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Chesapeake

$183+ Cheap flights from White Plains (HPN) to Chesapeake, VA

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — RIC
abr. 5 — abr. 121
sáb. 4/5
sáb. 4/12
1 adult, Economy
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Cheap flight deals from White Plains to Chesapeake

Keep the following information in mind while searching for White Plains to Chesapeake flight deals. Data was last updated marzo 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$183
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$357
Provider with most accurate pricing for New York (NYC)-Norfolk flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Norfolk flights.
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From White Plains Westchester County to Chesapeake
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Highest demand for flights based on searches. 17% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from White Plains to Chesapeake

Cheapest flights from White Plains to Chesapeake
Explore the most affordable flight options available from White Plains to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on marzo 31, 2025.

This American Airlines deal was found by Cheapflights users on 3/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/135:25 pmHPN - ORF
1 stop5h 45mAmerican Airlines
mar. 9/165:15 amORF - HPN
1 stop4h 07mAmerican Airlines
Deal found 3/31$183
This Mytrip deal was found by Cheapflights users on 3/30. 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.
sáb. 4/199:20 amHPN - ORF
2 stops9h 10mMultiple Airlines
lun. 4/286:13 pmORF - HPN
2 stops26h 17mMultiple Airlines
Deal found 3/30$617
This Delta deal was found by Cheapflights users on 3/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/1812:32 pmHPN - ORF
1 stop10h 33mDelta
mar. 4/227:10 amORF - HPN
1 stop9h 25mDelta
Deal found 3/29$665
This KAYAK deal was found by Cheapflights users on 3/31. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 4/198:00 amHPN - ORF
2 stops27h 39mBreeze Airways
lun. 4/2812:50 pmORF - HPN
2 stops23h 40mBreeze Airways
Deal found 3/31$1,147

Cheapflights Fare Finder

Customize your flight search to find flights from White Plains 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 2,558,603 searches. Data last updated marzo 31, 2025.
Use the filters below to find and compare flights from White Plains to Chesapeake that are best for you.

Fly from

White Plains

Fly to

Chesapeake

Route

Depart

Return

Price

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

sáb. 9/13

5:25 pm-11:10 pm

1 stop5h 45m

Norfolk

mar. 9/16

5:15 am-9:22 am

1 stop4h 07m

$183

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

sáb. 4/19

9:20 am-6:30 pm

2 stops9h 10m

Norfolk

lun. 4/28

6:13 pm-8:30 pm

2 stops26h 17m

$617

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

vie. 4/18

12:32 pm-11:05 pm

1 stop10h 33m

Norfolk

mar. 4/22

7:10 am-4:35 pm

1 stop9h 25m

$665

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

sáb. 4/19

8:00 am-11:39 am

2 stops27h 39m

Norfolk

lun. 4/28

12:50 pm-12:30 pm

2 stops23h 40m

$1,147

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

jue. 7/31

6:30 am-9:13 am

1 stop2h 43m

$207

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

jue. 6/19

12:05 pm-5:05 pm

1 stop5h 00m

$305

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

mié. 4/16

9:20 am-6:30 pm

2 stops33h 10m

$394

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Best time to book a flight from White Plains to Chesapeake

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

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

Currently, January is the cheapest month in which you can book a flight from White Plains to Chesapeake (average of $281). Flying from White Plains to Chesapeake in June is currently the most expensive (average of $372). 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 HPN to C6E?

Find hourly flight availability from White Plains to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated marzo 31, 2025.

When flying from White Plains to Chesapeake, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.

Temperature in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chesapeake, 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 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

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 marzo 31, 2025.
Breeze Airways
8.1
Very good
157 reviews

Food

6.7

Overall

8.1

Crew

8.8

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
157 reviews
Breeze Airways
8.1
Very good
157 reviews

Food

6.7

Overall

8.1

Crew

8.8

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,899 reviews
Breeze Airways
8.1
Very good
157 reviews

Food

6.7

Overall

8.1

Crew

8.8

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
157 reviews

Food

6.7

Overall

8.1

Crew

8.8

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Find useful and relevant information for your journey from White Plains 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 White Plains to Chesapeake?

    White Plains Westchester County (HPN), located 3.7 mi from the city center, is the airport you fly out of when you book flights from White Plains to Chesapeake. 2 airlines have flights from Westchester County to Chesapeake on a regular basis. Booking flights from White Plains Westchester County to Chesapeake should not be difficult; the airport handles an average of 0 outbound flights to Chesapeake per day.

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

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

  • How can I find direct flights from White Plains to Chesapeake?

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

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

    Yes. Cheapflights offers flight deals from White Plains 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 White Plains to Chesapeake?

    Currently, January is the cheapest month in which you can book a flight from White Plains to Chesapeake (average of $281). Flying from White Plains to Chesapeake in June is currently the most expensive (average of $372). 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 White Plains to Chesapeake

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Top 2 airlines flying from White Plains to Chesapeake

Discover the top 2 airlines that operate flights from White Plains 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 2,558,603 searches. Data last updated marzo 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$118Average$154FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$193Average$387FlexibilityNo cancel feeOn-time71%
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