Cheap flights to Windward

Popular airlines to Windward

  • Windward Island Airways International

    Windward Island Airways International

  • Air Caraibes

    Air Caraibes

  • Tradewind Aviation

    Tradewind Aviation

  • Corsair

    Corsair

  • Air France

    Air France

  • Cape Air

    Cape Air

  • KLM

    KLM

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Cheap round-trip flights to Windward

Prices were available within the past 7 days and start at €291 for one-way flights and €1,959 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Sat, 27 Dec - Sat, 3 Jan
JFK
New York
SBH
Gustavia
€1,959 Return, found 16 hours ago
€1,959
Return
found 16 hours ago
Select JetBlue Airways flight, departing Sat, 27 Dec from New York to Gustavia, returning Sat, 3 Jan, priced at €1,959 found 16 hours ago
JetBlue Airways
Sat, 27 Dec - Sat, 3 Jan
JFK
New York
SBH
Gustavia
€2,103 Return, found 16 hours ago
€2,103
Return
found 16 hours ago
Select JetBlue Airways flight, departing Sat, 27 Dec from New York to Gustavia, returning Sat, 3 Jan, priced at €2,103 found 16 hours ago
JetBlue Airways
Sat, 27 Dec - Sat, 3 Jan
JFK
New York
SBH
Gustavia
€2,111 Return, found 16 hours ago
€2,111
Return
found 16 hours ago
Select JetBlue Airways flight, departing Sat, 27 Dec from New York to Gustavia, returning Sat, 3 Jan, priced at €2,111 found 16 hours ago
JetBlue Airways
Sat, 27 Dec - Sat, 3 Jan
JFK
New York
SBH
Gustavia
€2,122 Return, found 16 hours ago
€2,122
Return
found 16 hours ago
Select JetBlue Airways flight, departing Sat, 27 Dec from New York to Gustavia, returning Sat, 3 Jan, priced at €2,122 found 16 hours ago
JetBlue Airways
Sat, 27 Dec - Sat, 3 Jan
JFK
New York
SBH
Gustavia
€2,142 Return, found 16 hours ago
€2,142
Return
found 16 hours ago
Select JetBlue Airways flight, departing Sat, 27 Dec from New York to Gustavia, returning Sat, 3 Jan, priced at €2,142 found 16 hours ago
JetBlue Airways
Sat, 27 Dec - Sat, 3 Jan
JFK
New York
SBH
Gustavia
€2,145 Return, found 16 hours ago
€2,145
Return
found 16 hours ago
Select JetBlue Airways flight, departing Sat, 27 Dec from New York to Gustavia, returning Sat, 3 Jan, priced at €2,145 found 16 hours ago
JetBlue Airways
Sat, 27 Dec - Sat, 3 Jan
JFK
New York
SBH
Gustavia
€2,156 Return, found 16 hours ago
€2,156
Return
found 16 hours ago
Select JetBlue Airways flight, departing Sat, 27 Dec from New York to Gustavia, returning Sat, 3 Jan, priced at €2,156 found 16 hours ago
JetBlue Airways
Sat, 27 Dec - Sat, 3 Jan
JFK
New York
SBH
Gustavia
€2,157 Return, found 16 hours ago
€2,157
Return
found 16 hours ago
Select JetBlue Airways flight, departing Sat, 27 Dec from New York to Gustavia, returning Sat, 3 Jan, priced at €2,157 found 16 hours ago
JetBlue Airways
Sat, 27 Dec - Sat, 3 Jan
JFK
New York
SBH
Gustavia
€2,173 Return, found 16 hours ago
€2,173
Return
found 16 hours ago
Select JetBlue Airways flight, departing Sat, 27 Dec from New York to Gustavia, returning Sat, 3 Jan, priced at €2,173 found 16 hours ago
United
Sat, 27 Dec - Sat, 3 Jan
EWR
New York
SBH
Gustavia
€2,387 Return, found 16 hours ago
€2,387
Return
found 16 hours ago
Select United flight, departing Sat, 27 Dec from New York to Gustavia, returning Sat, 3 Jan, priced at €2,387 found 16 hours ago

About Windward

Expedia offers flights to Windward to meet every traveller's needs. Whatever your flight need - Expedia has the flight for you. So choose from flights to Windward or destinations around the world and discover how easy it is to make your flight reservations on Expedia.

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 €1,959. 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 €1,959 and €2,387 in the last seven days. For one-way journeys from New York (JFK), the lowest amount paid during this time was €291.
How much is a plane ticket to Windward?
In the last seven days, plane fares to Windward ranged between €1,959 and €2,387. 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.
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