Cheap flights To Old Road Town (SKB) from $164

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Cheap Flights to Old Road Town from $164 One Way, $367 Round Trip

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

Tue, Jan 20 - Tue, Feb 3
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$367 Roundtrip, found 2 days ago
$367
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Jan 20 from Logan Intl. to Robert L. Bradshaw Intl., returning Tue, Feb 3, priced at $367 found 2 days ago
Tue, Jan 27 - Sun, Feb 8
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$372 Roundtrip, found 2 days ago
$372
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Jan 27 from Logan Intl. to Robert L. Bradshaw Intl., returning Sun, Feb 8, priced at $372 found 2 days ago
Thu, Jan 22 - Sun, Feb 8
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$376 Roundtrip, found 2 days ago
$376
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Jan 22 from Logan Intl. to Robert L. Bradshaw Intl., returning Sun, Feb 8, priced at $376 found 2 days ago
Tue, Jan 20 - Thu, Jan 22
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$380 Roundtrip, found 5 days ago
$380
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Jan 20 from Logan Intl. to Robert L. Bradshaw Intl., returning Thu, Jan 22, priced at $380 found 5 days ago
Mon, Jan 19 - Thu, Jan 22
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$384 Roundtrip, found 5 days ago
$384
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Mon, Jan 19 from Logan Intl. to Robert L. Bradshaw Intl., returning Thu, Jan 22, priced at $384 found 5 days ago
Tue, Jan 13 - Tue, Jan 27
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$397 Roundtrip, found 2 days ago
$397
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Jan 13 from Logan Intl. to Robert L. Bradshaw Intl., returning Tue, Jan 27, priced at $397 found 2 days ago
Tue, Jan 20 - Thu, Feb 5
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$402 Roundtrip, found 2 days ago
$402
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Jan 20 from Logan Intl. to Robert L. Bradshaw Intl., returning Thu, Feb 5, priced at $402 found 2 days ago
Mon, Jan 26 - Sat, Jan 31
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$406 Roundtrip, found 10 hours ago
$406
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Mon, Jan 26 from Logan Intl. to Robert L. Bradshaw Intl., returning Sat, Jan 31, priced at $406 found 10 hours ago
Wed, Jan 28 - Sun, Feb 8
ORD
O'Hare Intl.
SKB
Robert L. Bradshaw Intl.
$415 Roundtrip, found 1 day ago
$415
Roundtrip
found 1 day 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 1 day ago
Sat, Jan 31 - Sat, Feb 14
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$436 Roundtrip, found 2 days ago
$436
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Jan 31 from Logan Intl. to Robert L. Bradshaw Intl., returning Sat, Feb 14, priced at $436 found 2 days ago

Old Road Town Flight Information

Traveling To
Old Road Town
Destination Airport IATA Code
SKB
Number of Airlines Serving
Airlines
JetBlue Airways, Air Canada, American Airlines, Delta
Flight Price
$367
Earliest Departing Flight
Latest Departing Flight

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Old Road Town 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

Jan 28 - Feb 4

7 night stay

Hartford (BDL) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,509, price is now $1,736 per person
$1,736
per person
found 1 day ago
Sunset Reef St.Kitts
5.0-star property

Sunset Reef St.Kitts

Jan 28 - Feb 4

7 night stay

Hartford (BDL) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $4,944, price is now $3,295 per person
$3,295
per person
found 1 day ago
Park Hyatt St. Kitts
5.0-star property

Park Hyatt St. Kitts

Jan 28 - Feb 4

7 night stay

Hartford (BDL) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $8,584, price is now $6,152 per person
$6,152
per person
found 1 day ago
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Old Road Town

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Frequently asked questions

Which airlines fly to Old Road Town?
With 20 airlines to decide from, finding the right flight that matches your travel plans and budget will be a breeze. Robert L. Bradshaw Intl. Airport (SKB) is the gateway to Old Road Town and where you're likely to be landing. These well-known international carriers will get you there:

  • American Airlines - 21 flights to Old Road Town per month
  • Winair - 10 flights to Old Road Town per month
  • British Airways - 1 flights to Old Road Town per month

What is the best airport to fly to in Old Road Town?
Robert L. Bradshaw Intl. Airport (SKB). It's the city's main airport and is located around 6 miles east of the downtown area. You'll be unpacking your bags and discovering the best of Old Road Town shortly after flying in.
How much is a flight to Old Road Town?
Prices for round-trip flights dipped as low as $367 this week to Old Road Town, and climbed to a high of $436. Passengers journeying out of Boston (BOS) managed to get their hands on one-way flights starting at just $164.
How to book the cheapest flight to Old Road Town?
With some of the most amazing flight deals around, bagging a bargain is easy with Orbitz. The following suggestions will help you score cheap flights to Old Road Town — and leave you with more cash to splash:

  • Taking off from or arriving at other airports can help you cut costs. Enter your preferred departure and arrival points. Next, click on the 'Nearby airports' function below the form fields to compare your options.
  • If your plans aren't set in concrete, click on the 'Show flexible dates' link to see the flight deals for a selection of departure dates. If you find a suitable cheaper fare, go with it.
  • Hit 'Show options' to narrow down your search results. You can pick your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • Once you've settled on your travel dates, don't drag your feet booking a flight. Ticket prices generally rise as the departure date nears.
  • Make greater savings on your vacation by combining your flights, hotels and car rentals into a package deal. Your bank account will thank you for it.
  • If it's an option, avoid flying in high seasons. Airfares usually surge during summer, school breaks and around other vacation times like Easter and Christmas.

What is the best time to book a flight to Old Road Town?
Book in January, February or August for the lowest airfares to Old Road Town. Once you've found a bargain, snap it up — cheap flights will emerge and disappear at the tap of a button.
What day of the week is the cheapest to book a flight to Old Road Town?
If you're after low-cost fares to Old Road Town, the best days to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), a fabulous flight deal will be all yours.
What is the cheapest day of the week to fly to Old Road Town?
According to Orbitz data from 2020, you ought to kick off your trip on a Monday to get cheap flights to Old Road Town. Next most affordable day? Tuesday. Saturday is the most expensive. So, think about leaving early in the week if you'd like to book a bargain fare and stretch your travel budget.
What is the cheapest month to fly to Old Road Town?
Based on Orbitz data, you should fly out in August. This is generally the best month to score cheap flights to Old Road Town. Keep in mind that the most expensive time to get on a plane is in the month of June.
Which airlines allow free cancellation?
Orbitz makes it a piece of cake to find carriers that offer flexibility. Simply select "Filter by flexible change policies" when searching for your Old Road Town flights and boom! We'll show you options that include free cancellation within 24 hours of booking, no change fees and of course, the very best price.
What do I need for the flight to Old Road Town?
There is so much to sort out for any big adventure, so it's great to get a bit of help before you set out. Here's a handy checklist to make sure you're prepared for your flight:

  • Ensure that you have your travel paperwork and identification. For international journeys, you'll require your passport. When you book your flights, always use the exact details indicated on your current ID.
  • A well-packed carry-on bag is just the ticket for a comfortable flight experience. Given your flight to Old Road Town is no short hop, take some snacks and things to keep you entertained. Something to read or listen to is sure to help pass the time.
  • Both air conditioning and high altitudes make for a cool environment. No matter what the season is, carry a sweater with you to keep nice and warm on your plane trip.

How many direct flights are there to Old Road Town?
A range of airlines fly nonstop into Old Road Town, with roughly 7 direct flights per month to select from. These well-known carriers include Winair, American Airlines and Silver Airways.
How do I get cheap first-class/business deals to Old Road Town?
There are ways of booking first or business-class fares to Old Road Town that won't burn through your savings. Claim a seat in the pointy end of the plane for less with these handy hints:

  • Be more flexible with your travel dates and wait for big sales on first or business-class airfares.
  • Budget airlines offer business-class seats at affordable prices. Skip the full-service carriers and check out these cheaper options.
  • Make the most of your airline's loyalty program and upgrade your seat. You can also bid for an upgrade in an online auction if available.

How to get into Old Road Town from the airport?
One of the simplest ways to get to downtown Old Road Town is by reserving a Robert L. Bradshaw Intl. Airport (SKB) car rental. Touch down, collect your suitcase and then pick up some wheels from Thrifty Car Rental's SKB on-site office. You'll need to drive around 6 miles west of Robert L. Bradshaw Intl. Airport (SKB) before you get to the city center. Some travelers prefer to take a taxi or public transportation into town, then rent a car from one of our city center Old Road Town car rentals instead.

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.