$63 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 5/30. 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
$145
Typical prices: $398-$253
Frontier
Fri 5/29Wed 6/3
EWR - ORF • 1 stop
Cheapest non-stop
$229
Typical prices: $402-$239
United Airlines
Fri 6/5Sun 6/7
EWR - 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

Fri, May 29 - Wed, Jun 3
Frontier Logo
10:29 pm - 11:15 am
EWR
-
ORF
12h 46m
1 stop
Frontier Logo
12:06 pm - 9:29 pm
ORF
-
EWR
9h 23m
1 stop
$145Frontier
Fri, May 29 - Sat, Jun 6
Frontier Logo
10:29 pm - 11:15 am
EWR
-
ORF
12h 46m
1 stop
Frontier Logo
12:00 pm - 9:29 pm
ORF
-
EWR
9h 29m
1 stop
$157Frontier
Sat, May 30 - Sat, Jun 6
Frontier Logo
10:29 pm - 11:11 am
EWR
-
ORF
12h 42m
1 stop
Frontier Logo
12:00 pm - 1:18 am
ORF
-
EWR
13h 18m
1 stop
$162Frontier
Sat, May 30 - Sat, Jun 6
Multiple Airlines Logo
10:29 pm - 11:11 am
EWR
-
ORF
12h 42m
1 stop
Multiple Airlines Logo
12:00 pm - 11:36 am
ORF
-
EWR
23h 36m
1 stop
$168Multiple Airlines
Fri, May 29 - Fri, Jun 5
Multiple Airlines Logo
11:30 am - 8:17 pm
EWR
-
ORF
8h 47m
1 stop
Multiple Airlines Logo
9:12 pm - 1:45 pm
ORF
-
EWR
16h 33m
1 stop
$183Multiple Airlines
Sat, May 23 - Thu, May 28
Delta Logo
9:29 pm - 11:15 pm
JFK
-
ORF
1h 46mnonstop
Delta Logo
7:08 am - 8:30 am
ORF
-
JFK
1h 22mnonstop
$229Delta
Sat, May 30 - Tue, Jun 2
Delta Logo
4:26 pm - 6:04 pm
LGA
-
ORF
1h 38mnonstop
Delta Logo
6:02 am - 7:30 am
ORF
-
LGA
1h 28mnonstop
$229Delta
Thu, May 21 - Sun, May 24
American Airlines Logo
2:59 pm - 4:43 pm
JFK
-
ORF
1h 44mnonstop
American Airlines Logo
5:19 pm - 6:59 pm
ORF
-
JFK
1h 40mnonstop
$230American Airlines
Thu, May 14 - Mon, May 18
Spirit Airlines Logo
6:30 am - 5:39 pm
LGA
-
ORF
11h 09m
1 stop
Spirit Airlines Logo
6:34 pm - 10:00 am
ORF
-
LGA
15h 26m
1 stop
$231Spirit Airlines
Thu, May 28 - Sat, May 30
American Airlines Logo
2:59 pm - 4:43 pm
JFK
-
ORF
1h 44mnonstop
American Airlines Logo
5:04 am - 10:33 am
ORF
-
JFK
5h 29m
1 stop
$246American Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$63
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 3% 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 29m.

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

    55 direct flights run between New York and Chesapeake on a daily basis. On average, there are about 390 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 Thursdays 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 $88 and Delta from $178.

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 53 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 8460 reviews
7.9Comfort
7.2Food
7.8Entertainment
8.1Boarding
8.5Crew
Airline reviews

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

2.0 MediocreNicholas, Apr 2026
LGA - CLT
Read more Delta reviews

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Transparency from pilots, quick boarding and exiting the plane, staff greeted to each and everyone,

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

my mom urmila patel needed a wheelchair which was not available on the curbside. she needed to walk almost 50 meters inside (at the risk of falling) and then had to wait in line to get a wheelchair (this is not ok). Once obtained she had to seat in it for 30-45 minutes for someone to take her in thru the checkin process (which was fairly smooth and easy). the lady who helped her with her checkin process was very courteous and helpful

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

I am still at the Airport! Delayed Delayed and Delyaed

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

Flight left on time, arrived early, pleasant staff provided water, coffee, etc. access to bathrooms was reasonable and were well maintained. blankets were available, lots of entertainment options. LUGGAGE SERVICE WAS GREAT. I got my one checked bag quickly and was able to make a bus connection for a 2 hour bus ride saving me from waiting another 1.5 hours.

I had a good time. However, I paid for the wifi and it was in and out the whole flight.

They promise free wi-fi prior to boarding and then once on board you are informed you have to purchase wifi even after being a mileagePlus member.

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

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.

The flight attendant on my side of business class seemed like a novice and did not provide good service. Otherwise the flight was good and the entertainment system was very good. No free WiFi.

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

I am writing to share detailed feedback regarding my recent journey with American Airlines on the New York (JFK) to New Delhi (DEL) sector, which was ultimately diverted to Jaipur (JAI) due to weather conditions. At the outset, I would like to acknowledge that this was a full long-haul flight of approximately 14–15 hours, and while the journey fulfilled its primary transport objective, several aspects of the experience warrant both recognition and constructive feedback. 1. Cabin Crew Conduct and Service Consistency While the majority of the cabin crew maintained a polite and professional demeanor, one flight attendant’s conduct was notably inconsistent with expected service standards. The tone was often directive and lacked the warmth and guest-centric engagement typically associated with long-haul service. This created a perceptible imbalance in the cabin experience. Although other crew members acknowledged and apologized for the behavior, it highlighted a gap in service standardization and supervisory oversight. 2. Inflight Experience (IFE & Comfort) The inflight entertainment system was unreliable, with content failing to load consistently throughout the journey. Seating comfort in economy class was below expectations when compared with other international long-haul carriers. Cabin environment management at times felt unsettled, with noticeable noise and movement in the aisles. 3. Disruption Handling and Communication (DEL Diversion to JAI) The diversion to Jaipur due to weather was understandably beyond the airline’s control. However, the handling of post-diversion communication and guest management was an area of concern: Information during and after the diversion was fragmented and lacked clarity Limited guidance was provided upon disembarkation regarding next steps (transport, accommodation, onward travel) Ground coordination appeared inconsistent, with hotel partners and passengers receiving incomplete or delayed updates Communication the following morning remained unclear, including last-minute changes to transfer timings This resulted in avoidable uncertainty during a critical disruption phase. 4. Positive Acknowledgment – Ground Recovery Arrangements It is important to recognize that despite the initial communication gaps, the overall recovery framework was eventually well executed: Hotel accommodation was arranged efficiently Meal vouchers were provided appropriately Transfers between airport and hotel were organized in a structured manner Given the sudden and large-scale disruption, these arrangements were commendable and reflect the airline’s ability to operationally recover once systems were in place. 5. Recommendations for Improvement In the interest of strengthening the overall customer experience, I would respectfully propose the following: Service Delivery Reinforce consistent cabin crew service standards, particularly for long-haul sectors Enhance supervisory presence to address outlier behaviors in real time Inflight Product Improve reliability of inflight entertainment systems Reassess economy seating comfort for ultra-long-haul routes Disruption Management Establish a more visible “Care & Coordination Team” during irregular operations Ensure clear, centralized communication (single source of truth) for passengers and ground partners Provide structured briefing points to hotel and transport vendors to avoid information gaps Introduce proactive guest engagement (clear next steps, timelines, reassurance) Closing Reflection: While the journey was impacted by both controllable and uncontrollable factors, the overall experience would have been significantly enhanced through greater consistency in service delivery and more structured communication during disruption. I appreciate the efforts made by the broader team in arranging accommodation and onward logistics under challenging circumstances. With improved coordination and alignment, the experience can be elevated to match the expectations of a global long-haul carrier. Thank you for your attention to this feedback. I trust it will be received constructively and contribute to ongoing service improvement. Warm regards, Soosnata Chowdhury Convert effective for airlines) Or tailor tone

Wifi was spotty. Tray table was very dirty when I sat down.

Flight was extremely hot and they made us check our bags when the space was nowhere near full

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

For an international flight the seats were smaller than most flight I have been on in economy. I don’t know the size of the seats or perhaps it was the size of the seat dividers that made the seats feel smaller and little amount of space to even turn your body if you needed to

My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Not really sure I enjoyed the flight at all. The flight attendants seemed a little tired and rude at times. The snacks were lacking in taste and sustenance. The flight was incredibly turbulent for three plus hours and the pilot had to do a second pass to land at our final destination because he was coming in so fast. He must have taken a short cut and because of it we had to suffer the violent turbulence and the dropping down. It had to be one of if not the worse flights I have ever been on and have traveled vastly all over the world.

The agent cancel my flight without my consent. So the situation generate me a lot of troubles, specially because we were traveling with a baby

Wonderful! Very polite crew that was dedicated to excellent customer service

The flight was supposed to leave at 6:22pm we are just now leaving the gate after deplaning twice at 1:07am.

Flight attendant was all so sweet and pilot got us to our destination safely and on time

Sadly the flight was delayed by 4 hours due to the weather snd sir traffic control staffing. Otherwise the crew was amazing and the flight was perfect.

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.

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

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