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£102 Cheap Flights to Windward

View £102 flight on Mon, 20 Jul 2026Opens in a new window

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Popular airlines to Windward

  • Air France

  • KLM

  • Windward Island Airways International

  • Corsair

  • Air Caraibes

  • Tradewind Aviation

  • FlexFlight

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Cheap round-trip flights to Windward

Prices were available within the past 7 days and start at £102 for one-way flights and £167 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

FlexFlight
Wed, 15 Jul - Wed, 22 Jul
SXM
Saint Martin
SBH
Gustavia
£167 Return, found 6 hours ago
£167
Return
found 6 hours ago
Select FlexFlight flight, departing Wed, 15 Jul from Saint Martin to Gustavia, returning Wed, 22 Jul, priced at £167 found 6 hours ago
Windward Island Airways International
Sun, 30 Aug - Fri, 4 Sept
SXM
Saint Martin
SBH
Gustavia
£272 Return, found 6 hours ago
£272
Return
found 6 hours ago
Select Windward Island Airways International flight, departing Sun, 30 Aug from Saint Martin to Gustavia, returning Fri, 4 Sept, priced at £272 found 6 hours ago
St Barth Executive
Sun, 30 Aug - Fri, 4 Sept
SXM
Saint Martin
SBH
Gustavia
£345 Return, found 6 hours ago
£345
Return
found 6 hours ago
Select St Barth Executive flight, departing Sun, 30 Aug from Saint Martin to Gustavia, returning Fri, 4 Sept, priced at £345 found 6 hours ago
Windward Island Airways International
Fri, 24 Jul - Sun, 26 Jul
ANU
Antigua
SBH
Gustavia
£418 Return, found 6 days ago
£418
Return
found 6 days ago
Select Windward Island Airways International flight, departing Fri, 24 Jul from Antigua to Gustavia, returning Sun, 26 Jul, priced at £418 found 6 days ago
St Barth Executive
Sat, 26 Dec - Sat, 2 Jan
PTP
Pointe-à-Pitre
SBH
Gustavia
£476 Return, found 4 days ago
£476
Return
found 4 days ago
Select St Barth Executive flight, departing Sat, 26 Dec from Pointe-à-Pitre to Gustavia, returning Sat, 2 Jan, priced at £476 found 4 days ago
JetBlue Airways
Mon, 17 Aug - Wed, 26 Aug
JFK
New York
SBH
Gustavia
£512 Return, found 1 day ago
£512
Return
found 1 day ago
Select JetBlue Airways flight, departing Mon, 17 Aug from New York to Gustavia, returning Wed, 26 Aug, priced at £512 found 1 day ago
interCaribbean Airways
Mon, 30 Nov - Mon, 7 Dec
SJU
San Juan
SBH
Gustavia
£591 Return, found 4 days ago
£591
Return
found 4 days ago
Select interCaribbean Airways flight, departing Mon, 30 Nov from San Juan to Gustavia, returning Mon, 7 Dec, priced at £591 found 4 days ago
British Airways
Tue, 24 Nov - Sat, 28 Nov
LGW
London
SBH
Gustavia
£826 Return, found 6 days ago
£826
Return
found 6 days ago
Select British Airways flight, departing Tue, 24 Nov from London to Gustavia, returning Sat, 28 Nov, priced at £826 found 6 days ago
Caribbean Airlines
Fri, 14 Aug - Fri, 21 Aug
MIA
Miami
SBH
Gustavia
£860 Return, found 1 day ago
£860
Return
found 1 day ago
Select Caribbean Airlines flight, departing Fri, 14 Aug from Miami to Gustavia, returning Fri, 21 Aug, priced at £860 found 1 day ago
Air Caraibes
Thu, 5 Nov - Wed, 11 Nov
ORY
Paris
SBH
Gustavia
£879 Return, found 6 days ago
£879
Return
found 6 days ago
Select Air Caraibes flight, departing Thu, 5 Nov from Paris to Gustavia, returning Wed, 11 Nov, priced at £879 found 6 days ago

Trending flights to Windward

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

British Airways
Tue, 24 Nov - Sat, 28 Nov
LGW
London
SBH
Gustavia
£826 Return, found 6 days ago
£826
Return
found 6 days ago
Select British Airways flight, departing Tue, 24 Nov from London to Gustavia, returning Sat, 28 Nov, priced at £826 found 6 days ago

Frequently asked questions

How do I find cheap flights to Windward that have flexible change policies?
We understand that travel plans can change in the blink of an eye, so choosing a flexible ticket with Expedia makes good sense. Simply check the "No change fee" box underneath the "Flexible change policies" filter. Your affordable, flexible flight to Windward is just a few clicks away.
How can I find cheap tickets to Windward?
One of the best ways to get your hands on cheap tickets to Windward is to be flexible with your travel dates. Search for your flights, then click "flexible dates" at the top of your results. It'll bring up the cheapest prices for nearby days. The lowest price for a flight to Windward in the last seven days was £167. Booking well ahead of time will usually help you get an even bigger bargain.
How much is a flight to Windward?
You could have locked in a round-trip flight to Windward from anywhere between £167 and £879 in the last seven days. For one-way journeys from Saint Martin (SXM), the lowest amount paid during this time was £102.
When is the cheapest time to fly to Windward?
Flying on a Tuesday, followed by a Monday, is usually the best way to pick up the cheapest flight. Steer clear of weekends if you can, because Saturday is typically the costliest day. Spend the funds you saved having an awesome time in Windward instead!
How much is a plane ticket to Windward?
In the last seven days, plane fares to Windward ranged between £167 and £879. Prices tend to rise over time, so grab a top deal today.
What months are the cheapest to book a flight to Windward?
The most cost-effective month to secure a fantastic deal to Windward is February, while the priciest month is December. Try to avoid this month if you're on a tight budget.

Book with confidence

Top tips for booking flights to Windward from UK

Get ready to fly to Windward

Prepare your luggage and book your flights to Windward with Expedia. We offer a seamless flight booking experience, with a wide range of Windward plane tickets to choose from. If you need help finding some of the best deals for cheap flights to Windward in 2026, we are always available to assist you. Book your flights to Windward today and let the adventure begin!

Find the best tickets to Windward

To find some of the best tickets to Windward in 2026, use Expedia's powerful search engine to compare dates and the different departure and arrival airports for your trip. Whether you're after direct flights to Windward or last-minute flights to Windward, you can filter and sort your search results, making it easy to find the ideal flight to Windward.

Airlines fly to Windward

There are 20 different airlines that fly to Windward including some of the most trusted names in the business. To book flights to Windward with your favourite airline, take a look at Expedia's flight listings and try out different dates to find some of the best Windward plane tickets.

Find the cheapest flights to Windward

By booking early you may find some of the best deals for Windward flights from the UK, including Windward direct flights. You can usually find affordable and cheap flights to Windward, whether one-way from £102 or round-trip from £167, with Expedia if you book your trip far enough in advance.

Find the best airports for cheap flights to Windward

Try searching for different Windward airports with Expedia to find some of the cheapest flights to Windward. Flights from Saint Martin (SXM) to Gustavia (SBH) usually have the lowest price from £102.

Why book your flights to Windward with Expedia

Expedia offers great deals on Windward air fares from £102 to cater to every budget. Not only is Expedia one of the top platforms to book flights to Windward from the UK, it is also your one-stop shop for booking hotels, car rentals, and more.

 

*Prices and availability are subject to change. Additional terms apply.

Top tips for booking flights to Windward from UK

Travel information

Windward Flights Information

Airlines serving
FlexFlight, Windward Island Airways International, St Barth Executive, JetBlue Airways, Contour Airlines, Cape Air, Corsair, interCaribbean Airways, British Airways, Caribbean Airlines, Air Caraibes
Roundtrip price
from £167
Windward Flights Information
*Available to Expedia members.