Cheap flights To Jessups Village (SKB) from $169

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Jessups Village from $169 One Way, $353 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, May 28 - Thu, Jun 4
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$353 Roundtrip, just found
$353
Roundtrip
just found
Select JetBlue Airways flight, departing Thu, May 28 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Thu, Jun 4, priced at $353 just found
Thu, Jun 18 - Mon, Jun 22
SJU
Luis Munoz Marin Intl.
SKB
Robert L. Bradshaw Intl.
$366 Roundtrip, found 11 hours ago
$366
Roundtrip
found 11 hours ago
Select interCaribbean Airways flight, departing Thu, Jun 18 from Luis Munoz Marin Intl. to Robert L. Bradshaw Intl., returning Mon, Jun 22, priced at $366 found 11 hours ago
Sat, Jun 13 - Fri, Jun 19
LGA
LaGuardia
SKB
Robert L. Bradshaw Intl.
$367 Roundtrip, found 1 day ago
$367
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jun 13 from LaGuardia to Robert L. Bradshaw Intl., returning Fri, Jun 19, priced at $367 found 1 day ago
Thu, May 7 - Thu, May 14
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$367 Roundtrip, found 5 days ago
$367
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, May 7 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Thu, May 14, priced at $367 found 5 days ago
Sat, Jun 13 - Fri, Jun 19
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$367 Roundtrip, found 1 day ago
$367
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jun 13 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Fri, Jun 19, priced at $367 found 1 day ago
Thu, May 14 - Thu, May 21
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$438 Roundtrip, found 3 days ago
$438
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, May 14 from Logan Intl. to Robert L. Bradshaw Intl., returning Thu, May 21, priced at $438 found 3 days ago
Thu, May 7 - Thu, May 14
DCA
Ronald Reagan Washington National
SKB
Robert L. Bradshaw Intl.
$517 Roundtrip, found 6 days ago
$517
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, May 7 from Ronald Reagan Washington National to Robert L. Bradshaw Intl., returning Thu, May 14, priced at $517 found 6 days ago
Sat, May 23 - Thu, May 28
PHL
Philadelphia Intl.
SKB
Robert L. Bradshaw Intl.
$683 Roundtrip, found 15 hours ago
$683
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Sat, May 23 from Philadelphia Intl. to Robert L. Bradshaw Intl., returning Thu, May 28, priced at $683 found 15 hours ago
Tue, Jun 16 - Fri, Jun 26
JAX
Jacksonville Intl.
SKB
Robert L. Bradshaw Intl.
$691 Roundtrip, found 11 hours ago
$691
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Tue, Jun 16 from Jacksonville Intl. to Robert L. Bradshaw Intl., returning Fri, Jun 26, priced at $691 found 11 hours ago
Sun, Jun 28 - Thu, Jul 2
IAD
Washington Dulles Intl.
SKB
Robert L. Bradshaw Intl.
$730 Roundtrip, found 1 day ago
$730
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Jun 28 from Washington Dulles Intl. to Robert L. Bradshaw Intl., returning Thu, Jul 2, priced at $730 found 1 day ago

Jessups Village Flight Information

Traveling To
Jessups Village
Destination Airport IATA Code
SKB
Number of Airlines Serving
Airlines
United, JetBlue Airways, American Airlines, interCaribbean Airways, Delta, Air Canada
Flight Price
$353
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Jessups Village economy flight packages

Price found within the past 48 hours. Click for updated prices.
Oualie Beach Resort
3.0-star property

Oualie Beach Resort

Jun 7 - Jun 12

5 night stay

Detroit (DTW) to Newcastle (NEV)

JetBlue Airways • Non-stop • Coach

Newcastle (NEV) to Detroit (DTW)

interCaribbean Airways • Non-stop • Coach
Price was $1,501, price is now $1,177 per person
$1,177
per person
found 1 day ago
Sunset Reef St.Kitts
5.0-star property

Sunset Reef St.Kitts

Jun 7 - Jun 12

5 night stay

Detroit (DTW) to Basseterre (SKB)

JetBlue Airways • Non-stop • Coach

Basseterre (SKB) to Detroit (DTW)

interCaribbean Airways • Non-stop • Coach
Save 100% on your flight
Price was $6,241, price is now $4,447 per person
$4,447
per person
found 1 day ago
Mount Nevis Hotel
4.0-star property

Mount Nevis Hotel

Jun 7 - Jun 12

5 night stay

Detroit (DTW) to Newcastle (NEV)

JetBlue Airways • Non-stop • Coach

Newcastle (NEV) to Detroit (DTW)

interCaribbean Airways • Non-stop • Coach
Price was $1,696, price is now $1,301 per person
$1,301
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Detroit to Jessups Village
View all trips

Jessups Village first class flight packages

Price found within the past 48 hours. Click for updated prices.
Mount Nevis Hotel
4.0-star property

Mount Nevis Hotel

9.4/10 Exceptional! (86 reviews)

Jun 16 - Jun 20

4 night stay

New York (JFK) to Newcastle (NEV)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,793, price is now $2,437 per person
$2,437
per person
found 11 hours ago
It was a very quiet and adorable hotel. The staff was very nice. The good hours are limited, but this is to be expected at a smaller boutique hotel. It was lively!

Reviewed on Apr 9, 2018

Sunset Reef St.Kitts
5.0-star property

Sunset Reef St.Kitts

9.8/10 Exceptional! (12 reviews)

Jun 16 - Jun 20

4 night stay

New York (JFK) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • FirstClass
Price was $6,444, price is now $5,022 per person
$5,022
per person
found 11 hours ago
The service was really very good. Everyone who worked there was very professional, helpful, and pleasant. You can WhatsApp the managers and get nearly immediate replies. The property is small but very well taken care of. It’s a smaller (boutique) hotel so if feels like a mansion with a half-dozen or so rooms. All the rooms face the same way. The staff were happy to arrange taxis and recommend delivery restaurants. The infinity pool is small but more than enough. The staff will set up beach chairs and pool chairs for you. They’ll bring over water if they see you don’t have any. A couple of reasons that I deducted slightly more than one star is the value. I paid around what I’d pay for the Nevis Four Seasons. This boutique was nice but overpriced; I think that it cost double what it should. To be clear, I’m not saying that the price was too high— I’m saying that the price was too high for what you get (value). On top of the room rates there were a lot of service charges ($175/night for VAT, fees, and other charges). Some of this may be legally required (VAT) but not sure about the rest. I didn’t deduct for this because of the uncertainty. You’ll like this hotel if you’re looking for a boutique experience with lovely people. But you won’t if you’re used to a luxury resort with multiple restaurants or nearby places to visit.

Reviewed on May 18, 2025

The Hamilton Beach Villas & Spa
4.0-star property

The Hamilton Beach Villas & Spa

9/10 Wonderful! (135 reviews)

Jun 16 - Jun 20

4 night stay

New York (JFK) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • FirstClass
Price was $3,138, price is now $2,738 per person
$2,738
per person
found 11 hours ago
The suites are very spacious. Also it is right on the beach which is amazing. Great for sunsets and an early morning walk. Also all of the staff is extremely friendly- front desk, at the on site restaurant and the spa. I wish we had stayed there longer.

Reviewed on Feb 17, 2024

Don't see what you're looking for?
See all available trips from New York to Jessups Village
View all trips

Jessups Village

Snag some “suite” deals when you add cheap hotel rooms to Jessups Village flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

Budget Prices, Luxury Life

Find mobile-only bargains on your home away from home with Orbitz cutting-edge mobile tools. Search domestic and international hotels at Orbitz On the Go. Find free travel planning apps for your iPhone, Android or iPad. You’ll always get our guaranteed low prices on your favorite hotels and flights to Jessups Village.

Fun for All

While shopping Orbitz sales on Jessups Village flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.

Non-Stop or Stop and Visit

Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Jessups Village flights, you will always find the best air travel prices at Orbitz.

All in One

Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Jessups Village. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

Frequently asked questions

How much is a flight to Jessups Village?
If you're looking at a return flight, fares ranged from $353 to $730 this week. The lowest price for one-way was $169, departing from New York (EWR).
How to book the cheapest flight to Jessups Village?
Landing cheap flights to Jessups Village is as simple as booking with Orbitz. But if you're eager to make sure you're grabbing the best flight deals around, here are some tips to follow:

  • Depending on where you're departing from, click on the 'Nearby airports' function (located under the departure and arrival form fields). At times, other departure points work out cheaper.
  • If your travel plans aren't set in concrete, click on the 'Show flexible dates' link to bring up the flight deals for a range of departure dates. Go with any suitable cheaper fare you find.
  • Hit 'Show options' to fine tune your search results. You can choose your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • Reserve your seat as soon as you've worked out your travel dates. While it does happen on occasion, tickets rarely fall in price as your departure date approaches.
  • Bundle your flights, hotels and car rental into a package deal and enjoy discounts. Save your cash for things you're really excited about, like exploring Jessups Village.
  • Flying during busier seasons can mean expensive airfares. Try to plan your trip outside of popular dates, such as Thanksgiving, New Year's Eve and Easter.

What is the best time to book a flight to Jessups Village?
Generally speaking, January is the best month to purchase your plane ticket. This is closely followed by February and August. Keep this in mind while you look for a cheap flight to Jessups Village.
What day of the week is the cheapest to book a flight to Jessups Village?
If you're after cheap airfares to Jessups Village, the best days to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), an unbeatable flight deal will be all yours.
What is the cheapest day of the week to fly to Jessups Village?
You can grab cheap flights to Jessups Village by taking off on a Monday, according to Orbitz data from 2020. Tuesday is also more affordable, while Saturday has the most costly ticket prices. Whether you prefer to save money or take off on any day that's convenient, you'll always get a rewarding deal with Orbitz.
What is the cheapest month to fly to Jessups Village?
To secure cheap flights to Jessups Village, you should fly out in August. If getting a good deal on your plane ticket is your main priority, Orbitz data shows that this is generally an excellent month to jet off. June is when fares are at their highest.
Which airlines allow free cancellation?
We know that plans can change and flexibility is more important than ever. That's why you can search for flights that have free cancellation and no change fees on Orbitz. Simply click on "Filter by flexible change policies" and we'll find you fares with more flexibility than candy in a car on a hot day!
What do I need for the flight to Jessups Village?
Whether you're a frequent flyer or you're new to the skies, it's always good to be prepared when traveling. Here are a few tips and things to keep in mind:

  • You'll need to take all applicable travel documents and identification. How much will depend on where you're departing from. When booking, you're encouraged to use the correct name, gender and birth date as stated on your current ID.
  • A well-stocked carry-on bag is important for any medium-haul journey. With several hours to kill, you'll want something to keep you busy on your trip. We suggest a good book or magazine, and something to munch on.
  • No matter what the season is at your destination, aircraft cabins can get chilly. Carry a sweater with you on your journey to stay nice and toasty.

How many direct flights are there to Jessups Village?
Jessups Village has roughly 7 direct flights every month, so you have lots of options to select from. Ditch the layovers and fly nonstop with Winair, American Airlines or Silver Airways.
How do I get cheap first-class/business deals to Jessups Village?
Savvy travelers know how to find business or first-class flights to Jessups Village without the sky-high price tag. Follow their lead with these handy tips:

  • Flexibility isn't just a yoga thing. Avoid locking in your travel dates so you can pick up cheaper airfares when they pop up.
  • Look for a low-cost carrier that has business-class seats. They often come with more space and a glass of bubbly — but at a more affordable price.
  • Bid for an upgrade in online auctions or upgrade your fare with frequent flyer loyalty programs.

What is the best time to go to Jessups Village?
There's never a bad time to visit Jessups Village, though March, May and August are the busiest months. As with most of the Northern Hemisphere, summertime commences June 20. If you'd prefer to hang out in a short-sleeved top than a thick winter coat, this time of the year would be perfect for you. Expect average daytime highs of 80 ºF and nightly lows around 80 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.