Windward Island Airways Flights, Airline Tickets & Deals

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First-time app users get up to $50^† off our fees on flightsValid until Dec 31

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Round TripOne Way

* All fares above were last found on: Dec 28, 2024 at 2:57 PM UTC . Fares are one way/round trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are based on historical data, are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions.

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Mar 27, 2025 Emelia Jaime Affordable FareIt was a wonderful trip to Manila. We spend or time with our friends and family during Christmas and new years day in Iloilo.Thanks to cheapoair, we made our dreams come true, to travel with Singapore airline and Lufthansa, with an affordable fare. We highly recommend to use cheapoair on any travel plans.
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Mar 20, 2025 Matarr Sosseh Business Class TripI was very happy with my business class. I would like to upgrade my next trip if and when there is any deal.
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Mar 19, 2025 Judy Foxworth Seattle from VegasI have not used Cheapoair for a while, I am happy to say it was a Great Trip!!! The ease of getting my flights set up and then make the changes the I needed was awesome!!!
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Useful Insights about Windward Island Airways

Hub Airports:	Princess Juliana Airport, 0, 0, 0, 0
Head Quarter:	Princess Juliana International Airport and St. Maarten, Netherlands Antilles
Popular Route:	St Maarten - Antigua
Popular Destinations:	Antigua, Curacao, St Maarten

Windward Island Airways Travel Trends^‡

15% of Windward Island Airways passengers were over the age of 60.
43% of Windward Island Airways passengers were millennials.
54% of Windward Island Airways passengers were female.
23.73% of Windward Island Airways passengers booked First or Business Class.
St Maarten was the most popular destination for Windward Island Airways passengers.
Princess Juliana International Airport was the most popular airport for Windward Island Airways travelers.

^‡ All of the above-mentioned facts are derived from the data of the last 3 months while the highest and lowest booking months are picked on the basis of last 12 months.

Winair VIP

With a Winair VIP ticket for passengers flying to the Carribean Winward Islands, enjoy luggage transfer or a helping hand with the kids when paying that little extra for a more comfortable flight with Winair.

Featured Destination: Saint Lucia

Saint Lucia is an island paradise featuring sea, sun and sand. Snorkeling along the palm tree lined beaches is a must at Marigot Bay or visit the Sulphur Springs to experience volcanic wonder. If you manage to leave the comfort of your tropical resort or luxury hotel, enjoy dinner at the Ladera Hotel with incredible views of the Petit Piton.

Book Windward Island Airways Tickets with CheapOair

Also known as Windward Islands Airways, Winair (WM) was founded in the year 1961 and has its main operational hub at the Princess Juliana International Airport. The airline has a fleet size of 5 aircrafts and serves 11 destinations within the Leeward Islands in the North East Caribbean. Some of the destinations covered by the airline include St. John's, Charlestown, Road Town, Gustavia and San Juan.

In-Flight Amenities

Passengers can carry one piece of checked baggage not weighing more than 23 kilos or 53 pounds.

The highly trained staff makes sure that all your needs are taken care of when you are flying with the airline.

Grab a copy of the in-flight magazine and read interesting write-ups on travel, shopping and amazing destinations of the world.

Online Check-In
Beat the queue at the airport with the online check-in service offered by Winair. Passengers can check-in anytime between 25 hours to 2 hours before the scheduled departure of the flight.

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When searching for airfares, discount and savings claims are based on multiple factors, including searching over 500 airlines to find our lowest available fare. Coupon codes are valid for savings for qualified bookings off our service fees.

Fare Disclosures

* Unless otherwise noted, fares are roundtrip. Fares include all fuel surcharges, taxes & fees and our service fees . Displayed fares are based on historical data, are subject to change. Tickets are nonrefundable, nontransferable, non-assignable and subject to airline restrictions. Name changes are not permitted. There is a higher probability of seats at the stated fare being available on Tuesday, Wednesday and Thursday, and it may require an advance purchase of up to 21 days and/or a Saturday night stay at the destination. Certain blackout dates may apply. Holidays and weekend travel may have a surcharge. See Terms and Conditions for other restrictions.

Coupon Codes

Expires Mar 31, 2025. Discount applies to service fees for qualified airline tickets, hotel, car rental and vacation package bookings for destinations in the Northeast (CT, ME, MA, NH, RI, VT, NY, NJ, PA) and Midwest (IL, IN, MI, OH, WI, IA, KS, MN, MO, NE, ND, SD) regions of the United States, Canada, South America, Asia, Europe, Africa and South Pacific. Amount of service fee discount varies: for air bookings maximum savings of $5.00 per person applied to bookings from one (1) traveler up to three (3) travelers; the maximum discount applied is $15.00; for hotel bookings maximum savings of $12.99 applied on qualified purchases; for car rental bookings maximum savings of $8.00 applied on qualified bookings; for vacation package bookings maximum savings of $20.00 applied on qualified bookings. Promo Code and Instant Savings offers can be combined up to the amount of our service fees but cannot be used or combined with any other coupons, promotions or special offers. May be withdrawn at any time without notice. No cash value, void where prohibited.

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Excellent | 4 Stars
Based on 233,423 reviews
This rating is as of 02/10/2025
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