Find The Best Flight Deals from $73

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

Philipsburg, Sint Maarten (SXM)to

Gustavia, Saint Barthélemy (SBH)
Depart: Thu, Jul 17, 2025
From
$159
Seen: 1 day ago
One-way

Gustavia, Saint Barthélemy (SBH)to

Philipsburg, Sint Maarten (SXM)
Depart: Fri, Jul 04, 2025
From
$110
Seen: 1 day ago
One-way

Willemstad, Curacao (CUR)to

Oranjestad, Aruba (AUA)
Depart: Tue, Jun 24, 2025
From
$111
Seen: 1 day ago
One-way

Philipsburg, Sint Maarten (SXM)to

The Bottom, Saba (SAB)
Depart: Sat, May 24, 2025
From
$140
Seen: 6 hrs ago
One-way

Willemstad, Curacao (CUR)to

Philipsburg, Sint Maarten (SXM)
Depart: Mon, Jul 14, 2025
From
$181
Seen: 1 day ago
One-way

Philipsburg, Sint Maarten (SXM)to

Willemstad, Curacao (CUR)
Depart: Sat, Jun 14, 2025
From
$218
Seen: 1 day ago
One-way

Oranjestad, Aruba (AUA)to

Willemstad, Curacao (CUR)
Depart: Fri, Jul 18, 2025
From
$139
Seen: 18 hrs ago
One-way

Oranjestad, St. Eustatius (EUX)to

Philipsburg, Sint Maarten (SXM)
Depart: Sun, Jun 29, 2025
From
$92
Seen: 1 day ago
One-way

Basseterre, Saint Kitts (SKB)to

Philipsburg, Sint Maarten (SXM)
Depart: Thu, Jun 26, 2025
From
$156
Seen: 1 day ago
One-way

Philipsburg, Sint Maarten (SXM)to

Marigot, Dominica (DOM)
Depart: Thu, Jul 24, 2025
From
$228
Seen: 21 hrs ago
One-way

Philipsburg, Sint Maarten (SXM)to

Basseterre, Saint Kitts (SKB)
Depart: Sun, Jul 13, 2025
From
$200
Seen: 20 hrs ago
One-way

Philipsburg, Sint Maarten (SXM)to

Oranjestad, St. Eustatius (EUX)
Depart: Tue, Jul 22, 2025
From
$146
Seen: 1 day 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
Philipsburg, Sint Maarten (SXM)Gustavia, Saint Barthélemy (SBH)Round-tripWed, Dec 10, 2025 - Mon, Dec 15, 2025

From

$190

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Gustavia, Saint Barthélemy (SBH)Round-tripFri, May 02, 2025 - Sun, May 04, 2025

From

$190

Seen: 1 day ago

Gustavia, Saint Barthélemy (SBH)Philipsburg, Sint Maarten (SXM)Round-tripFri, Apr 25, 2025 - Sun, Apr 27, 2025

From

$269

Seen: 1 day ago

Willemstad, Curacao (CUR)Oranjestad, Aruba (AUA)Round-tripFri, Jun 20, 2025 - Mon, Jun 23, 2025

From

$249

Seen: 1 day ago

Willemstad, Curacao (CUR)Oranjestad, Aruba (AUA)Round-tripMon, Oct 13, 2025 - Thu, Oct 30, 2025

From

$249

Seen: 1 day ago

Gustavia, Saint Barthélemy (SBH)Philipsburg, Sint Maarten (SXM)Round-tripSat, Apr 26, 2025 - Sun, Apr 27, 2025

From

$269

Seen: 9 hrs ago

Willemstad, Curacao (CUR)Philipsburg, Sint Maarten (SXM)Round-tripFri, Sep 26, 2025 - Mon, Sep 29, 2025

From

$398

Seen: 1 day ago

Willemstad, Curacao (CUR)Philipsburg, Sint Maarten (SXM)Round-tripSun, Jun 22, 2025 - Wed, Jun 25, 2025

From

$398

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Willemstad, Curacao (CUR)Round-tripMon, Jul 07, 2025 - Mon, Jul 21, 2025

From

$398

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Willemstad, Curacao (CUR)Round-tripThu, Aug 07, 2025 - Tue, Aug 12, 2025

From

$398

Seen: 1 day ago

Oranjestad, Aruba (AUA)Willemstad, Curacao (CUR)Round-tripSun, Jan 04, 2026 - Thu, Jan 08, 2026

From

$260

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)The Bottom, Saba (SAB)Round-tripSun, Aug 31, 2025 - Sun, Aug 31, 2025

From

$130

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)The Bottom, Saba (SAB)Round-tripWed, May 28, 2025 - Wed, May 28, 2025

From

$130

Seen: 23 hrs ago

Philipsburg, Sint Maarten (SXM)Oranjestad, St. Eustatius (EUX)Round-tripSun, Apr 27, 2025 - Sun, Apr 27, 2025

From

$133

Seen: 7 hrs ago

Oranjestad, Aruba (AUA)Willemstad, Curacao (CUR)Round-tripWed, Aug 20, 2025 - Tue, Aug 26, 2025

From

$260

Seen: 1 day ago

Basseterre, Saint Kitts (SKB)Philipsburg, Sint Maarten (SXM)Round-tripMon, Jun 30, 2025 - Fri, Aug 22, 2025

From

$342

Seen: 1 day ago

Basseterre, Saint Kitts (SKB)Philipsburg, Sint Maarten (SXM)Round-tripThu, May 15, 2025 - Tue, May 20, 2025

From

$356

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Oranjestad, St. Eustatius (EUX)Round-tripTue, May 06, 2025 - Tue, May 06, 2025

From

$133

Seen: 19 hrs ago

Philipsburg, Sint Maarten (SXM)Basseterre, Saint Kitts (SKB)Round-tripFri, Dec 05, 2025 - Fri, Dec 19, 2025

From

$356

Seen: 6 hrs ago

Philipsburg, Sint Maarten (SXM)Marigot, Dominica (DOM)Round-tripSun, Jun 15, 2025 - Mon, Jul 07, 2025

From

$396

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