Cheap flights To Jessups Village (SKB) from $169

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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, Oct 1 - Sun, Oct 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, Oct 1 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Sun, Oct 4, priced at $353 just found
Thu, Jul 16 - Fri, Jul 17
AXA
Clayton J. Lloyd Intl.
SKB
Robert L. Bradshaw Intl.
$364 Roundtrip, just found
$364
Roundtrip
just found
Select FlexFlight flight, departing Thu, Jul 16 from Clayton J. Lloyd Intl. to Robert L. Bradshaw Intl., returning Fri, Jul 17, priced at $364 just found
Sat, Aug 15 - Sat, Aug 22
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, Aug 15 from LaGuardia to Robert L. Bradshaw Intl., returning Sat, Aug 22, priced at $367 found 1 day ago
Sun, Sep 13 - Wed, Sep 16
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 Sun, Sep 13 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Wed, Sep 16, priced at $367 found 1 day ago
Thu, Aug 20 - Mon, Aug 24
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$372 Roundtrip, found 5 days ago
$372
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Aug 20 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Mon, Aug 24, priced at $372 found 5 days ago
Thu, Jul 16 - Fri, Jul 17
AXA
Clayton J. Lloyd Intl.
SKB
Robert L. Bradshaw Intl.
$409 Roundtrip, just found
$409
Roundtrip
just found
Select World Ticket Ltd flight, departing Thu, Jul 16 from Clayton J. Lloyd Intl. to Robert L. Bradshaw Intl., returning Fri, Jul 17, priced at $409 just found
Thu, Jul 16 - Fri, Jul 17
AXA
Clayton J. Lloyd Intl.
SKB
Robert L. Bradshaw Intl.
$474 Roundtrip, just found
$474
Roundtrip
just found
Select Hahn Air Systems flight, departing Thu, Jul 16 from Clayton J. Lloyd Intl. to Robert L. Bradshaw Intl., returning Fri, Jul 17, priced at $474 just found
Sun, Aug 23 - Tue, Sep 1
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$509 Roundtrip, found 4 hours ago
$509
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Sun, Aug 23 from Logan Intl. to Robert L. Bradshaw Intl., returning Tue, Sep 1, priced at $509 found 4 hours ago
Sat, Aug 15 - Sat, Aug 22
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$513 Roundtrip, found 1 day ago
$513
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 15 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Sat, Aug 22, priced at $513 found 1 day ago
Sat, Oct 3 - Thu, Oct 8
ATL
Hartsfield-Jackson Atlanta Intl.
SKB
Robert L. Bradshaw Intl.
$545 Roundtrip, found 2 days ago
$545
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Oct 3 from Hartsfield-Jackson Atlanta Intl. to Robert L. Bradshaw Intl., returning Thu, Oct 8, priced at $545 found 2 days ago

Jessups Village Flight Information

Traveling To
Jessups Village
Destination Airport IATA Code
SKB
Number of Airlines Serving
Airlines
JetBlue Airways, FlexFlight, American Airlines, United, Hahn Air Systems, Delta, World Ticket Ltd
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.
Montpelier Nevis
4.0-star property

Montpelier Nevis

Aug 1 - Aug 6

5 night stay

Newark Liberty Intl. Airport (EWR) to Newcastle (NEV)

United • Coach

Newcastle (NEV) to Newark Liberty Intl. Airport (EWR)

American Airlines • Coach
Price was $1,365, price is now $1,084 per person
$1,084
per person
found 1 day ago
Sunset Reef St.Kitts
5.0-star property

Sunset Reef St.Kitts

Aug 16 - Aug 22

6 night stay

Boston (BOS) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $7,322, price is now $5,689 per person
$5,689
per person
found 1 day ago
Oualie Beach Resort
3.0-star property

Oualie Beach Resort

Aug 16 - Aug 22

6 night stay

Boston (BOS) to Newcastle (NEV)

American Airlines • Non-stop roundtrip • Coach
Price was $1,431, price is now $1,131 per person
$1,131
per person
found 1 day ago
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Jessups Village first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Hamilton Beach Villas & Spa
4.0-star property

The Hamilton Beach Villas & Spa

9/10 Wonderful! (140 reviews)

Aug 15 - Aug 22

7 night stay

New York (NYC) to Basseterre (SKB)

American Airlines • Non-stop • FirstClass

Basseterre (SKB) to New York (NYC)

Delta • Non-stop • FirstClass
Price was $3,065, price is now $2,349 per person
$2,349
per person
found 4 hours ago
The hotel staff were friendly, informative and accommodating. The accommodation was clean and tidy, but we did have an issue with the window blinds, which did not close properly, some of the skirting boards were dusty, and the toilet brushes need to be replaced. The facilities and location were excellent. However, our meal at the Yatchmans Grill was disappointing.

Reviewed on May 25, 2026

Sunset Reef St.Kitts
5.0-star property

Sunset Reef St.Kitts

9.8/10 Exceptional! (12 reviews)

Aug 15 - Aug 22

7 night stay

New York (NYC) to Basseterre (SKB)

American Airlines • Non-stop • FirstClass

Basseterre (SKB) to New York (NYC)

Delta • Non-stop • FirstClass
Save 100% on your flight
Price was $8,961, price is now $6,215 per person
$6,215
per person
found 4 hours ago
Beautiful property!

Reviewed on Apr 6, 2026

Park Hyatt St. Kitts
5.0-star property

Park Hyatt St. Kitts

9.2/10 Wonderful! (200 reviews)

Aug 15 - Aug 22

7 night stay

New York (NYC) to Basseterre (SKB)

American Airlines • Non-stop • FirstClass

Basseterre (SKB) to New York (NYC)

Delta • Non-stop • FirstClass
Price was $3,935, price is now $2,957 per person
$2,957
per person
found 4 hours ago
It was great

Reviewed on Jun 29, 2026

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See all available trips from New York to Jessups Village
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Jessups Village

Traveling to Jessups Village and need a cheap flight? Orbitz has great deals on flights to Jessups Village right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

Find Low Cost Flights to Jessups Village Quickly and Hassle-Free

There are many Internet sites that promise cheap Jessups Village flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Jessups Village, book your lodging, and look up key attractions in Jessups Village. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.

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Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Jessups Village or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Jessups Village flights. When you need us, we’re here for you!

Frequently asked questions

How much is a flight to Jessups Village?
If you're looking at a return flight, fares ranged from $353 to $545 this week. The lowest price for one-way was $169, departing from New York (JFK).
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.