Find The Best Flight Deals from $158

Travel Throughout the Caribbean with Winair, with these best one way flight deals

Philipsburg, Sint Maarten (SXM)to

Gustavia, Saint Barthélemy (SBH)
Depart: Thu, Jan 16, 2025
From
$158*
Seen: 1 day ago
One-way

Philipsburg, Sint Maarten (SXM)to

Willemstad, Curacao (CUR)
Depart: Thu, Feb 06, 2025
From
$217*
Seen: 16 hrs ago
One-way

Philipsburg, Sint Maarten (SXM)to

The Bottom, Saba (SAB)
Depart: Mon, Jan 27, 2025
From
$139*
Seen: 1 day ago
One-way

Gustavia, Saint Barthélemy (SBH)to

Philipsburg, Sint Maarten (SXM)
Depart: Fri, Jan 10, 2025
From
$110*
Seen: 1 day ago
One-way

Willemstad, Curacao (CUR)to

Philipsburg, Sint Maarten (SXM)
Depart: Wed, Feb 19, 2025
From
$194*
Seen: 1 day ago
One-way

Road Town, Tortola (EIS)to

Philipsburg, Sint Maarten (SXM)
Depart: Thu, Dec 19, 2024
From
$161*
Seen: 1 day ago
One-way

Marigot, Dominica (DOM)to

Philipsburg, Sint Maarten (SXM)
Depart: Sat, Dec 21, 2024
From
$168*
Seen: 1 day ago
One-way

Oranjestad, Aruba (AUA)to

Willemstad, Curacao (CUR)
Depart: Thu, Dec 19, 2024
From
$139*
Seen: 1 day ago
One-way

Basseterre, Saint Kitts (SKB)to

Philipsburg, Sint Maarten (SXM)
Depart: Sat, Feb 15, 2025
From
$156*
Seen: 1 day ago
One-way

Philipsburg, Sint Maarten (SXM)to

Oranjestad, St. Eustatius (EUX)
Depart: Sat, Dec 28, 2024
From
$145*
Seen: 1 day ago
One-way

Willemstad, Curacao (CUR)to

Oranjestad, Aruba (AUA)
Depart: Sun, Feb 09, 2025
From
$131*
Seen: 1 day ago
One-way

Oranjestad, St. Eustatius (EUX)to

Philipsburg, Sint Maarten (SXM)
Depart: Mon, Nov 25, 2024
From
$92*
Seen: 23 hrs ago
One-way

*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply.

Popular Flight Deals with Winair

Popular Flight Deals with Winair
From
To
Fare Type
Dates
Price
FromPhilipsburg, Sint Maarten (SXM)ToGustavia, Saint Barthélemy (SBH)Round-tripWed, Nov 27, 2024 - Wed, Nov 27, 2024

From

$100*

Seen: 1 day ago

FromPhilipsburg, Sint Maarten (SXM)ToGustavia, Saint Barthélemy (SBH)Round-tripFri, Nov 29, 2024 - Fri, Nov 29, 2024

From

$100*

Seen: 1 day ago

FromWillemstad, Curacao (CUR)ToPhilipsburg, Sint Maarten (SXM)Round-tripThu, Mar 20, 2025 - Sun, Mar 23, 2025

From

$410*

Seen: 10 hrs ago

FromPhilipsburg, Sint Maarten (SXM)ToWillemstad, Curacao (CUR)Round-tripFri, Dec 20, 2024 - Sun, Dec 29, 2024

From

$410*

Seen: 1 day ago

FromPhilipsburg, Sint Maarten (SXM)ToWillemstad, Curacao (CUR)Round-tripSun, Feb 23, 2025 - Thu, Feb 27, 2025

From

$410*

Seen: 1 day ago

FromPhilipsburg, Sint Maarten (SXM)ToThe Bottom, Saba (SAB)Round-tripMon, Nov 25, 2024 - Mon, Nov 25, 2024

From

$79*

Seen: 1 day ago

FromGustavia, Saint Barthélemy (SBH)ToPhilipsburg, Sint Maarten (SXM)Round-tripFri, Dec 13, 2024 - Sun, Dec 15, 2024

From

$263*

Seen: 1 day ago

FromGustavia, Saint Barthélemy (SBH)ToPhilipsburg, Sint Maarten (SXM)Round-tripSun, Nov 24, 2024 - Wed, Nov 27, 2024

From

$263*

Seen: 18 hrs ago

FromPhilipsburg, Sint Maarten (SXM)ToThe Bottom, Saba (SAB)Round-tripWed, Dec 04, 2024 - Wed, Dec 04, 2024

From

$79*

Seen: 7 hrs ago

FromMarigot, Dominica (DOM)ToPhilipsburg, Sint Maarten (SXM)Round-tripTue, Nov 26, 2024 - Sat, Nov 30, 2024

From

$395*

Seen: 15 hrs ago

FromWillemstad, Curacao (CUR)ToPhilipsburg, Sint Maarten (SXM)Round-tripWed, Mar 05, 2025 - Sun, Mar 09, 2025

From

$410*

Seen: 1 day ago

FromRoad Town, Tortola (EIS)ToPhilipsburg, Sint Maarten (SXM)Round-tripSun, Nov 24, 2024 - Sun, Nov 24, 2024

From

$366*

Seen: 1 day ago

FromRoad Town, Tortola (EIS)ToPhilipsburg, Sint Maarten (SXM)Round-tripTue, Dec 24, 2024 - Tue, Dec 31, 2024

From

$366*

Seen: 1 day ago

FromMarigot, Dominica (DOM)ToPhilipsburg, Sint Maarten (SXM)Round-tripSun, Feb 02, 2025 - Sat, Feb 08, 2025

From

$395*

Seen: 1 day ago

FromPhilipsburg, Sint Maarten (SXM)ToOranjestad, St. Eustatius (EUX)Round-tripThu, Nov 21, 2024 - Thu, Nov 21, 2024

From

$80*

Seen: 16 hrs ago

FromOranjestad, Aruba (AUA)ToWillemstad, Curacao (CUR)Round-tripSun, Nov 24, 2024 - Thu, Nov 28, 2024

From

$261*

Seen: 1 day ago

FromOranjestad, Aruba (AUA)ToWillemstad, Curacao (CUR)Round-tripMon, May 12, 2025 - Sat, May 17, 2025

From

$261*

Seen: 1 day ago

FromBasseterre, Saint Kitts (SKB)ToPhilipsburg, Sint Maarten (SXM)Round-tripTue, Dec 10, 2024 - Fri, Dec 13, 2024

From

$355*

Seen: 1 day ago

FromBasseterre, Saint Kitts (SKB)ToPhilipsburg, Sint Maarten (SXM)Round-tripTue, Dec 31, 2024 - Tue, Jan 07, 2025

From

$355*

Seen: 1 day ago

FromPhilipsburg, Sint Maarten (SXM)ToOranjestad, St. Eustatius (EUX)Round-tripMon, Nov 25, 2024 - Mon, Nov 25, 2024

From

$80*

Seen: 1 day ago

*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply.

Current Flight Routes of Winair

All route statuses
Current Flight Routes of Winair
Status
From
To
Date(s)
Actions

Active

Antigua (ANU)Sint Maarten (SXM)

Ongoing

Active

Antigua (ANU)Tortola (EIS)

Ongoing

Active

Antigua (ANU)Dominica (DOM)

Ongoing

Active

Aruba (AUA)Sint Maarten (SXM)

Ongoing

Active

Aruba (AUA)Curacao (CUR)

Ongoing

Active

Bonaire (BON)Sint Maarten (SXM)

Ongoing

Active

Bonaire (BON)Curacao (CUR)

Ongoing

Active

Curacao (CUR)Bonaire (BON)

Ongoing

Active

Curacao (CUR)Sint Maarten (SXM)

Ongoing

Active

Curacao (CUR)Aruba (AUA)

Ongoing

* The information provided is for informational purposes only and does not constitute any legal or other right. It is subject to change without notice.

Most Popular Round trip Flight Deals with Winair

*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.

Popular flights from Winair