HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chesapeake

$199+ 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 3/20. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — RIC
Feb 28 — Mar 71
Fri 2/28
Fri 3/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from White Plains to Chesapeake with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 February 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$199
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$228
Provider with most accurate pricing for New York (NYC)-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Norfolk flights.
Search Deals
From White Plains Westchester County to Chesapeake
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals

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 February 23, 2025.

This American Airlines deal was found by Cheapflights users on 2/23. 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.
Thu 3/205:03 pmHPN - ORF
1 stop6h 01mAmerican Airlines
Mon 3/246:32 amORF - HPN
1 stop4h 16mAmerican Airlines
Deal found 2/23$199
This Mytrip deal was found by Cheapflights users on 2/22. 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.
Fri 3/148:00 amHPN - ORF
2 stops35h 34mMultiple Airlines
Tue 3/1811:25 amORF - HPN
2 stops25h 20mMultiple Airlines
Deal found 2/22$313
This Priceline deal was found by Cheapflights users on 2/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1812:05 pmHPN - ORF
1 stop5h 00mBreeze Airways
Tue 5/203:53 pmORF - HPN
1 stop4h 37mBreeze Airways
Deal found 2/23$344

Find flights from White Plains to Chesapeake within your budget

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 February 23, 2025.

Fly from

White Plains

Fly to

Chesapeake

Route

Depart

Return

Price

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Thu 3/20

5:03 pm-11:04 pm

1 stop6h 01m

Norfolk

Mon 3/24

6:16 pm-10:47 pm

1 stop4h 31m

$199

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Fri 3/14

8:00 am-7:34 pm

2 stops35h 34m

Norfolk

Tue 3/18

11:25 am-12:45 pm

2 stops25h 20m

$313

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Sun 5/18

12:05 pm-5:05 pm

1 stop5h 00m

Norfolk

Tue 5/20

3:53 pm-8:30 pm

1 stop4h 37m

$344

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Sat 4/5

3:00 pm-9:00 am

1 stop18h 00m

$228

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Mon 3/31

11:27 am-2:41 pm

1 stop3h 14m

$229

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Tue 3/25

1:29 pm-1:02 pm

2 stops23h 33m

$551

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

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.

Travel insights for flights from White Plains to Chesapeake

Get recent, data-driven insights about flights from White Plains to Chesapeake including ideal travel times, pricing trends, and more.

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 February 23, 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 February 23, 2025.
Breeze Airways
8.1
Very good
150 reviews

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.8

Entertainment

6.6

Boarding

8.3

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
150 reviews
Breeze Airways
8.1
Very good
150 reviews

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.8

Entertainment

6.6

Boarding

8.3

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
8,191 reviews
Breeze Airways
8.1
Very good
150 reviews

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.8

Entertainment

6.6

Boarding

8.3

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
150 reviews

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.8

Entertainment

6.6

Boarding

8.3

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.

  • What are the cheapest airlines to fly from White Plains to Chesapeake one-way?

    $214 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and Breeze Airways, with prices starting from $383 and $551, respectively.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for White Plains to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Raleigh flights
Newark to Raleigh flights
LaGuardia to Raleigh flights
Newark to Dulles Intl flights
John F Kennedy Intl to Dulles Intl flights
John F Kennedy Intl to Reagan-National flights
LaGuardia to Reagan-National flights
LaGuardia to Dulles Intl flights
Newark to Norfolk flights
Newark to Reagan-National flights
Newark to Greensboro flights
Newark to Richmond flights
LaGuardia to Greensboro flights
John F Kennedy Intl to Richmond flights
LaGuardia to Richmond flights
John F Kennedy Intl to Greensboro flights
LaGuardia to Norfolk flights
John F Kennedy Intl to Norfolk flights
Islip to Raleigh flights
Albany to Dulles Intl flights
Syracuse to Dulles Intl flights
Buffalo to Dulles Intl flights
Syracuse to Reagan-National flights
Albany to Reagan-National flights
Rochester to Dulles Intl flights
White Plains to Raleigh flights
Newark to Charlottesville flights
Buffalo to Reagan-National flights
LaGuardia to Charlottesville flights
Rochester to Reagan-National flights
Newark to Roanoke flights
Buffalo to Raleigh flights
White Plains to Dulles Intl flights
John F Kennedy Intl to Roanoke flights
Rochester to Raleigh flights
John F Kennedy Intl to Charlottesville flights
Stewart to Norfolk flights
White Plains to Reagan-National flights
Stewart to Raleigh flights
LaGuardia to Roanoke flights
Albany to Norfolk flights
Islip to Richmond flights
Syracuse to Raleigh flights
Albany to Greensboro flights
White Plains to Roanoke flights
Rochester to Norfolk flights
White Plains to Norfolk flights
Syracuse to Norfolk flights
Albany to Raleigh flights
Syracuse to Richmond flights

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 February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$118Average$154FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$187Average$383FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.