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Cheap flights from Chicago to Calgary from C$ 104

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 17/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYC
25 févr. — 4 mars1
1 adult

The best prices from Chicago to Calgary are usually found in March or September, booked 36 days in advance, depart on a Monday or Wednesday 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 20 février 2025.

Round-trip from

C$ 230

One-way from

C$ 104

Popular in

December

Cheapest in

March

Average price

C$ 449

Good round-trip deal

C$ 125 or less

Good one-way deal

C$ 180 or less
WestJet
  • WestJet
  • 10/4-14/4
  • Nonstop
  • 7h 17m total
  • Chicago to Calgary
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WestJet
  • WestJet
  • 17/5
  • Nonstop
  • 3h 49m total
  • Chicago to Calgary
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Highest demand for flights based on searches. 18% potential increase in price (C$ 157 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 49 potential savings vs. average RT price).
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Average for round-trip flights in February 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 20 février 2025.

mar. 23/95:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
sam. 27/912:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 18/2C$ 217
jeu. 10/44:45 p.m.ORD - YYC
Nonstop3h 51mMultiple Airlines
lun. 14/48:30 a.m.YYC - ORD
1 stop9h 24mMultiple Airlines
Deal found 18/2C$ 260
mer. 5/38:53 a.m.ORD - YYC
Nonstop3h 46mAir Canada
mer. 12/312:41 p.m.YYC - ORD
Nonstop3h 29mAir Canada
Deal found 19/2C$ 277
sam. 12/41:05 p.m.ORD - YYC
1 stop9h 43mUnited Airlines
lun. 14/412:43 p.m.YYC - ORD
Nonstop3h 27mUnited Airlines
Deal found 18/2C$ 291
mar. 1/41:16 p.m.MDW - YYC
1 stop8h 26mDelta
mar. 8/46:30 a.m.YYC - MDW
1 stop6h 47mDelta
Deal found 19/2C$ 355
lun. 24/31:45 p.m.ORD - YYC
1 stop10h 31mDelta
sam. 29/36:30 a.m.YYC - ORD
1 stop9h 58mDelta
Deal found 19/2C$ 355
dim. 6/48:50 p.m.MDW - YYC
1 stop27h 05mMultiple Airlines
dim. 13/49:45 p.m.YYC - MDW
2 stops25h 05mMultiple Airlines
Deal found 20/2C$ 401
jeu. 1/59:50 a.m.ORD - YYC
Nonstop3h 45mAmerican Airlines
mer. 7/51:18 p.m.YYC - ORD
Nonstop3h 30mAmerican Airlines
Deal found 19/2C$ 445
ven. 11/411:15 a.m.MDW - YYC
2 stops10h 58mPorter Airlines
dim. 13/44:20 p.m.YYC - MDW
1 stop17h 00mPorter Airlines
Deal found 18/2C$ 760
sam. 5/47:13 p.m.MDW - YYC
1 stop26h 29mWestJet
sam. 12/46:30 a.m.YYC - MDW
1 stop11h 03mWestJet
Deal found 19/2C$ 865

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 20 février 2025.

Fly from

Chicago

Fly to

Calgary

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

jeu. 10/4

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

Nonstop3h 51m

Calgary

lun. 14/4

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

Nonstop3h 26m

C$ 230

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

mer. 5/3

8:53 a.m.-11:39 a.m.

Nonstop3h 46m

Calgary

mer. 12/3

12:41 p.m.-5:10 p.m.

Nonstop3h 29m

C$ 277

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

dim. 6/4

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

Nonstop3h 51m

Calgary

dim. 13/4

8:30 a.m.-6:54 p.m.

1 stop9h 24m

C$ 283

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

dim. 6/4

7:10 a.m.-9:48 p.m.

1 stop15h 38m

Calgary

dim. 13/4

1:30 p.m.-12:35 a.m.

1 stop10h 05m

C$ 312

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

sam. 3/5

4:00 p.m.-8:47 p.m.

1 stop5h 47m

Calgary

jeu. 8/5

7:15 a.m.-6:01 p.m.

1 stop9h 46m

C$ 355

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

mar. 1/4

1:16 p.m.-8:42 p.m.

1 stop8h 26m

Calgary

mar. 8/4

6:30 a.m.-2:17 p.m.

1 stop6h 47m

C$ 368

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

dim. 6/4

8:50 p.m.-10:55 p.m.

1 stop27h 05m

Calgary

dim. 13/4

9:45 p.m.-11:50 p.m.

2 stops25h 05m

C$ 401

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

jeu. 1/5

9:50 a.m.-12:35 p.m.

Nonstop3h 45m

Calgary

mar. 6/5

1:18 p.m.-5:48 p.m.

Nonstop3h 30m

C$ 445

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

ven. 21/3

5:35 p.m.-9:37 p.m.

2 stops29h 02m

Calgary

ven. 28/3

7:40 a.m.-12:00 p.m.

2 stops27h 20m

C$ 643

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

sam. 31/5

1:05 p.m.-8:05 p.m.

1 stop8h 00m

Calgary

sam. 7/6

6:35 a.m.-6:04 p.m.

1 stop10h 29m

C$ 898

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/2

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.

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 14 February 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$ 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 20 février 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 45% 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 20 février 2025.

The most flights from CHI to YYC are scheduled on a Thursday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 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 20 février 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
9,692 reviews
Check prices

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

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
9,692 reviews
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

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
8,220 reviews
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

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
9,692 reviews
Check prices

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

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
8,766 reviews
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

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
9,692 reviews
Check prices

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

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 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$ 230 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at C$ 277 and C$ 312 round-trip. WestJet is currently priced 51% below the average price you’ll pay for this route.

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

    C$ 104 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$ 107 and C$ 109, respectively.

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

    Consider United Airlines (90%), Air Canada (80%) or American Airlines (33%) 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$ 312, our data shows the cheapest flight currently is C$ 95. When looking at the most popular route, (Chicago O'Hare Intl - Calgary), you can expect to pay C$ 217 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?

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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 20 février 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 131AverageC$ 753FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 148AverageC$ 303FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 200AverageC$ 615FlexibilityNo 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?

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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