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Cheap flights from Chicago to Calgary from C$ 103

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 14/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYC
9 Nov — 16 Nov1
1 adult

The best prices from Chicago to Calgary are usually found in September or April, booked 36 days in advance, depart on a Wednesday or Tuesday and return on a Friday

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 503,521 searches. Data last updated 4 November 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 4/2

8:45 a.m.-11:39 a.m.

Nonstop3h 54m

C$ 112

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 3/2

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

1 stop9h 56m

C$ 126

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 5/12

6:36 p.m.-10:55 p.m.

1 stop29h 19m

C$ 137

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 4/12

12:25 p.m.-8:35 p.m.

1 stop9h 10m

C$ 138

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sat 30/11

12:55 p.m.-9:36 p.m.

2 stops9h 41m

C$ 300

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sun 1/12

6:00 a.m.-9:51 p.m.

1 stop16h 51m

C$ 335

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Wed 20/11

9:31 a.m.-8:35 p.m.

2 stops12h 04m

C$ 179

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Thu 5/12

6:15 p.m.-7:46 p.m.

2 stops26h 31m

C$ 202

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sun 1/12

5:30 p.m.-7:46 p.m.

2 stops27h 16m

C$ 439

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Mon 18/11

7:17 p.m.-4:16 p.m.

2 stops21h 59m

C$ 530

Flights are sorted by cheapest first

Deals found on 3/11

Showing 1-10 of 23 results
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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 4 November 2024.

Round-trip from

C$ 247

One-way from

C$ 103

Popular in

December

Cheapest in

September
WestJet
  • WestJet
  • 17/3-24/3
  • Nonstop
  • 7h 17m total
  • Chicago to Calgary
Search Deals
WestJet
  • WestJet
  • 14/4
  • Nonstop
  • 3h 51m total
  • Chicago to Calgary
Search Deals
High demand for flights, 36% potential price rise
Search Deals
Best time to find cheap flights, 18% potential price drop
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 4 November 2024.

Thu 28/114:05 p.m.ORD - YYC
1 stop6h 36mLufthansa
Fri 6/1212:41 p.m.YYC - ORD
Nonstop3h 28mLufthansa
Deal found 4/11C$ 321
Tue 19/117:19 a.m.ORD - YYC
1 stop9h 49mAir Canada
Wed 20/118:30 a.m.YYC - ORD
1 stop9h 06mAir Canada
Deal found 3/11C$ 340
Wed 4/1212:25 p.m.ORD - YYC
1 stop9h 10mDelta
Sun 8/127:00 a.m.YYC - ORD
1 stop8h 58mDelta
Deal found 4/11C$ 349
Wed 4/129:31 a.m.MDW - YYC
2 stops12h 04mDelta
Tue 10/127:00 a.m.YYC - MDW
1 stop5h 31mDelta
Deal found 3/11C$ 361
Thu 5/126:36 p.m.ORD - YYC
1 stop29h 19mMultiple Airlines
Mon 9/124:35 p.m.YYC - ORD
1 stop11h 55mMultiple Airlines
Deal found 3/11C$ 363
Tue 19/117:00 a.m.ORD - YYC
1 stop28h 43mAlaska Airlines
Mon 25/117:10 p.m.YYC - ORD
1 stop8h 20mAlaska Airlines
Deal found 3/11C$ 411
Sat 14/127:15 a.m.MDW - YYC
1 stop29h 29mMultiple Airlines
Sun 15/128:00 p.m.YYC - MDW
2 stops26h 26mMultiple Airlines
Deal found 2/11C$ 453
Sun 24/118:35 p.m.ORD - YYC
1 stop16h 10mAmerican Airlines
Fri 29/116:29 a.m.YYC - ORD
1 stop16h 20mAmerican Airlines
Deal found 3/11C$ 584
Tue 19/117:10 a.m.ORD - YYC
1 stop8h 11mUnited Airlines
Wed 20/112:09 p.m.YYC - ORD
1 stop8h 48mUnited Airlines
Deal found 4/11C$ 648
Sat 23/1112:55 p.m.MDW - YYC
2 stops9h 41mPorter Airlines
Sun 1/124:25 p.m.YYC - MDW
1 stop17h 45mPorter Airlines
Deal found 3/11C$ 809
Sat 14/129:38 a.m.MDW - YYC
1 stop11h 54mWestJet
Sat 14/1212:30 a.m.YYC - MDW
1 stop8h 20mWestJet
Deal found 2/11C$ 884

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 1 November 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.

Find deals

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$ 153). Flying from Chicago to Calgary in July is currently the most expensive (average of C$ 262). 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 4 November 2024.

Unlike in the morning, when flights are generally more expensive, you can save up to 41% on flights from Chicago to Calgary by exploring options for tickets in the evening.

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 4 November 2024.

The most flights from CHI to YYC are scheduled on a Monday (5 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 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 4 November 2024.
Read through reviews of airlines operating flights from Chicago to Calgary, such as Delta, Lufthansa and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,423 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

7.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Alaska Airlines
8.0
Very good
9,423 reviews
Alaska Airlines
8.0
Very good
9,423 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

7.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Delta
8.0
Very good
8,829 reviews
Alaska Airlines
8.0
Very good
9,423 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

7.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Porter Airlines
7.7
Good
293 reviews
Alaska Airlines
8.0
Very good
9,423 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

7.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

United Airlines
7.4
Good
9,226 reviews
Alaska Airlines
8.0
Very good
9,423 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

7.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

WestJet
7.3
Good
2,803 reviews
Alaska Airlines
8.0
Very good
9,423 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

7.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

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 2 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$ 247 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at C$ 287 and C$ 301 round-trip. WestJet is currently priced 49% below the average price you’ll pay for this route.

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

    C$ 103 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$ 112 and C$ 126, respectively.

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

    Consider Envoy Air (100%), Air Canada (91%) or United Airlines (91%) 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$ 208, our data shows the cheapest flight currently is C$ 131. When looking at the most popular route, (Chicago O'Hare Intl - Calgary), you can expect to pay C$ 264 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$ 153). Flying from Chicago to Calgary in July is currently the most expensive (average of C$ 262). 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 503,521 searches. Data last updated 4 November 2024.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 139AverageC$ 462FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 196AverageC$ 431FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 267AverageC$ 725FlexibilityNo cancel feeOn-time67%
Search Air Canada 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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