$114 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 5/18. 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

$114
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly and prices are also 7% 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 59m.

  • What’s the cheapest day of the week to fly between White Plains and Chesapeake?

    Consider leaving on a Friday and avoid Sundays if you are looking for the best rates. For your return to White Plains, you’ll find the best rates on Thursdays and the most expensive ones on Fridays.

  • 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 Breeze Airways for $114. American Airlines offered a round-trip connection from $208 and Breeze Airways from $371.

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.
8.2
Breeze AirwaysOverall score based on 123 reviews
8.3Comfort
6.7Food
6.6Entertainment
8.9Crew
8.4Boarding
Airline reviews

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

6.0 GoodStephanie, Nov 2024MCO - SWF
Read more Breeze Airways reviews

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!

This was the first time that I traveled on Breeze Airways and I was very surprised at how well everything went. The flights attendants were very friendly and always had a smile in their face. I will not hesitate to travel on them again.

Overall positive. If I am headed to the one destination they fly to from my home airport, I will fly again without question. I think because the airport provided the check in and boarding I didn’t fully know what to expect. The A220 is a comfortable ride with big windows and feels open. I’m glad I didn’t bid to upgrade to the first class product. It is just a better seat with little extra amenity. But was very happy with the extra leg room seats and bundle we booked.

Flights were consistently delayed and we were given no reason for the delays. We could not check our bags until two hours before the flight boarded in Myrtle Beach, even though we were there and there was someone manning the check-in at the terminal. It is also asinine to charge $70 to check your luggage at the terminal, but charge $35 if you choose to check your luggage via the Breeze app. The seats were comfortable enough and the flights were quick once we actually got on the plane and off the tarmac. But again, we were constantly delayed.

Food and entertainment were non-applicable here Flight and boarding were great

Check in was a breeze. Crew was amazing! The two seater had more leg room than the three seater. No snacks available, only for purchase. No internet available, only for higher paying ticket. booking through a third party was misleading - purchased with carry-on, but it did not really come with carry-on.

Even though the flight was delayed my overall experience was great!

The app, website, and boarding passes never updated with gate information. This makes it very difficult at a large airport to guess which terminal to go to to check the screen for your flight. We had a delay and that also was never updated on website, app, or boarding pass. So when those picking people up from flight checked flight status they were told we would be on time which was not the case. With technology available neither of those situations are appropriate and were completely avoidable minus lack of willingness from Breeze to provide accurate and up to date information.

The only thing that would make the experience better is a little more leg room and the overhead bins are very low. I hit my head when I was settling into the middle seat and was nervous about poking my eye on the corner of a lowered bin when I was deplaning.

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.

I am very disappointed with american. We have flown American airlines numerous times, as well as other airlines and never had such an experience. My son's flight for Sunday afternoon was cancelled around 11 am. We were told not to do anything bec AA would. After an hour of not seeing a change in his flight status. I called AA. I was on hold for half hour then opted for a call back. That call back never came. So I called again, in meantime I started looking online at my options. No flights were leaving that day from AA. But other airlines were flying out. We needed our son in Chicago asap.i kept calling AA for a callback, but never received one. Finally i called back later in the afternoon and a representative answered the call. She told me there were no flights out till Tuesday morning. I asked how this is possible, I had seen flights from AA and other airlines leaving Monday. She said she checked all NYC airports and there were no AA flights till Tuesday AM. Then I asked about getting on another airline. She responded i would be responsible for that. When I asked how AA would reimburse. She became nasty and told me AA has not responsibility to reimburse anything they will put me in a flight for Tuesday morning. When i explained he must be there Monday by 8am, she told me there's nothing to do and practically hung up. At that point I just asked her to book the Tuesday morning flight. I had this experience with other airlines, cancelled due to weather and they and their reps were much more helpful. Either way Tuesday morning flight was delayed as well. Over an hour! I expect more from AA.

The offered WiFi on AA isn't worth wasting time or effort on. If you manage to connect it's incredibly slow.

Book cheap flights from White Plains to Chesapeake

Recent round-trip flight deals

12/6Fri
1 stopAmerican Airlines
4h 08mHPN-ORF
12/10Tue
1 stopAmerican Airlines
3h 46mORF-HPN
$208
12/17Tue
1 stopAmerican Airlines
4h 42mHPN-ORF
12/22Sun
1 stopAmerican Airlines
4h 21mORF-HPN
$258
12/19Thu
1 stopAmerican Airlines
4h 10mHPN-ORF
12/22Sun
1 stopAmerican Airlines
3h 25mORF-HPN
$318
12/19Thu
2 stopsBreeze Airways
24h 12mHPN-ORF
12/22Sun
1 stopBreeze Airways
13h 39mORF-HPN
$371
3/14Fri
1 stopAmerican Airlines
5h 45mHPN-ORF
3/17Mon
1 stopAmerican Airlines
5h 42mORF-HPN
$377
12/19Thu
3 stops
24h 30mHPN-ORF
12/22Sun
1 stop
13h 39mORF-HPN
$458
12/20Fri
1 stopAmerican Airlines
4h 10mHPN-ORF
12/27Fri
1 stopAmerican Airlines
5h 07mORF-HPN
$496
12/19Thu
2 stopsBreeze Airways
24h 12mHPN-ORF
12/22Sun
3 stopsBreeze Airways
27h 15mORF-HPN
$520
12/6Fri
2 stopsAmerican Airlines
6h 27mHPN-ORF
12/10Tue
1 stopAmerican Airlines
4h 46mORF-HPN
$596
12/19Thu
3 stops
24h 30mHPN-ORF
12/22Sun
3 stops
27h 15mORF-HPN
$603

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Recent one-way flight deals

5/18Sun
1 stopBreeze Airways
4h 22mHPN-ORF
$114
11/26Tue
1 stopBreeze Airways
4h 21mHPN-ORF
$318
11/27Wed
2 stops
24h 38mHPN-ORF
$326
11/26Tue
1 stopBreeze Airways
4h 21mHPN-ORF
$351
11/27Wed
1 stopAmerican Airlines
5h 07mHPN-ORF
$519
12/10Tue
1 stopDelta
5h 28mHPN-ORF
$700
12/5Thu
1 stopDelta
7h 21mHPN-ORF
$731
12/1Sun
1 stopDelta
5h 23mHPN-ORF
$820

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Last minute flights from White Plains to Chesapeake

Last minute flight, train and bus deals

11/22Fri
multi-stopAmerican Airlines
3h 02mHPN-ORF
11/24Sun
multi-stopAmerican Airlines
4h 23mORF-HPN
$318
11/26Tue
multi-stopAmerican Airlines
6h 04mHPN-ORF
11/30Sat
multi-stopAmerican Airlines
6h 14mORF-HPN
$528
11/22Fri
multi-stop
24h 33mHPN-ORF
11/24Sun
multi-stop
13h 39mORF-HPN
$648
11/26Tue
multi-stopAmerican Airlines
6h 09mHPN-ORF
11/30Sat
multi-stopAmerican Airlines
6h 14mORF-HPN
$832
11/22Fri
multi-stop
32h 09mHPN-ORF
11/24Sun
multi-stop
13h 39mORF-HPN
$905
11/24Sun
multi-stopAmerican Airlines
3h 01mHPN-ORF
11/26Tue
multi-stopAmerican Airlines
4h 23mORF-HPN
$1,156
11/26Tue
multi-stopBreeze Airways
13h 25mHPN-ORF
11/30Sat
multi-stopBreeze Airways
18h 38mORF-HPN
$1,341
11/26Tue
multi-stop
13h 25mHPN-ORF
11/30Sat
multi-stop
18h 38mORF-HPN
$1,368
11/24Sun
multi-stopAmerican Airlines
6h 02mHPN-ORF
11/26Tue
multi-stopAmerican Airlines
5h 17mORF-HPN
$1,438

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