$105 Find Cheap Flights from White Plains to Chesapeake

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from White Plains to Chesapeake departing on 1/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Good to know

Low season

February

High season

August

Cheapest flight

$105
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from White Plains to Norfolk

When to book flights from White Plains to Chesapeake

Are your dates flexible? Find out the best times to travel from White Plains to Chesapeake based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from White Plains to Chesapeake

  • Which airports will I be using when flying from White Plains to Chesapeake?

    When flying out of White Plains you’ll be using White Plains Westchester County. Chesapeake does not have its own airport so you’ll be flying into nearby Norfolk airport, which is 10.1 mi away.

  • How long does a flight from White Plains to Chesapeake take?

    There are no direct flights covering the 318 miles separating White Plains and Chesapeake but indirect flights take around 2h 58m.

  • How does KAYAK find such low prices on flights from White Plains to Chesapeake?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from White Plains to Chesapeake.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from White Plains to Chesapeake?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chesapeake from White Plains is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from White Plains to Chesapeake?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chesapeake with an airline and back to White Plains with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from White Plains to Chesapeake?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chesapeake from White Plains up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from White Plains to Chesapeake?

    In the last 72 hours, the cheapest one-way ticket between White Plains and Chesapeake found on KAYAK was with American Airlines for $105. American Airlines offered a round-trip connection from $204 and Breeze Airways from $418.

See more FAQs

Top tips for finding cheap flights from White Plains to Chesapeake

  • There is no airport in Chesapeake. Instead, you’ll be flying into Norfolk Airport when flying between White Plains and Chesapeake.
  • High season is considered to be March, April and May. The cheapest month to fly is September.

Top airlines flying from White Plains to Chesapeake

Need help choosing which airline to fly with from White Plains to Chesapeake? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Breeze AirwaysOverall score based on 141 reviews
8.2Boarding
6.7Food
8.2Comfort
6.6Entertainment
8.8Crew
Airline reviews

Purposely delayed the flight by 2 hours and 58 minutes so that they would not have to give me the FAA mandated refund for a delay of 3 hours. Offered flight credit instead. All that is offered on board is water and coffee, everything else costs money. They charge you for carry on and checked bags. Would not fly again.

4.0 OkayAnonymous, Jan 2025BDL - ORF
Read more Breeze Airways reviews

Purposely delayed the flight by 2 hours and 58 minutes so that they would not have to give me the FAA mandated refund for a delay of 3 hours. Offered flight credit instead. All that is offered on board is water and coffee, everything else costs money. They charge you for carry on and checked bags. Would not fly again.

nice flight. no frills but a 3 hour flight I caught up on my sleep. Stan O

First time flying Breeze, was very impressed. I will use Breeze again.

The flight was rescheduled and canceled. I had to go with another airline last minute to honor my school commitment. The reimbursement is a joke -$150 for a one way plane ticket.

The flight itself was A+ but boarding sucked. They boarded all passengers at once, and as a result I did not get to put my carryon in an overhead bin near me so I had to wait till near the end to deplane.

Really appreciate the great crew and pilot for keeping us informed about everything going on, updates, etc. It's so reassuring just to know (for example) why there might be a delay, etc. I'm very satisfied with the excellent service.

This was my first time flying Breeze. The plane was one of the nicer planes I have been on. The flight attendants were friendly and helpful. I will fly them again.

Well, Kayak should have communicated with Breeze that when I purchased the ticket, Kayak should have relayed that I had one carry on as part of my ticket purchase. So, KAYAK, tell the airlines!

Why do I need to spend $$$ to sit together as a family? It’s beyond frustrating, we were all sitting apart.

Easy boarding and great communication, smooth flight- all was great!

AA had a nationwide tech glitch today and after two connections snd hours of delay, I arrived 7 hours late to my destination

The plane was very warm and the crew turned on the lights for the entire snack service.

Due to an issue with the plane. We waited almost 2 hours to take off. The service reps were great. We had a longer layover but was able to run for it and catch our flight. This also happened on our way out. Maybe the planes need a good look over. The people who work front desk and flight attendants are the best

The flight from Buffalo to Chicago was on an older and smaller plane. Seating was tight. Looking closely at the interior of the aircraft there were definitely signs of aging and wear.

The boarding process was incredibly slow, as was deplaning. They started beverage service and there was an extremely small amount of turbulence, so they discontinued it. They said they’d resume if possible, but even thought the rest of the flight was perfectly smooth, they didn’t bother. Getting our checked bags took longer than I’ve ever waited and they couldn’t even tell us which carousel they were coming out on, so everyone was running back and forth for 30 minutes.

It was really good. The boarding was good and smooth. They even checked our carry ons if you wanted to without any charge.

Flight was delayed , waited in the tarmac for 3 hours and then came back and was cancelled

Extreme weather delays. Missed my flight to France and I ended up leaving the plane.

I arrived to LaGuardia Airport 50 minutes prior to my 6am flight but was told that I was too late and would have to flight standby to Dallas in order reach my final destination of Jackson, MS. Hundreds of people were in my situation but the agents chalked this up to being normal for any day. Had my been able to board my original flight I would have arrived at my destination by 10:30am. I didn’t arrive until 7:30pm which included a 30 minute wait on the tarmac. Strangely my luggage arrived at my final destination at 12:30pm of the same travel day. This was by far the worst travel experience I’ve ever had.

They were not helpful in letting my baby and I rebook a flight early in the day when it was clear we were going to miss my connection (we did). The seats are much smaller than I remember. I did not get the option to board early with my toddler. I was flying solo with her and that would have been a big help.

Book cheap flights from White Plains to Chesapeake

Recent round-trip flight deals

1/24Fri
1 stopAmerican Airlines
5h 55mHPN-ORF
1/26Sun
1 stopAmerican Airlines
4h 58mORF-HPN
$204
1/16Thu
1 stopAmerican Airlines
4h 16mHPN-ORF
1/19Sun
1 stopAmerican Airlines
4h 58mORF-HPN
$214
3/7Fri
1 stopAmerican Airlines
5h 51mHPN-ORF
3/10Mon
1 stopAmerican Airlines
4h 31mORF-HPN
$313
1/16Thu
2 stopsBreeze Airways
24h 14mHPN-ORF
1/19Sun
2 stopsBreeze Airways
16h 06mORF-HPN
$418
2/13Thu
1 stopAmerican Airlines
5h 45mHPN-ORF
2/17Mon
1 stopAmerican Airlines
5h 10mORF-HPN
$427
3/14Fri
1 stopAmerican Airlines
3h 51mHPN-ORF
3/17Mon
1 stopAmerican Airlines
4h 26mORF-HPN
$447
1/16Thu
3 stops
15h 39mHPN-ORF
1/19Sun
2 stops
16h 06mORF-HPN
$509
3/7Fri
2 stopsAmerican Airlines
7h 26mHPN-ORF
3/10Mon
1 stopAmerican Airlines
4h 31mORF-HPN
$593
1/24Fri
2 stopsAmerican Airlines
7h 15mHPN-ORF
1/26Sun
1 stopAmerican Airlines
6h 15mORF-HPN
$596
1/16Thu
3 stops
15h 39mHPN-ORF
1/19Sun
3 stops
24h 06mORF-HPN
$607

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Recent one-way flight deals

1/21Tue
1 stopAmerican Airlines
4h 16mHPN-ORF
$105
2/10Mon
2 stops
11h 59mHPN-ORF
$149
2/10Mon
1 stopAmerican Airlines
4h 16mHPN-ORF
$214
1/13Mon
2 stops
11h 59mHPN-ORF
$223
2/11Tue
1 stopAmerican Airlines
4h 16mHPN-ORF
$229
1/12Sun
3 stopsBreeze Airways
24h 14mHPN-ORF
$235
1/12Sun
2 stopsBreeze Airways
13h 16mHPN-ORF
$257
1/13Mon
3 stops
32h 05mHPN-ORF
$370
1/12Sun
1 stopAmerican Airlines
4h 27mHPN-ORF
$400
1/9Thu
1 stopDelta
7h 21mHPN-ORF
$701

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Last minute flights from White Plains to Chesapeake

Last minute flight, train and bus deals

1/5Sun
multi-stopDelta
4h 49mHPN-ORF
1/12Sun
multi-stopDelta
5h 02mORF-HPN
$1,463

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Everything you need to know for your flight from White Plains to Chesapeake

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