A calm sea with a mountain in the distance.

S$877 Cheap Flights to Windward Side

View S$877 flight on Fri, 21 Aug, 2026Opens in a new window

Popular airlines to Windward Side

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Cheap round-trip flights to Windward Side

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.

United
Air Canada
Air Canada
Air Canada
United

Frequently asked questions

What is the name of Windward Side's airport?
Juancho E. Yrausquin Airport (SAB) is the only airport serving Windward Side.
How far is SAB from central Windward Side?
Juancho E. Yrausquin Airport is conveniently close to the centre of the city. It's just 2 kilometres from downtown Windward Side.
What airport is best to fly into Windward Side?
A flight to Windward Side means hitting the tarmac at Juancho E. Yrausquin Airport. Hop off the plane, collect your luggage and you'll be 2 kilometres from the downtown area.
How many airlines fly to Windward Side?
If you're travelling to Windward Side, there isn't a lot of choice. Just one airline services the route — get in early to score the best deal.
Which airlines fly to Windward Side?
Flights to Windward Side are typically run by Winair. The largest proportion of these flights set off from Sint Maarten, with Winair servicing this route the most often.
How many nonstop flights are there to Windward Side?
Planning an awesome Windward Side holiday is simple when there are 26 nonstop flights each week to select from.
Where are the most popular flights to Windward Side departing from?
If you're flying to Windward Side from Sint Maarten, it may interest you to know that a huge number of flights take off from this vibrant city.
How long is the flight to Windward Side Airport?
Flight duration from Sint Maarten to Windward Side is approximately 18 minutes, so sit back, relax and enjoy the in-flight entertainment.
How to book the cheapest flight to Windward Side?
If you want to save some cash on your Windward Side holiday, listen up! As any experienced traveller knows, avoid booking at the last minute. Fares are often highest just prior to the departure date. Another excellent way to nab an unbeatable deal is to shop around. If where you're headed has multiple airports, research the cost of flying into a smaller terminal. And finally, remember that it's first in, best dressed. Familiarise yourself with airfare costs and be ready to book your ticket as soon as you see an unbeatable bargain. The sweetest deals don't last long.
Do you have any tips for my flight to Windward Side?
We've pulled together all the info you need to make your flight an enjoyable experience. Follow our tips and you'll be breezing through the airport and exploring Windward Side before you know it. What to pack in your hand luggage:
  • It's easy — first, put in your passport, official ID, credit cards and medications. Next, you'll need some in-flight entertainment to help pass the time. A juicy book and a laptop filled with your favourite shows are always good options. If you intend to catch more than just forty winks, a quality neck pillow and some noise-cancelling headphones will also be useful. Finally, leave space for a toothbrush and some cleansing wipes so you'll touchdown looking fresh and raring to go.
Do not pack the following items in your hand luggage:
  • Check carefully that you don't have a sharp object hiding in one of the compartments of your hand luggage. Other restricted items include explosive or flammable goods, such as fuel and fireworks, and gels and liquids in containers with a volume of more than 3.4 ounces (100 millilitres).
What to wear on a flight:
  • Your top priority is to feel as comfortable as you can. Opt for slip-on footwear, dress in loose, natural fibers and remember to take a pullover in case it gets cold in the cabin.
  • Caused by prolonged periods of inactivity, deep vein thrombosis (DVT) is a blood clot condition that can affect passengers on long-distance flights. Reduce the risks by drinking water, keeping your ankles and legs moving and wearing compression socks or tights.
How to get through airport security fast when flying to Windward Side?
The secret is to be well prepared before you arrive at airport security. That way, you'll be hopping onto that plane to Windward Side in the blink of an eye. Follow these helpful tips and get your holiday off to a flying start:
  • Be sure to have your passport and boarding pass at hand. They'll be the first things you'll be asked for by airport security.
  • The X-ray machine is up next. Remove anything on you that is likely to set off the scanner's alarm. This includes items like headphones or earphones, as well as your coat or jacket. They'll need to be placed on the conveyor belt for screening.
  • Your electronic gadgets like phones and laptops will also need to go on a tray to be scanned. Don't worry, you'll be back online in no time.
  • Any liquids or gels, such as shampoo or hairspray, that you want to take on board need to be in containers no larger than 3.4 ounces (100 millilitres). Also, everything must fit inside a quart-size (one litre), clear zip-lock bag.
  • Choosing your footwear wisely can save you valuable minutes. Hiking boots are often required to be removed and X-rayed separately. Lightweight sneakers usually aren't.
  • Sharp items such as knives and scissors are not allowed on board. They'll be confiscated at security, so pack them safely away in your checked suitcase.

Book with confidence

Find Your Flights to Windward Side SAB

Cheap flights to Windward Side (SAB)

Get started finding a cheap flight to Windward Side on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport and whether you want a return or one-way airfare. You can filter for flexibility, number of stops, airline and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Windward Side.

Return prices range from S$1,671 - S$1,873 and one-ways Windward Side start as low as S$877.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

Airlines that fly to Windward Side (SAB)

You have several options for which airline you choose to travel with to Windward Side. There are 8 airlines flying into SAB: Air Canada, United. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check in a bag or bring hand baggage, it's worth checking whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked in/hand baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Windward Side (SAB) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to SAB in August and in August for one-ways.

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Find Your Flights to Windward Side SAB

Travel information

Destination airport
Juancho E. Yrausquin
Destination airport IATA code
SAB
Destination city name
Saba
Roundtrip price
S$1,670
*Available to Expedia members.