Cheap flights to Windward

View €227 flight on Fri, 26 Jun 2026Opens in a new window

Popular airlines to Windward

  • KLM

  • Windward Island Airways International

  • Air Caraibes

  • Corsair

  • FlexFlight

  • 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 €227 for one-way flights and €464 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Windward Island Airways International
Thu, 18 Jun - Mon, 22 Jun
ANU
Antigua
SBH
Gustavia
€464 Return, found 1 day ago
€464
Return
found 1 day ago
Select Windward Island Airways International flight, departing Thu, 18 Jun from Antigua to Gustavia, returning Mon, 22 Jun, priced at €464 found 1 day ago
Windward Island Airways International
Thu, 18 Jun - Mon, 22 Jun
ANU
Antigua
SBH
Gustavia
€473 Return, found 1 day ago
€473
Return
found 1 day ago
Select Windward Island Airways International flight, departing Thu, 18 Jun from Antigua to Gustavia, returning Mon, 22 Jun, priced at €473 found 1 day ago
Windward Island Airways International
Thu, 18 Jun - Mon, 22 Jun
ANU
Antigua
SBH
Gustavia
€478 Return, found 1 day ago
€478
Return
found 1 day ago
Select Windward Island Airways International flight, departing Thu, 18 Jun from Antigua to Gustavia, returning Mon, 22 Jun, priced at €478 found 1 day ago
Windward Island Airways International
Sun, 22 Nov - Tue, 24 Nov
ANU
Antigua
SBH
Gustavia
€483 Return, found 1 day ago
€483
Return
found 1 day ago
Select Windward Island Airways International flight, departing Sun, 22 Nov from Antigua to Gustavia, returning Tue, 24 Nov, priced at €483 found 1 day ago
Windward Island Airways International
Sat, 28 Nov - Mon, 30 Nov
ANU
Antigua
SBH
Gustavia
€485 Return, found 1 day ago
€485
Return
found 1 day ago
Select Windward Island Airways International flight, departing Sat, 28 Nov from Antigua to Gustavia, returning Mon, 30 Nov, priced at €485 found 1 day ago
Windward Island Airways International
Thu, 18 Jun - Mon, 22 Jun
ANU
Antigua
SBH
Gustavia
€489 Return, found 1 day ago
€489
Return
found 1 day ago
Select Windward Island Airways International flight, departing Thu, 18 Jun from Antigua to Gustavia, returning Mon, 22 Jun, priced at €489 found 1 day ago
Tradewind Aviation
Sat, 28 Nov - Mon, 30 Nov
ANU
Antigua
SBH
Gustavia
€720 Return, found 1 day ago
€720
Return
found 1 day ago
Select Tradewind Aviation flight, departing Sat, 28 Nov from Antigua to Gustavia, returning Mon, 30 Nov, priced at €720 found 1 day ago
British Airways
Sat, 11 Jul - Sat, 25 Jul
LGW
London
SBH
Gustavia
€1,366 Return, found 21 hours ago
€1,366
Return
found 21 hours ago
Select British Airways flight, departing Sat, 11 Jul from London to Gustavia, returning Sat, 25 Jul, priced at €1,366 found 21 hours ago
Aer Lingus
Fri, 4 Dec - Sun, 13 Dec
DUB
Dublin
SBH
Gustavia
€4,220 Return, found 19 hours ago
€4,220
Return
found 19 hours ago
Select Aer Lingus flight, departing Fri, 4 Dec from Dublin to Gustavia, returning Sun, 13 Dec, priced at €4,220 found 19 hours ago
KLM
Sat, 11 Jul - Sat, 25 Jul
LHR
London
SBH
Gustavia
€4,869 Return, found 21 hours ago
€4,869
Return
found 21 hours ago
Select KLM flight, departing Sat, 11 Jul from London to Gustavia, returning Sat, 25 Jul, priced at €4,869 found 21 hours 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.

Aer Lingus
Fri, 4 Dec - Sun, 13 Dec
DUB
Dublin
SBH
Gustavia
€4,220 Return, found 19 hours ago
€4,220
Return
found 19 hours ago
Select Aer Lingus flight, departing Fri, 4 Dec from Dublin to Gustavia, returning Sun, 13 Dec, priced at €4,220 found 19 hours 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 €464. 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 €464 and €4,869 in the last seven days. For one-way journeys from Antigua (ANU), the lowest amount paid during this time was €227.
How much is a plane ticket to Windward?
In the last seven days, plane fares to Windward ranged between €464 and €4,869. 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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About Windward

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About Windward
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