Cheap flights To Jessups Village (SKB) from $123

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Cheap Flights to Jessups Village from $123 One Way, $282 Round Trip

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

Thu, Jan 15 - Thu, Jan 22
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$282 Roundtrip, found 4 days ago
$282
Roundtrip
found 4 days ago
Select United flight, departing Thu, Jan 15 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Thu, Jan 22, priced at $282 found 4 days ago
Tue, Feb 3 - Sun, Feb 8
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$282 Roundtrip, found 1 hour ago
$282
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Tue, Feb 3 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Sun, Feb 8, priced at $282 found 1 hour ago
Sat, Jan 31 - Sat, Jan 31
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$282 Roundtrip, found 2 hours ago
$282
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Jan 31 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Sat, Jan 31, priced at $282 found 2 hours ago
Sat, Jan 24 - Thu, Jan 29
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$292 Roundtrip, found 2 days ago
$292
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Jan 24 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Thu, Jan 29, priced at $292 found 2 days ago
Sun, Jan 18 - Thu, Jan 22
LGA
LaGuardia
SKB
Robert L. Bradshaw Intl.
$296 Roundtrip, found 1 day ago
$296
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Jan 18 from LaGuardia to Robert L. Bradshaw Intl., returning Thu, Jan 22, priced at $296 found 1 day ago
Thu, Jan 29 - Sun, Feb 8
DCA
Ronald Reagan Washington National
SKB
Robert L. Bradshaw Intl.
$358 Roundtrip, found 7 hours ago
$358
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Thu, Jan 29 from Ronald Reagan Washington National to Robert L. Bradshaw Intl., returning Sun, Feb 8, priced at $358 found 7 hours ago
Tue, Jan 20 - Thu, Jan 29
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$397 Roundtrip, found 3 days ago
$397
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Jan 20 from Logan Intl. to Robert L. Bradshaw Intl., returning Thu, Jan 29, priced at $397 found 3 days ago
Wed, Jan 28 - Sun, Feb 8
ORD
O'Hare Intl.
SKB
Robert L. Bradshaw Intl.
$415 Roundtrip, found 6 days ago
$415
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Jan 28 from O'Hare Intl. to Robert L. Bradshaw Intl., returning Sun, Feb 8, priced at $415 found 6 days ago
Mon, Feb 9 - Thu, Feb 12
MIA
Miami Intl.
SKB
Robert L. Bradshaw Intl.
$450 Roundtrip, found 1 day ago
$450
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Feb 9 from Miami Intl. to Robert L. Bradshaw Intl., returning Thu, Feb 12, priced at $450 found 1 day ago
Wed, Jan 28 - Sun, Feb 8
LAS
Harry Reid Intl.
SKB
Robert L. Bradshaw Intl.
$451 Roundtrip, found 1 day ago
$451
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Jan 28 from Harry Reid Intl. to Robert L. Bradshaw Intl., returning Sun, Feb 8, priced at $451 found 1 day ago

Jessups Village Flight Information

Traveling To
Jessups Village
Destination Airport IATA Code
SKB
Number of Airlines Serving
Airlines
Delta, American Airlines, United, JetBlue Airways, Air Canada
Flight Price
$282
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.
The Hamilton Beach Villas & Spa
4.0-star property

The Hamilton Beach Villas & Spa

Feb 7 - Feb 11

4 night stay

Boston (BOS) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,574, price is now $1,096 per person
$1,096
per person
found 1 day ago
Sunset Reef St.Kitts
5.0-star property

Sunset Reef St.Kitts

Feb 7 - Feb 11

4 night stay

Boston (BOS) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,838, price is now $1,940 per person
$1,940
per person
found 1 day ago
Park Hyatt St. Kitts
5.0-star property

Park Hyatt St. Kitts

Feb 7 - Feb 11

4 night stay

Boston (BOS) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $6,136, price is now $4,432 per person
$4,432
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! (110 reviews)

Feb 7 - Feb 13

6 night stay

Boston (BOS) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • FirstClass
Price was $3,261, price is now $2,502 per person
$2,502
per person
found 1 day 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

Park Hyatt St. Kitts
5.0-star property

Park Hyatt St. Kitts

9.4/10 Exceptional! (187 reviews)

Feb 9 - Feb 12

3 night stay

Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $5,003, price is now $3,583 per person
$3,583
per person
found 14 hours ago
Beautiful property But was too far from town.

Reviewed on Sep 2, 2022

Sunset Reef St.Kitts
5.0-star property

Sunset Reef St.Kitts

9.6/10 Exceptional! (10 reviews)

Feb 7 - Feb 13

6 night stay

Boston (BOS) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • FirstClass
Price was $5,158, price is now $3,702 per person
$3,702
per person
found 1 day 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

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Jessups Village

Reach your destination without breaking your budget by booking your flights to Jessups Village using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

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Make Orbitz Your Official Travel Planner

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Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Jessups Village, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Jessups Village flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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Frequently asked questions

How much is a flight to Jessups Village?
If you're looking at a return flight, fares ranged from $282 to $451 this week. The lowest price for one-way was $123, 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.