 14/4C$ 420
Fri 11/79:40 a.m.MDW - YYC
2 stops12h 35mPorter Airlines
Wed 16/711:55 p.m.YYC - MDW
2 stops15h 29mPorter Airlines
Deal found 14/4C$ 762

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 15 April 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

Tue 13/5

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

Nonstop3h 49m

Calgary

Sat 24/5

8:10 a.m.-4:51 p.m.

1 stop7h 41m

C$ 193

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 3/5

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

Nonstop3h 49m

Calgary

Fri 9/5

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

Nonstop3h 29m

C$ 196

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 13/5

3:50 p.m.-11:43 p.m.

1 stop8h 53m

Calgary

Sat 24/5

8:10 a.m.-4:51 p.m.

1 stop7h 41m

C$ 216

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 17/5

5:05 a.m.-1:53 p.m.

1 stop9h 48m

Calgary

Fri 23/5

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

Nonstop3h 33m

C$ 249

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 9/8

8:25 p.m.-11:29 p.m.

Nonstop4h 04m

Calgary

Wed 13/8

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

Nonstop3h 25m

C$ 252

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Tue 6/5

1:16 p.m.-8:47 p.m.

1 stop8h 31m

Calgary

Thu 8/5

6:30 a.m.-5:45 p.m.

1 stop10h 15m

C$ 348

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 1/5

1:55 p.m.-11:05 p.m.

1 stop10h 10m

Calgary

Tue 6/5

6:45 a.m.-5:04 p.m.

1 stop9h 19m

C$ 348

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sat 14/6

6:20 a.m.-10:15 p.m.

1 stop16h 55m

Calgary

Tue 17/6

12:30 a.m.-10:41 a.m.

1 stop9h 11m

C$ 420

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Fri 11/7

9:40 a.m.-9:15 p.m.

2 stops12h 35m

Calgary

Wed 16/7

11:55 p.m.-4:24 p.m.

2 stops15h 29m

C$ 762

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 23/5

7:58 p.m.-7:25 a.m.

1 stop12h 27m

C$ 107

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/4

Showing 1-10 of 20 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.

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 11 April 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$ 139). 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 15 April 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.

Weekly flight availability from Chicago to Calgary

Explore weekly flight availability from Chicago to Calgary. 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 April 2025.

The most flights from CHI to YYC are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

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 15 April 2025.
Read through reviews of airlines operating flights from Chicago to Calgary, such as Alaska Airlines, Porter Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,871 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,871 reviews
Alaska Airlines
8.0
Very good
9,871 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Porter Airlines
8.0
Very good
281 reviews
Alaska Airlines
8.0
Very good
9,871 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,918 reviews
Alaska Airlines
8.0
Very good
9,871 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,658 reviews
Alaska Airlines
8.0
Very good
9,871 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,871 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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 5 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$ 196 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at C$ 216 and C$ 249 round-trip. WestJet is currently priced 55% below the average price you’ll pay for this route.

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

    C$ 107 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on WestJet and Delta, with prices starting from C$ 111 and C$ 139, respectively.

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

    Consider American Airlines (84%), Envoy Air (84%) or Air Canada (77%) 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$ 240, our data shows the cheapest flight currently is C$ 100. When looking at the most popular route, (Chicago O'Hare Intl - Calgary), you can expect to pay C$ 220 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$ 139). 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 15 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 128AverageC$ 659FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 145AverageC$ 297FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 196AverageC$ 602FlexibilityNo 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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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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