$66 Find Cheap Flights from New York 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 New York to Chesapeake departing on 5/7. 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.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$123
Overall average: $319
Frontier
Thu 5/14Mon 5/18
EWR - ORF • 1 stop
Cheapest non-stop
$188
Typical prices: $189-$296
American Airlines
Thu 4/23Thu 4/30
JFK - ORF • Non-stop
Arrival airport
You can't fly directly to Chesapeake. It is served by Norfolk (ORF), located 10.1 miles from Chesapeake.
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from New York to Chesapeake (NYC-ORF)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New York to Chesapeake that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from New York to Chesapeake

Thu, May 14 - Mon, May 18
Frontier Logo
10:29 pm - 10:24 am
EWR
-
ORF
11h 55m
1 stop
Frontier Logo
11:19 am - 1:16 am
ORF
-
EWR
13h 57m
1 stop
$123Frontier
Thu, Apr 30 - Mon, May 4
Frontier Logo
10:29 pm - 10:17 am
EWR
-
ORF
11h 48m
1 stop
Frontier Logo
12:31 pm - 1:16 am
ORF
-
EWR
12h 45m
1 stop
$130Frontier
Wed, Apr 15 - Sat, Apr 25
Frontier Logo
10:29 pm - 10:32 am
EWR
-
ORF
12h 03m
1 stop
Frontier Logo
11:27 am - 1:16 am
ORF
-
EWR
13h 49m
1 stop
$140Frontier
Thu, Apr 23 - Thu, Apr 30
American Airlines Logo
2:45 pm - 4:20 pm
JFK
-
ORF
1h 35mnonstop
American Airlines Logo
9:05 am - 10:30 am
ORF
-
JFK
1h 25mnonstop
$188American Airlines
Thu, Apr 23 - Thu, Apr 30
American Airlines Logo
3:57 pm - 5:39 pm
LGA
-
ORF
1h 42mnonstop
American Airlines Logo
6:09 pm - 7:47 pm
ORF
-
LGA
1h 38mnonstop
$188American Airlines
Thu, Apr 23 - Thu, Apr 30
Delta Logo
3:30 pm - 5:17 pm
JFK
-
ORF
1h 47mnonstop
Delta Logo
7:07 am - 8:34 am
ORF
-
JFK
1h 27mnonstop
$189Delta
Wed, Apr 29 - Fri, May 1
Multiple Airlines Logo
10:00 pm - 10:32 am
LGA
-
ORF
12h 32m
1 stop
Multiple Airlines Logo
11:27 am - 10:15 pm
ORF
-
LGA
10h 48m
2 stops
$195Multiple Airlines
Sat, Mar 28 - Tue, Mar 31
Delta Logo
10:30 am - 11:50 am
JFK
-
ORF
1h 20mnonstop
Delta Logo
12:30 pm - 1:59 pm
ORF
-
JFK
1h 29mnonstop
$204Delta
Fri, May 15 - Sun, May 17
Multiple Airlines Logo
11:45 am - 10:38 pm
SWF
-
ORF
10h 53m
1 stop
Multiple Airlines Logo
9:12 pm - 10:55 am
ORF
-
SWF
13h 43m
1 stop
$237Multiple Airlines
Sat, Sep 5 - Sat, Sep 12
Breeze Airways Logo
12:05 pm - 8:55 pm
SWF
-
ORF
8h 50m
2 stops
Breeze Airways Logo
9:06 am - 8:58 am
ORF
-
SWF
23h 52m
1 stop
$264Breeze Airways
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$66
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 9% increase in price.
Flight from Newark Liberty Airport to Norfolk

When to book flights from New York to Chesapeake

Are your dates flexible? Find out the best times to travel from New York 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 New York to Chesapeake

  • Which airports will I be using when flying from New York to Chesapeake?

    When flying out of New York you’ll be using one of these airports: Newark, New York John F Kennedy Intl or New York LaGuardia. 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 New York to Chesapeake take?

    Direct flights cover the 292 miles separating New York and Chesapeake in about 1h 20m.

  • How many flights are there between New York and Chesapeake?

    61 direct flights run between New York and Chesapeake on a daily basis. On average, there are about 433 departures each week.

  • What’s the cheapest day of the week to fly between New York and Chesapeake?

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

  • How does KAYAK find such low prices on flights from New York 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 New York to Chesapeake.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chesapeake from New York 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 New York 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 New York with another airline.

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

    In the last 72 hours, the cheapest one-way ticket between New York and Chesapeake found on KAYAK was with Spirit Airlines for $46. Spirit Airlines offered a round-trip connection from $68 and Delta from $176.

Top tips for finding cheap flights from New York to Chesapeake

  • There is no airport in Chesapeake. Instead, you’ll be flying into Norfolk Airport when flying between New York and Chesapeake.
  • The cheapest flight from New York to Chesapeake was found 39 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be March, April and May. The cheapest month to fly is January.

Reviews of the top 5 airlines serving New York to Chesapeake

 
Need help choosing which airline to fly with from New York 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.
7.9
DeltaOverall score based on 8291 reviews
7.9Comfort
7.2Food
8.5Crew
7.8Entertainment
8.1Boarding
Airline reviews

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

8.0 ExcellentMary, Mar 2026
LGA - MKE
Read more Delta reviews

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Delayed. Hot. Passenger next to me was so large I couldn’t move.

The flight went very well, but the flight attendants didn't serve and food or drinks other than 1st class due to rough air but to be honest it wasn't that bumpy and I felt that they could've at least offered water and coffee perhaps. Also serving 1st class only is a bad look. I've been in 1st class many times and I would've felt that if the turbulence was too rough for the main cabin, it would be too rough for 1st class too.

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

My seatback screen didn’t work so that sucked because that’s what I was going to do on the plane.

The whole experience was excellent. As it most often is with Delta

There’s not much to say about a one hour flight. This is a connection from LA to RNO that I missed the previous night due to a mechanical check delay on my originating flight from JFK to LAX. The short flight itself was fine. Instructions from the pilot and crew were per usual. The coffee was barely lukewarm, which possibly was purposeful so we would down it quickly. Bags were already on carousel upon reaching baggage claim, which was excellent.

Boarding and crew were fantastic, but I paid for a window seat with no window. Seat 11D on a CRJ-900 apparently does not have a window. Lesson learned.

Delta flights recently are always delayed AND at jfk tney get the gates further away (need To walk 20’ to get to them/all the way at the end of the terminal). Not sure whats happening but price doesnt match experience!

boarded at 5:30 pm, pushed away from gate at 6pm ... takeoff was not until ~6:45pm; disappointing

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

Much better than Spirit. I was please by the easy fast check in and boarding

Everything except the food and entertainment. It was a great experience though

The attendant on board was amazing. She should be doing business/first international long haul.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

Plane boarded early a quickly, was mostly full. We left close to on time. And landed early.

Flight was timely, relatively comfortable, with decent entertainment and food served. Only problem encountered was with the free messaging which I highly appreciate, but it did not work from iphone to non-iphones.

This flight was perfect. No complaints and only the highest regard for the crew and ground staff and how they executed perfectly. I fly a lot with United and would request predictability and transparency in their operations instead of last minute changes.

Survey sent before we actually left. Delay after delay. Now a crew problem.

Aging planer and NO wifi on a 14 hour day flight. Unless you are retired or don't need to work or be in touch with the world... The lack of Wifif really ruined the flight. And the old plane - really showing it's age, wasn't great

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

One day, I do so hope for a gluten free snack! Seems like with the rest of the world FINALLY figuring out what gluten free is, American Airlines would too. Fingers crossed!!

I would like the crew to talk LESS over the PA and specifically about credit card offers. I am trying to work, sleep, watch a movie and the PA was booming about a credit card offer. Could we go back to the days when the customer was more important than selling a credit card?

There were no TV screens - even in Business class. 5 delays, and only given $12 meal voucher! Terrible!

My seat tv didn’t work the whole trip. And the seat space is too small despite being seated at the front.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

Disliked having to wait a little longer to disembark from the plan when we landed in London

Delayed both in takeoff and landing, trash plane no amenities, I've said it before but I'll never fly Spirit again.

Checking in and getting to gate fast and leasy at Laguardia airport. There is no entertainment on the plane and food was for purchase. Great experience flying with spirit

The flight was delayed over an hour which got us into DFW at approximately 2:20 am

Kayak and Spirit could not meaningfully share itinerary data, leading to many hours of remediation.

Do not fly with Spirit. They will leave you canceled if their flight is not 110% booked.

Terrible Flight was cancelled last minute with no other flights available

More comfortable seats, free snacks and soft drinks, some sort of entertainment or WiFi.

They cancelled my flight last minute, forcing me to rebook with another airline.

That gate is like a ducking shelter at Newark No where to sit Outlets that don’t work Bathrooms that are dirty

A bottled or canned drink, whether water or soda would have been appreciated upon settling in and flying, without being charged for it.

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

Everything you need to know for your flight from New York to Chesapeake

Complete your trip to Chesapeake with a hotel stay or car rental