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$181+ Cheap flights from Chesapeake, VA to Calgary (YYC)

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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — YYC
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
1 adult, Economy
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Cheap flight deals from Chesapeake to Calgary

Cheapest flights from Chesapeake to Calgary
Explore the most affordable flight options available from Chesapeake to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 5, 2026.

This Mytrip deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/238:24 pm
ORF
-
YYC
2 stops24h 45m
Multiple Airlines
Mon 4/276:50 pm
YYC
-
ORF
3 stops26h 09m
Multiple Airlines
Deal found 2/2$391
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1411:19 am
ORF
-
YYC
1 stop25h 41m
Multiple Airlines
Sat 5/1612:30 am
YYC
-
ORF
1 stop7h 54m
Multiple Airlines
Deal found 2/1$433
This Mytrip deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:31 pm
ORF
-
YYC
3 stops30h 34m
Multiple Airlines
Tue 3/171:40 pm
YYC
-
ORF
2 stops28h 06m
Multiple Airlines
Deal found 2/4$451

Find flight deals from Chesapeake to Calgary

Keep the following information in mind while searching for Chesapeake to Calgary flight deals. Data was last updated February 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$391
(Mytrip)

One-way from

$181
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$677
Provider with most accurate pricing for Norfolk-Calgary flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Calgary flights.
Search Deals
From Chesapeake to Calgary
Search Deals
One-way flight from Chesapeake to Calgary
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake 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 2,558,603 searches. Data last updated February 5, 2026.
Use the filters below to find and compare flights from Chesapeake to Calgary that are best for you.

Fly from

Chesapeake

Fly to

Calgary

Route

Depart

Return

Price

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Thu 4/23

8:24 pm-7:09 pm

2 stops24h 45m

Calgary

Mon 4/27

6:50 pm-10:59 pm

3 stops26h 09m

$391

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Thu 5/14

11:19 am-11:00 am

1 stop25h 41m

Calgary

Sat 5/16

12:30 am-10:24 am

1 stop7h 54m

$433

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Tue 3/10

7:31 pm-12:05 am

3 stops30h 34m

Calgary

Tue 3/17

5:15 pm-7:46 pm

2 stops24h 31m

$451

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Wed 3/4

7:31 pm-5:15 pm

2 stops47h 44m

$181

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Mon 3/2

7:31 pm-3:32 pm

2 stops22h 01m

$184

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Tue 3/3

1:02 pm-11:57 am

3 stops24h 55m

$209

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Mon 3/9

11:50 am-4:48 pm

2 stops30h 58m

$217

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Mon 3/9

7:02 pm-11:44 am

1 stop18h 42m

$232

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Tue 3/3

3:23 pm-9:56 pm

1 stop8h 33m

$233

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Mon 3/2

3:23 pm-11:44 am

1 stop22h 21m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 11 results
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Best time to book a flight from Chesapeake to Calgary

Have a flexible travel schedule? Discover the best time to fly to Calgary from Chesapeake 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 Chesapeake to Calgary

What is the cheapest month to book a flight from Chesapeake to Calgary?

Currently, May is the cheapest month in which you can book a flight from Chesapeake to Calgary (average of $250). Flying from Chesapeake to Calgary in November is currently the most expensive (average of $590). 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.

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 February 5, 2026.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Chesapeake to Calgary have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,146 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,146 reviews
Delta
7.9
Good
8,146 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,236 reviews
Delta
7.9
Good
8,146 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,223 reviews
Delta
7.9
Good
8,146 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
WestJet
7.2
Good
3,255 reviews
Delta
7.9
Good
8,146 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Chesapeake 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 Chesapeake?

    If you book a flight to Calgary from Chesapeake, you will be flying to Calgary, which is the city’s only airport. Calgary (YYC) is located 5.8 mi from the center of Calgary. There are 0 flights from Chesapeake to Calgary per day from 4 different airlines.

  • Can I find deals for flights from Chesapeake to Calgary that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Calgary flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Calgary?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Calgary.

  • Can I find deals for business class flights from Chesapeake to Calgary?

    Yes. Cheapflights offers flight deals from Chesapeake 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 Chesapeake to Calgary?

    Currently, May is the cheapest month in which you can book a flight from Chesapeake to Calgary (average of $250). Flying from Chesapeake to Calgary in November is currently the most expensive (average of $590). 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

Traveling to a place near Calgary?

Book flights to Calgary if you plan to visit one of these locations
Canmore
Airdrie

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Top 4 airlines flying from Chesapeake to Calgary

Discover the top 4 airlines that operate flights from Chesapeake 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 2,558,603 searches. Data last updated February 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$330Average$698FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$389Average$654FlexibilityNo cancel feeOn-time71%
WestJetCheapest$433Average$589FlexibilityNo cancel feeOn-time60%
DeltaCheapest$445Average$632FlexibilityNo cancel feeOn-timeN/A

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