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Cheap flights from Calgary to Chesapeake from C$ 376

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 22/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — RIC
9 Mar — 16 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Calgary to Chesapeake

Enter your travel dates to find the best prices.

Cheapest flights from Calgary to Chesapeake
Explore the most affordable flight options available from Calgary to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 7 February 2026.

Thu 15/109:15 a.m.
YYC
-
ORF
1 stop12h 11m
WestJet
Wed 4/115:30 a.m.
ORF
-
YYC
1 stop8h 14m
WestJet
Deal found 4/2C$ 622
Mon 23/26:30 a.m.
YYC
-
ORF
2 stops13h 51m
Delta
Thu 26/26:00 a.m.
ORF
-
YYC
2 stops16h 54m
Delta
Deal found 3/2C$ 662
Fri 3/48:15 p.m.
YYC
-
ORF
2 stops21h 14m
WestJet
Sun 12/48:33 a.m.
ORF
-
YYC
2 stops10h 53m
WestJet
Deal found 6/2C$ 699
Mon 23/29:50 a.m.
YYC
-
ORF
1 stop11h 10m
WestJet
Thu 26/26:00 a.m.
ORF
-
YYC
2 stops15h 28m
WestJet
Deal found 4/2C$ 752
Sun 22/36:30 a.m.
YYC
-
ORF
2 stops15h 54m
WestJet
Sun 29/35:45 a.m.
ORF
-
YYC
2 stops15h 43m
WestJet
Deal found 5/2C$ 753
Sun 22/37:00 a.m.
YYC
-
ORF
2 stops34h 46m
Multiple Airlines
Sun 29/311:19 a.m.
ORF
-
YYC
1 stop9h 50m
Multiple Airlines
Deal found 5/2C$ 764

Find flight deals from Calgary to Chesapeake

Keep the following information in mind while searching for Calgary to Chesapeake flight deals. Data was last updated 7 February 2026.

Round-trip from

C$ 662

One-way from

C$ 376

Popular in

December

Cheapest in

August

Average price

C$ 634
Delta
  • Delta
  • 23/2-26/2
  • 4 total stops
  • 30h 45m total
  • Calgary to Chesapeake
Search Deals
22/3
  • 22/3
  • 2 total stops
  • 34h 46m total
  • Calgary to Chesapeake
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 92 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 49 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 Calgary to Chesapeake 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 7 February 2026.
Use the filters below to find and compare flights from Calgary to Chesapeake that are best for you.

Fly from

Calgary

Fly to

Chesapeake

Route

Depart

Return

Price

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Mon 23/2

6:30 a.m.-10:21 p.m.

2 stops13h 51m

Norfolk

Thu 26/2

6:00 a.m.-8:54 p.m.

2 stops16h 54m

C$ 662

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Fri 3/4

8:15 p.m.-7:29 p.m.

2 stops21h 14m

Norfolk

Sun 12/4

8:33 a.m.-5:26 p.m.

2 stops10h 53m

C$ 699

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Mon 23/2

9:50 a.m.-11:00 p.m.

1 stop11h 10m

Norfolk

Thu 26/2

6:00 a.m.-7:28 p.m.

2 stops15h 28m

C$ 752

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Sun 22/3

6:30 a.m.-12:24 a.m.

2 stops15h 54m

Norfolk

Sun 29/3

5:45 a.m.-7:28 p.m.

2 stops15h 43m

C$ 753

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Sun 22/3

7:00 a.m.-7:46 p.m.

2 stops34h 46m

Norfolk

Sun 29/3

11:19 a.m.-7:09 p.m.

1 stop9h 50m

C$ 764

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Sun 22/3

7:00 a.m.-7:46 p.m.

2 stops34h 46m

C$ 376

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Sat 21/3

1:40 p.m.-11:38 a.m.

3 stops43h 58m

C$ 394

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Sat 21/3

6:30 a.m.-12:23 a.m.

2 stops15h 53m

C$ 446

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/2

Best time to book a flight from Calgary to Chesapeake

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

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

Currently, February is the cheapest month in which you can book a flight from Calgary to Chesapeake (average of C$ 420). Flying from Calgary to Chesapeake in April is currently the most expensive (average of C$ 692). 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 Chesapeake

Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated 7 February 2026.
Get a feel of what it's like to fly with WestJet from Calgary to Chesapeake by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,255 reviews
Check prices

Boarding

7.4

Crew

7.9

Comfort

7.0

Overall

7.2

Food

6.2

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
WestJet
7.2
Good
3,255 reviews
WestJet
7.2
Good
3,255 reviews
Check prices

Boarding

7.4

Crew

7.9

Comfort

7.0

Overall

7.2

Food

6.2

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying

Related info for your journey

Find useful and relevant information for your journey from Calgary to Chesapeake. 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 from for flights from Calgary to Chesapeake?

    For a flight from Calgary to Chesapeake, you will be flying from Calgary. Calgary (YYC) is just 9.3 km from the centre of the city. Calgary is the only Calgary airport and it handles 0 outbound flights to Chesapeake per day. 1 airline has flights to Chesapeake from Calgary on a regular basis.

  • How long is the flight from Calgary to Chesapeake?

    Airlines like Delta and WestJet fly from Calgary to Chesapeake in about 13h 51m. The time it takes to get you to your destination can typically vary by up to 7h 23m. The distance between Calgary and Chesapeake is about 3360 km. This flight may include one or multiple stops.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Calgary to Chesapeake (average of C$ 420). Flying from Calgary to Chesapeake in April is currently the most expensive (average of C$ 692). 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

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Calgary to Chesapeake

Discover the top airline that operate flights from Calgary to Chesapeake. 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 7 February 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 493AverageC$ 642FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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

Deals for Calgary to Chesapeake flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Calgary to Chesapeake?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Calgary to Chesapeake.

Can Cheapflights find flights from Calgary to Chesapeake with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Calgary to Chesapeake, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Calgary to Chesapeake become cheaper?

Yes, Cheapflights offers price alerts on Calgary to Chesapeake flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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