$44 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 1/26. 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
$114
Overall average: $259
Spirit Airlines
Tue 2/3Fri 2/6
EWR - ORF • 1 stop
Cheapest non-stop
$179
Typical prices: $215-$315
United Airlines
Thu 1/29Sun 2/1
EWR - ORF • Non-stop
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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

Tue, Feb 3 - Fri, Feb 6
Spirit Airlines Logo
7:55 am - 6:38 pm
EWR
-
ORF
10h 43m1 stop
Spirit Airlines Logo
7:33 pm - 11:42 am
ORF
-
EWR
16h 09m1 stop
$114Spirit Airlines
Tue, Feb 3 - Tue, Feb 10
Spirit Airlines Logo
7:55 am - 6:38 pm
EWR
-
ORF
10h 43m1 stop
Spirit Airlines Logo
7:33 pm - 11:42 am
ORF
-
EWR
16h 09m1 stop
$115Spirit Airlines
Wed, Feb 4 - Thu, Feb 5
Multiple Airlines Logo
7:55 am - 6:38 pm
EWR
-
ORF
10h 43m1 stop
Multiple Airlines Logo
4:01 pm - 11:27 pm
ORF
-
EWR
7h 26m1 stop
$129Multiple Airlines
Wed, Jan 28 - Mon, Feb 2
Multiple Airlines Logo
11:44 am - 6:25 pm
EWR
-
ORF
6h 41m1 stop
Multiple Airlines Logo
7:33 pm - 11:42 am
ORF
-
EWR
16h 09m1 stop
$135Multiple Airlines
Thu, Jan 29 - Sun, Feb 1
Delta Logo
3:52 pm - 5:19 pm
JFK
-
ORF
1h 27mnonstop
Delta Logo
7:01 am - 8:30 am
ORF
-
JFK
1h 29mnonstop
$179Delta
Thu, Jan 29 - Sun, Feb 1
Delta Logo
8:20 am - 9:49 am
LGA
-
ORF
1h 29mnonstop
Delta Logo
8:30 am - 9:58 am
ORF
-
LGA
1h 28mnonstop
$179Delta
Thu, Feb 19 - Thu, Feb 26
American Airlines Logo
3:30 pm - 5:01 pm
JFK
-
ORF
1h 31mnonstop
American Airlines Logo
9:03 am - 10:30 am
ORF
-
JFK
1h 27mnonstop
$181American Airlines
Sun, Jan 18 - Mon, Jan 26
American Airlines Logo
7:00 am - 8:31 am
LGA
-
ORF
1h 31mnonstop
American Airlines Logo
5:54 pm - 7:29 pm
ORF
-
LGA
1h 35mnonstop
$181American Airlines
Thu, Feb 19 - Thu, Feb 26
Frontier Logo
12:30 pm - 6:28 pm
LGA
-
ORF
5h 58m1 stop
Frontier Logo
11:46 am - 11:06 pm
ORF
-
LGA
11h 20m1 stop
$183Frontier
Thu, Mar 5 - Sun, Mar 8
Frontier Logo
11:03 am - 6:28 pm
JFK
-
ORF
7h 25m1 stop
Frontier Logo
6:43 pm - 12:16 pm
ORF
-
JFK
17h 33m1 stop
$188Frontier
Useful Info

Good to know

Low seasonMarch
Cheapest flight$44
Best time to beat the crowds but there is an average 11% increase in price.
Flight from New York LaGuardia 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 24m.

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

    44 direct flights run between New York and Chesapeake on a daily basis. On average, there are about 313 departures each week.

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

    Consider leaving on a Monday and avoid Thursdays if you are looking for the best rates. For your return to New York, you’ll find the best rates on Mondays 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 $164.

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 82 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 February, March and April. 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 8017 reviews
7.8Entertainment
8.1Boarding
7.9Comfort
7.2Food
8.5Crew
Airline reviews

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

2.0 MediocrePeter, Dec 2025
JFK - MEM
Read more Delta reviews

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

I truly love flying with Delta. They have always treated me with the upmost respect

The flight was great. The gate location was way to far away!!!

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

I believe that a four-hour trip should have a meal. Delta had none.

Was charged for my luggage despite having been on one ticket from an international flight. Too tired to argue after 15 hours on flight. Was charged for rechecking it at JFK airport. Not sure why those off Kenya Airways were required to do that.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

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.

I love flying with United. Unfortunately, I flew on an older plane with minimal upgraded technology (no Bluetooth functionality or handy charging ports). Otherwise, the flight was great and even arrived early.

They changed my seats after I checked in and I was stressed from the time I saw that information until just before boarding, when the gate attendant fixed it, but it shouldn't have happened. And if it couldn't be prevented, then the people on the phone I spoke with should have done something to help, which they did not, nor did they offer me compensation, just meaningless apologies.

Smooth flight, especially take off and landing, and great crew on board. Really loved the stroopwaffles!

Deplaning was delayed because of Jetbridge equipment issues in MKE, causing an issue on an otherwise great flight.

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

Food should be better quality. Video screens have poor resolution and the library of movies is poor. The other airlines are much better.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

We arrived 4 hours early and still almost missed the flight because they weren’t able to access one of the boarding tickets. They then sent hour bags late and we were all of our without clothing and eventually had to take an expensive cab back and forth to the airport as they wouldn’t deliver the bag which arrived late at night that day and we would have to wait until noon the began day (messing up a second day of plans). Also, all the food has dairy or pork. No vegan or even vegetarian option in the flight—even for purchase.

The comfort of the seats was great, the crew eased my child’s anxieties and the fact that I had full cans of my beverage choice was great.

Pathetic check in experience at JFK. Everything is self check in. Not enough staff present to help with when the check in process or the kiosk gets stuck. Staff present not welcoming or pleasant at all. On the other hand the NY based flight crew was great. Courteous and friendly throughout the flight. Special meals leave a lot to be desired. Kids meals should be made available when kids are flying and same goes for special kids meals too.

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

Flight cancelled and no alternative offered for over a week. Ruined our Christmas vacation plans

Our flight was canceled at the last minute after delaying for hours and our whole holiday had to be canceled they could not get another flight next day we had so much planned 3 hotels, Disney tickets, car rental. It was canceled due to cabin crew not showing up.

I knew what I was getting into, but never again. Hour long bag drop. 1.5 hour delay. 1 hr 45 mins sitting on the tarmac after landing. They lost a bunch of bags but luckily not mine. Awful experience.

I waited for 4+ extra hours to even board when i was fighting off a cold. So i was sitting there in the airport with a fever and chills while spirit wasted my time. Then once on the plane we had at least an extra hour of taxiing before and after takeoff. Really poor airline, no amenities to speak of, and a lack of organization that will just ruin your experience.

Boarding was good, clearly explained and efficient. Staff were helpful, I would've liked a place to get coffee that wasn't Starbucks

Very positive in both directions. Safe travels, nice staff, lost and found in fact found my phone under my chair! I was out of cash after my NYC trip otherwise I would've offered a reward for helping my day out immensly! Thanks you so much Spirit staff!

Like: seats that don't move; fast boarding; engaging crew; low-prices; individual gate at LGA; access to restrooms at the gate Dislike: no water on the flight

The flight was cancelled at the last minute. Will never fly Spirit again. Without a doubt the worst airline around.

My flight was delayed several times and eventually cancelled. Then the re-booked flight for 8pm was delayed multiple times over, and eventually it would have forced me to be at the airport for 9 hours. I accepted a rebook for the following day, fortunately I was able to stay with my friend again in New York, but if I didn’t have him as a resource it would have been much more upsetting.

Great experience for my first time on Spirit. Wey clean plane, great staff, very smooth. Gave food and entertainment “poor” simply because there was no option for NA….i did not get food nor did I order WiFi….so not a fair assessment but neither would giving top marks without experiencing. Overall, great experience.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

One of the worst travel experiences I've had. Had a flight scheduled with CVG to RSW on VLSWQX this morning departing at 5:30. Two individuals at the gate and one was in training. Not her fault but she didn't have the ability to check people in resulting in at least 15 families that didn't make it on the plane because they weren't checked into the system in time. When arriving at the airport to drop off our prepaid checked bags, the bag drop off agent asked if we could check our bags at the gate because of the long line. We said no problem so arrived at the gate by 5:00. They told those people that had previously paid for checked bags to stand off to the side while they let others that either didn't have a checked bag or their bag was already on the plan through. Realizing the gate workers had an issue, they either called for help or this lady showed up late for work as she didn't arrive until 5:15. The worker who had been there training the other individual and working diligently to make sure all passengers got on board. He even said that at one point all people that are currently in line are fine but asked the person in training to stand outside the ticketing area around 5:15 to notify any late travels that the flight was in boarding process and they arrrived too late. At that point, we're sill standing off to the side with our pre-paid checked bags patiently waiting. When the new lady arrived she couldn't have been more rude. It was an awful seen. Essentially they had asked for those without an assigned seat to board last, those with pre-paid checked bag stand off to the site and any traveling with a larger items that needed to be checked at the gate (such as a stroller), wait on the side. They realized that the flight needed to leave on time so the gate attendant shut the gate. So anyone without a seat assignment, those that had pre-checked bags, and the worst one I saw was a mother with two infant children was in line with use because she was asked to stand to the side because her stroller. When they shut the door to the plan they told her she could no longer get on. Her checked bags were already on the plane with her car keys in them, and the lady told her we couldn't accept anyone else on because the door was shut. She didn't even have a way to get home from the airport. Truely evil behavior. I've flown Frontier enough to know customer service is not a top priority in the company's mission, but this was an all-time low. I'm sending this after an 18 hour drive that our family just completed to Bonita Springs . I felt really bad for the lady being trained and the other individual trying to help, but when the new lady came to the gate she was truly one of the rudest individuals I've ever met. One lady had been there since 4am but because she didn't have an assigned seat they wouldn't let her on the plan.

I loved the staff on the plane. So friendly and helpful! However, there was an argument and misunderstanding by the staff and a customer at the gate, and the staff member was being unprofessional. When we arrived in Atlanta, we waited 1.5 hrs for our luggage to arrive. When I asked the airport attendant, they said Frontier had the longest wait for luggage out of any airlines, and that they could not be held responsible for the delay.

Not clean and was told I would get a great seat and it was not great at all

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