Cheap Flights to Windward

Popular airlines to Windward

  • Windward Island Airways International

    Windward Island Airways International

  • Tradewind Aviation

    Tradewind Aviation

  • Air Caraibes

    Air Caraibes

  • Corsair

    Corsair

  • Air France

    Air France

  • KLM

    KLM

  • Cape Air

    Cape Air

Cheapest Flights to Windward

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Windward Island Airways International
Sun, 22 Mar. - Sun, 29 Mar.
SKB
St. Kitts
SBH
Gustavia
AU$859 Return, found 1 day ago
AU$859
Return
found 1 day ago
Select Windward Island Airways International flight, departing Sun, 22 Mar. from St. Kitts to Gustavia, returning Sun, 29 Mar., priced at AU$859 found 1 day ago
Windward Island Airways International
Sun, 22 Mar. - Sun, 29 Mar.
SKB
St. Kitts
SBH
Gustavia
AU$867 Return, found 1 day ago
AU$867
Return
found 1 day ago
Select Windward Island Airways International flight, departing Sun, 22 Mar. from St. Kitts to Gustavia, returning Sun, 29 Mar., priced at AU$867 found 1 day ago
Windward Island Airways International
Sun, 22 Mar. - Sun, 29 Mar.
SKB
St. Kitts
SBH
Gustavia
AU$901 Return, found 1 day ago
AU$901
Return
found 1 day ago
Select Windward Island Airways International flight, departing Sun, 22 Mar. from St. Kitts to Gustavia, returning Sun, 29 Mar., priced at AU$901 found 1 day ago
Windward Island Airways International
Sun, 22 Mar. - Sun, 29 Mar.
SKB
St. Kitts
SBH
Gustavia
AU$921 Return, found 1 day ago
AU$921
Return
found 1 day ago
Select Windward Island Airways International flight, departing Sun, 22 Mar. from St. Kitts to Gustavia, returning Sun, 29 Mar., priced at AU$921 found 1 day ago
WestJet
Sun, 22 Mar. - Sun, 29 Mar.
YYZ
Toronto
SBH
Gustavia
AU$1,426 Return, found 1 day ago
AU$1,426
Return
found 1 day ago
Select WestJet flight, departing Sun, 22 Mar. from Toronto to Gustavia, returning Sun, 29 Mar., priced at AU$1,426 found 1 day ago
WestJet
Sun, 22 Mar. - Sun, 29 Mar.
YYZ
Toronto
SBH
Gustavia
AU$1,466 Return, found 1 day ago
AU$1,466
Return
found 1 day ago
Select WestJet flight, departing Sun, 22 Mar. from Toronto to Gustavia, returning Sun, 29 Mar., priced at AU$1,466 found 1 day ago
WestJet
Sun, 22 Mar. - Sun, 29 Mar.
YYZ
Toronto
SBH
Gustavia
AU$1,488 Return, found 1 day ago
AU$1,488
Return
found 1 day ago
Select WestJet flight, departing Sun, 22 Mar. from Toronto to Gustavia, returning Sun, 29 Mar., priced at AU$1,488 found 1 day ago
United
Sun, 22 Mar. - Sun, 29 Mar.
YYZ
Toronto
SBH
Gustavia
AU$1,667 Return, found 1 day ago
AU$1,667
Return
found 1 day ago
Select United flight, departing Sun, 22 Mar. from Toronto to Gustavia, returning Sun, 29 Mar., priced at AU$1,667 found 1 day ago
American Airlines
Sat, 21 Mar. - Fri, 27 Mar.
JFK
New York
SBH
Gustavia
AU$2,140 Return, found 20 hours ago
AU$2,140
Return
found 20 hours ago
Select American Airlines flight, departing Sat, 21 Mar. from New York to Gustavia, returning Fri, 27 Mar., priced at AU$2,140 found 20 hours ago
Delta
Sat, 21 Mar. - Fri, 27 Mar.
JFK
New York
SBH
Gustavia
AU$3,042 Return, found 20 hours ago
AU$3,042
Return
found 20 hours ago
Select Delta flight, departing Sat, 21 Mar. from New York to Gustavia, returning Fri, 27 Mar., priced at AU$3,042 found 20 hours ago

Windward Flights

When was the last time you embarked on a grand adventure? Whether it was last month or years ago, there’s never been a better time to start planning your next big trip. Book tickets to Windward today and get ready to build your travel itinerary, from exploring the area with your family to recharging in the change of scenery. During your stay, visit the must-see attractions, chow down on the local cuisine, and relish in a holiday state of mind. However you decide to spend your upcoming trip, we’re here to make your travel plans easy and affordable.

Book Your Windward Airfare

At Expedia.com.au, it’s simple to find cheap flights to Windward that won’t cause your wallet to flinch. Browse through our inventory of Windward flights and find airfare matching your preferred times and dates. Looking for a red-eye flight or an afternoon departure? Don’t worry, we’ve got you covered. You can even take advantage of our convenient My Scratchpad online feature, which lets you track your search results with ease. No more excuses; book your travel arrangements with us today to make your dream trip a reality.

Windward Flights Information

Airlines serving
Windward Island Airways International, WestJet, United, American Airlines, Delta
Roundtrip price
from AU$859

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 AU$859. 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 AU$859 and AU$3,042 in the last seven days. For one-way journeys from St. Kitts (SKB), the lowest amount paid during this time was AU$446.
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 AU$859 and AU$3,042. 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.
*Available to Expedia members.