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Cheap flights from Calgary to Chesapeake from C$ 232

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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — RIC
10 Jun — 17 Jun1
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 11 May 2026.

Wed 22/712:30 a.m.
YYC
-
ORF
1 stop8h 51m
Multiple Airlines
Tue 28/712:21 p.m.
ORF
-
YYC
1 stop11h 29m
Multiple Airlines
Deal found 10/5C$ 451
Tue 2/612:30 a.m.
YYC
-
ORF
1 stop8h 41m
Multiple Airlines
Mon 8/612:06 p.m.
ORF
-
YYC
2 stops32h 04m
Multiple Airlines
Deal found 10/5C$ 537
Wed 2/96:00 a.m.
YYC
-
ORF
1 stop15h 34m
United Airlines
Sat 5/95:05 p.m.
ORF
-
YYC
1 stop7h 31m
United Airlines
Deal found 6/5C$ 596
Thu 28/56:50 p.m.
YYC
-
ORF
2 stops14h 21m
Multiple Airlines
Tue 2/612:06 p.m.
ORF
-
YYC
1 stop24h 54m
Multiple Airlines
Deal found 5/5C$ 603
Mon 22/66:30 p.m.
YYC
-
ORF
2 stops15h 04m
WestJet
Mon 29/65:15 a.m.
ORF
-
YYC
2 stops13h 00m
WestJet
Deal found 8/5C$ 606
Wed 27/59:45 a.m.
YYC
-
ORF
1 stop11h 30m
WestJet
Tue 2/612:00 p.m.
ORF
-
YYC
1 stop11h 05m
WestJet
Deal found 5/5C$ 609

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 11 May 2026.

Round-trip from

C$ 451

One-way from

C$ 232

Popular in

February

Cheapest in

May

Average price

C$ 591
22/7-28/7
  • 22/7-28/7
  • 2 total stops
  • 20h 20m total
  • Calgary to Chesapeake
Search Deals
4/6
  • 4/6
  • 1 total stop
  • 26h 11m total
  • Calgary to Chesapeake
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 209 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease (C$ 94 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 11 May 2026.
Use the filters below to find and compare flights from Calgary to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Tue 2/6

12:30 a.m.-11:11 a.m.

1 stop8h 41m

Norfolk

Mon 8/6

12:06 p.m.-6:10 p.m.

2 stops32h 04m

C$ 537

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Wed 2/9

6:00 a.m.-11:34 p.m.

1 stop15h 34m

Norfolk

Sat 5/9

5:05 p.m.-10:36 p.m.

1 stop7h 31m

C$ 596

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Thu 23/7

10:00 a.m.-11:32 p.m.

2 stops11h 32m

Norfolk

Tue 28/7

6:05 a.m.-4:15 p.m.

2 stops12h 10m

C$ 606

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Thu 28/5

3:22 p.m.-10:31 a.m.

3 stops17h 09m

Norfolk

Tue 2/6

5:50 a.m.-9:48 p.m.

2 stops17h 58m

C$ 658
Quickest round-trip

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Wed 2/9

11:15 a.m.-10:53 p.m.

2 stops9h 38m

Norfolk

Sat 5/9

5:05 p.m.-10:36 p.m.

1 stop7h 31m

C$ 670

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Wed 2/9

11:40 a.m.-9:32 p.m.

1 stop7h 52m

Norfolk

Sat 5/9

7:30 a.m.-7:40 p.m.

2 stops14h 10m

C$ 680

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Tue 1/9

12:30 a.m.-9:32 p.m.

1 stop19h 02m

Norfolk

Sat 5/9

5:30 a.m.-5:10 p.m.

1 stop13h 40m

C$ 680

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Thu 28/5

12:25 p.m.-11:52 p.m.

2 stops9h 27m

Norfolk

Mon 1/6

12:00 p.m.-9:05 p.m.

1 stop11h 05m

C$ 688

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Thu 28/5

11:00 a.m.-11:15 p.m.

1 stop10h 15m

Norfolk

Mon 1/6

4:58 p.m.-8:05 p.m.

1 stop29h 07m

C$ 712
Cheapest one-way

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Thu 4/6

7:00 a.m.-11:11 a.m.

1 stop26h 11m

C$ 232

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/5

Showing 1-10 of 16 resultsSorted by cheapest first
1
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

How much does it cost to fly round-trip from Calgary to Chesapeake?

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 11 May 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
3,332 reviews
Check prices

Food

6.2

Entertainment

6.1

Crew

7.9

Overall

7.2

Boarding

7.4

Comfort

7.0

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
3,332 reviews
WestJet
7.2
Good
3,332 reviews
Check prices

Food

6.2

Entertainment

6.1

Crew

7.9

Overall

7.2

Boarding

7.4

Comfort

7.0

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. 2 airlines have flights to Chesapeake from Calgary on a regular basis.

  • How long is the flight from Calgary to Chesapeake?

    Airlines like United Airlines, WestJet, and Air Canada fly from Calgary to Chesapeake in about 9h 38m. The time it takes to get you to your destination can typically vary by up to 5h 56m. 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Calgary to Chesapeake

Discover the top 2 airlines 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 11 May 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 374AverageC$ 853FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 526AverageC$ 683FlexibilityNo 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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