$105 Find Cheap Flights from New York to Chesapeake - Compare and Save

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 9/29. 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
$210
Typical prices: $253-$432
Frontier
Tue 8/25Tue 9/1
EWR - ORF • 1 stop
Cheapest non-stop
$239
Typical prices: $281-$425
United Airlines
Wed 7/29Tue 8/4
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

Tue, Aug 25 - Tue, Sep 1
Frontier Logo
5:55 am - 12:25 pm
EWR
-
ORF
6h 30m
1 stop
Frontier Logo
1:20 pm - 9:28 pm
ORF
-
EWR
8h 08m
1 stop
$210Frontier
Sat, Sep 19 - Sat, Oct 3
Frontier Logo
5:55 am - 12:02 pm
EWR
-
ORF
6h 07m
1 stop
Frontier Logo
12:57 pm - 9:28 pm
ORF
-
EWR
8h 31m
1 stop
$212Frontier
Sat, Sep 12 - Sat, Oct 24
Delta Logo
9:50 am - 11:26 am
JFK
-
ORF
1h 36mnonstop
Delta Logo
7:00 am - 8:30 am
ORF
-
JFK
1h 30mnonstop
$263Delta
Wed, Aug 19 - Sat, Aug 22
American Airlines Logo
6:30 am - 11:10 am
JFK
-
ORF
4h 40m
1 stop
American Airlines Logo
5:45 pm - 7:19 pm
ORF
-
JFK
1h 34mnonstop
$273American Airlines
Tue, Jul 28 - Tue, Aug 4
American Airlines Logo
6:30 am - 10:39 am
JFK
-
ORF
4h 09m
1 stop
American Airlines Logo
5:42 pm - 9:30 pm
ORF
-
JFK
3h 48m
1 stop
$283American Airlines
Thu, Aug 27 - Sun, Aug 30
Multiple Airlines Logo
7:31 pm - 12:25 pm
SWF
-
ORF
16h 54m
2 stops
Multiple Airlines Logo
9:52 pm - 10:30 am
ORF
-
SWF
12h 38m
1 stop
$286Multiple Airlines
Sat, Aug 15 - Sat, Aug 22
Delta Logo
9:20 pm - 11:13 pm
JFK
-
ORF
1h 53mnonstop
Delta Logo
7:00 am - 8:30 am
ORF
-
JFK
1h 30mnonstop
$288Delta
Thu, Sep 3 - Sun, Sep 6
Breeze Airways Logo
10:33 am - 8:36 pm
SWF
-
ORF
10h 03m
1 stop
Breeze Airways Logo
9:52 pm - 11:37 am
ORF
-
SWF
13h 45m
1 stop
$298Breeze Airways
Wed, Aug 19 - Sun, Aug 23
Breeze Airways Logo
12:05 pm - 8:55 pm
SWF
-
ORF
8h 50m
2 stops
Breeze Airways Logo
9:52 pm - 11:37 am
ORF
-
SWF
13h 45m
1 stop
$302Breeze Airways
Tue, Aug 4 - Sat, Aug 8
Multiple Airlines Logo
11:48 am - 8:39 pm
SWF
-
ORF
8h 51m
1 stop
Multiple Airlines Logo
7:06 pm - 9:38 am
ORF
-
SWF
14h 32m
2 stops
$312Multiple Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$105
Most popular time to fly with an average 5% 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 26m.

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

    54 direct flights run between New York and Chesapeake on a daily basis. On average, there are about 384 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 Saturdays 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 5 days, the cheapest one-way ticket between New York and Chesapeake found on KAYAK was with Frontier for $70. American Airlines offered a round-trip connection from $179 and United Airlines from $179.

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 21 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 June, July and August. The cheapest month to fly is January.

Reviews of the top 4 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.
7.8
DeltaOverall score based on 8451 reviews
8.5Crew
7.8Entertainment
7.2Food
7.8Comfort
8.1Boarding
Airline reviews

FA was a bit strange and dodgy not very characteristic of Delta

6.0 GoodSaad, Jun 2026
LGA - ATL
Read more Delta reviews

FA was a bit strange and dodgy not very characteristic of Delta

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

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

Seats were really tight and the seat belts did not give enough slack.

Older plane and it came with Fleas and flea bites!

Check in was chaotic with only one counter for business class and first class. The luggage conveyor belt at JFK airport was broken so the flight departure was delayed which made the flight stressful as I had a tight connection. Although the captain said they could make up the delay, they didn’t do so.

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

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.

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

Flight was delayed from 35 minute delayed aircraft arrival to 90 minute delay causing us to miss international connecting flight on SWISS resulting in 16 hour delay to reach detonation causing significant angst, monetary loss and discomfort. SWISS transfer desk and staff was like robots not willing to help at all.

Best part: It’s operated by All Nippon Airways. It’s quite literally comfortable, reliable and respected from boarding to landing each and every time. It’s perfection without extremity in lavishness — it’s how flying should always be!

Delays!!! Serious delays. I was told by a member of staff in LGA that I would miss my DEN to LAX flight connection, so I was put on a later flight. Due to delays I would have been able to have made my original flight, where I was sat in business class - seat 1A: I was put on my original flight but bumped from business - 1A to economy 33C. I want a refund for paying business class but only flying economy

The plane was delayed coming in and on the tarmac. I was coming from another flight so it made for a very long day. The stewardess kept trying to slam the overhead bins closed and I was worried that she had damaged my new luggage. They ran out of snacks and lccdsddd me a hummus box which was nice. It took them a very long time to pick up the garbage so I could not go to the washroom and had little time. To prepare for disbarment. The TV system was hard to control from the armrest and picture wasn’t clear. The crew did apologize several times for the lateness. It took the Denver airport an unusually long time to de-ice the plane.

Their app did not recognize my Aeroplan frequent flyer number and would not allow me access to my boarding card. Ground staff was readily available at the airport to print it out to me.

Excellent as always. Service was excellent and fully bilingual. Cannot complain .Will travel again. Always have and will continue. Highly recommended.

The flight de-boarded after being informed of a 3 hour delay. The gate agent said we could go to lounge. The flight ended up boarding 20 minutes later and I missed it.

My experience with American Airlines was great. Unfortunately my stroller was not located and has not been given to me and or reached out in return for in regard to information.

Pilots were fantastic - super smooth. First Class flight attendant was very attentive. Main Cabin flight attendant should try to smooth the rough edges of her voice - very shrill / punitive. Hurt my ears just to listen to her. Recognize they have a (tough) job to do - but tone over speakers needs to be less like scolding a 5 year old.

Maybe focus more on delivering a good product vs selling me a damn credit card

Leave on time. We waited on the plane for hour hours and it was hot and smelly

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.

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

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

The flight was excellent, provided that we had inclement weather. We departed earlier than scheduled and arrived early. There was a little turbulence, but nothing to be worried about.

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

The worst. They don’t follow procedure for boarding per group. Flight got delayed for no understandably reasons, they changed our destination from PR to Miami, left us inside a plane for more than 8 hours, then cancelled flight in Miami leaving us stranded. Poorly managed re-accommodation for a new flight and overnight stay so I have to spend in a new ticket and my own hotel room to been able to get to my office next day. Lost 2 days of work and as a doctor, patients loosing their appointments. to other flights and besides

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

Since they are a budget airline, I wasn’t expecting too much but they did some things well. They were on time, the plane was clean, boarding was fairly straightforward and the staff was cheerful and friendly. The only downside was comfort. The seats were fairly hard and after a 2 hour flight your rear end is not feeling so great. Maybe a little more cushion in the seats, Frontier!

The flight left over two hours late. They charged me $180 to bring a carry on. There was an error with the spelling of my name and Frontair agent lied that I would need to pay $200 for her to fix the spelling, and pressured me that if I don't do it quick I would lose the flight. I called back and another agent said it costs $75 to fix. All in all, this company is a complete scam.

I took my first and last flight with FRONTIER. The seats are not able to be reclined so it’s not a very comfortable experience when you take a flight of 3 hours or longer. You must pay for your luggage either carry on or check in, so taking all this in consideration at the end what you think you’re saving your paying in services that should be included. Not a beverage in sight. . You’re seriously better off getting on a proper airline such as Delta, AA, United, etc.

They never updated the boarding pass on their apps to show their delay

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Frontier system that tracts what you’ve paid for is horrible. I brought bags, tried to upgrade the weight of bag. Did it via the text service on their site. Got to the airport and they had no idea what was going on. Ended up paying way more than I was supposed to

The flight and crew were fine. When we (several groups) arrived in Norfolk on Sunday we discovered our bags had not arrived. The staff at norfolk airport was less than helpful. Told us our bags wouldn't arrive until Thursday. When asked what happened they said it bags never made it on the plane and it happened all the time. When asked about reimbursement for replacement items the desk agent said we could try to submit receipts online, but they weren't sure we would be reimbursed. I understand this is a low cost airline, but this was really beyond poor customer service.

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

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