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Windward Flights - Book Cheap Flights to Windward

View RM3,549 flight on Thu, 10 Dec 2026Opens in a new window

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Popular airlines to Windward

  • Air France

  • KLM

  • Windward Island Airways International

  • Corsair

  • Tradewind Aviation

  • Cape Air

  • Air Caraibes

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Cheap round-trip flights to Windward

Prices were available within the past 7 days and start at RM3,549 for one-way flights and RM6,414 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM6,414 Return, found 1 day ago
RM6,414
Return
found 1 day ago
Select United flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM6,414 found 1 day ago
United
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM6,541 Return, found 1 day ago
RM6,541
Return
found 1 day ago
Select United flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM6,541 found 1 day ago
JetBlue Airways
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM7,561 Return, found 1 day ago
RM7,561
Return
found 1 day ago
Select JetBlue Airways flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM7,561 found 1 day ago
American Airlines
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM7,623 Return, found 1 day ago
RM7,623
Return
found 1 day ago
Select American Airlines flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM7,623 found 1 day ago
American Airlines
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM7,701 Return, found 1 day ago
RM7,701
Return
found 1 day ago
Select American Airlines flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM7,701 found 1 day ago
American Airlines
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM7,734 Return, found 1 day ago
RM7,734
Return
found 1 day ago
Select American Airlines flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM7,734 found 1 day ago
JetBlue Airways
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM7,741 Return, found 1 day ago
RM7,741
Return
found 1 day ago
Select JetBlue Airways flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM7,741 found 1 day ago
American Airlines
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM7,959 Return, found 1 day ago
RM7,959
Return
found 1 day ago
Select American Airlines flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM7,959 found 1 day ago
American Airlines
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM8,037 Return, found 1 day ago
RM8,037
Return
found 1 day ago
Select American Airlines flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM8,037 found 1 day ago
American Airlines
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM8,069 Return, found 1 day ago
RM8,069
Return
found 1 day ago
Select American Airlines flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM8,069 found 1 day ago
American Airlines
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM8,176 Return, found 1 day ago
RM8,176
Return
found 1 day ago
Select American Airlines flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM8,176 found 1 day ago
American Airlines
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM8,253 Return, found 1 day ago
RM8,253
Return
found 1 day ago
Select American Airlines flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM8,253 found 1 day ago
American Airlines
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM8,286 Return, found 1 day ago
RM8,286
Return
found 1 day ago
Select American Airlines flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM8,286 found 1 day ago
JetBlue Airways
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM8,294 Return, found 1 day ago
RM8,294
Return
found 1 day ago
Select JetBlue Airways flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM8,294 found 1 day ago
United
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM8,601 Return, found 1 day ago
RM8,601
Return
found 1 day ago
Select United flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM8,601 found 1 day ago
United
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM8,630 Return, found 1 day ago
RM8,630
Return
found 1 day ago
Select United flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM8,630 found 1 day ago
United
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM9,153 Return, found 1 day ago
RM9,153
Return
found 1 day ago
Select United flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM9,153 found 1 day ago
United
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM9,182 Return, found 1 day ago
RM9,182
Return
found 1 day ago
Select United flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM9,182 found 1 day ago
United
Thu, 10 Dec - Mon, 14 Dec
BOS
Boston
SBH
Gustavia
RM9,522 Return, found 1 day ago
RM9,522
Return
found 1 day ago
Select United flight, departing Thu, 10 Dec from Boston to Gustavia, returning Mon, 14 Dec, priced at RM9,522 found 1 day 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 RM6,414. 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 RM6,414 and RM9,522 in the last seven days. For one-way journeys from Boston (BOS), the lowest amount paid during this time was RM3,549.
How much is a plane ticket to Windward?
In the last seven days, plane fares to Windward ranged between RM6,414 and RM9,522. 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

About Windward

Expedia offers flights to Windward to meet every traveler'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.
About Windward
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