Cheap flights to Windward

View €635 flight on Thu, 30 Apr 2026Opens in a new window

Popular airlines to Windward

  • KLM

  • FlexFlight

  • Windward Island Airways International

  • Air Caraibes

  • Corsair

  • Tradewind Aviation

  • Cape Air

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Cheap round-trip flights to Windward

Prices were available within the past 7 days and start at €635 for one-way flights and €922 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Caraibes
Fri, 6 Mar - Fri, 20 Mar
ORY
Paris
SBH
Gustavia
€922 Return, found 3 days ago
€922
Return
found 3 days ago
Select Air Caraibes flight, departing Fri, 6 Mar from Paris to Gustavia, returning Fri, 20 Mar, priced at €922 found 3 days ago
Air Caraibes
Fri, 6 Mar - Fri, 20 Mar
ORY
Paris
SBH
Gustavia
€967 Return, found 3 days ago
€967
Return
found 3 days ago
Select Air Caraibes flight, departing Fri, 6 Mar from Paris to Gustavia, returning Fri, 20 Mar, priced at €967 found 3 days ago
Air Caraibes
Fri, 6 Mar - Fri, 20 Mar
ORY
Paris
SBH
Gustavia
€991 Return, found 3 days ago
€991
Return
found 3 days ago
Select Air Caraibes flight, departing Fri, 6 Mar from Paris to Gustavia, returning Fri, 20 Mar, priced at €991 found 3 days ago
Corsair
Mon, 8 Jun - Mon, 15 Jun
ORY
Paris
SBH
Gustavia
€993 Return, found 4 days ago
€993
Return
found 4 days ago
Select Corsair flight, departing Mon, 8 Jun from Paris to Gustavia, returning Mon, 15 Jun, priced at €993 found 4 days ago
Air Caraibes
Fri, 6 Mar - Fri, 20 Mar
ORY
Paris
SBH
Gustavia
€1,036 Return, found 3 days ago
€1,036
Return
found 3 days ago
Select Air Caraibes flight, departing Fri, 6 Mar from Paris to Gustavia, returning Fri, 20 Mar, priced at €1,036 found 3 days ago
Air Caraibes
Mon, 8 Jun - Mon, 15 Jun
ORY
Paris
SBH
Gustavia
€1,050 Return, found 4 days ago
€1,050
Return
found 4 days ago
Select Air Caraibes flight, departing Mon, 8 Jun from Paris to Gustavia, returning Mon, 15 Jun, priced at €1,050 found 4 days ago
Corsair
Thu, 30 Apr - Sun, 10 May
ORY
Paris
SBH
Gustavia
€1,076 Return, found 14 hours ago
€1,076
Return
found 14 hours ago
Select Corsair flight, departing Thu, 30 Apr from Paris to Gustavia, returning Sun, 10 May, priced at €1,076 found 14 hours ago
Corsair
Thu, 30 Apr - Thu, 7 May
ORY
Paris
SBH
Gustavia
€1,114 Return, found 14 hours ago
€1,114
Return
found 14 hours ago
Select Corsair flight, departing Thu, 30 Apr from Paris to Gustavia, returning Thu, 7 May, priced at €1,114 found 14 hours ago
Aer Lingus
Sun, 22 Feb - Thu, 26 Feb
DUB
Dublin
SBH
Gustavia
€4,448 Return, found 2 days ago
€4,448
Return
found 2 days ago
Select Aer Lingus flight, departing Sun, 22 Feb from Dublin to Gustavia, returning Thu, 26 Feb, priced at €4,448 found 2 days ago
KLM
Mon, 23 Feb - Fri, 27 Feb
DUB
Dublin
SBH
Gustavia
€4,514 Return, found 15 hours ago
€4,514
Return
found 15 hours ago
Select KLM flight, departing Mon, 23 Feb from Dublin to Gustavia, returning Fri, 27 Feb, priced at €4,514 found 15 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 €922. 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 €922 and €4,514 in the last seven days. For one-way journeys from Paris (ORY), the lowest amount paid during this time was €635.
How much is a plane ticket to Windward?
In the last seven days, plane fares to Windward ranged between €922 and €4,514. 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.

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.

Aer Lingus
Sun, 22 Feb - Thu, 26 Feb
DUB
Dublin
SBH
Gustavia
€4,448 Return, found 2 days ago
€4,448
Return
found 2 days ago
Select Aer Lingus flight, departing Sun, 22 Feb from Dublin to Gustavia, returning Thu, 26 Feb, priced at €4,448 found 2 days ago
*Available to Expedia members.