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

Willemstad, Curacao (CUR)
Depart: Fri, Jun 13, 2025
From
$218
Seen: 1 day ago
One-way

Philipsburg, Sint Maarten (SXM)to

Gustavia, Saint Barthélemy (SBH)
Depart: Tue, Jun 24, 2025
From
$159
Seen: 1 day ago
One-way

Willemstad, Curacao (CUR)to

Philipsburg, Sint Maarten (SXM)
Depart: Wed, May 21, 2025
From
$181
Seen: 1 day ago
One-way

Basseterre, Saint Kitts (SKB)to

Philipsburg, Sint Maarten (SXM)
Depart: Mon, Jun 02, 2025
From
$156
Seen: 1 day ago
One-way

Willemstad, Curacao (CUR)to

Oranjestad, Aruba (AUA)
Depart: Wed, May 21, 2025
From
$111
Seen: 1 day ago
One-way

Oranjestad, Aruba (AUA)to

Willemstad, Curacao (CUR)
Depart: Mon, May 19, 2025
From
$139
Seen: 1 day ago
One-way

St. John's, Antigua (ANU)to

Philipsburg, Sint Maarten (SXM)
Depart: Thu, May 22, 2025
From
$170
Seen: 1 day ago
One-way

Philipsburg, Sint Maarten (SXM)to

Basseterre, Saint Kitts (SKB)
Depart: Mon, May 26, 2025
From
$200
Seen: 1 day ago
One-way

Philipsburg, Sint Maarten (SXM)to

Marigot, Dominica (DOM)
Depart: Sun, Jun 08, 2025
From
$228
Seen: 1 day ago
One-way

Charlestown, Nevis (NEV)to

Philipsburg, Sint Maarten (SXM)
Depart: Thu, Jun 12, 2025
From
$109
Seen: 1 day ago
One-way

Oranjestad, St. Eustatius (EUX)to

Philipsburg, Sint Maarten (SXM)
Depart: Wed, Apr 30, 2025
From
$92
Seen: 1 day ago
One-way

Philipsburg, Sint Maarten (SXM)to

St. John's, Antigua (ANU)
Depart: Fri, May 23, 2025
From
$216
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)Willemstad, Curacao (CUR)Round-tripSat, Oct 18, 2025 - Sat, Oct 25, 2025

From

$398

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Willemstad, Curacao (CUR)Round-tripTue, Jul 01, 2025 - Thu, Jul 10, 2025

From

$398

Seen: 1 day ago

Basseterre, Saint Kitts (SKB)Philipsburg, Sint Maarten (SXM)Round-tripSat, Apr 19, 2025 - Tue, Apr 29, 2025

From

$356

Seen: 1 day ago

Willemstad, Curacao (CUR)Philipsburg, Sint Maarten (SXM)Round-tripSun, Apr 27, 2025 - Wed, Apr 30, 2025

From

$398

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Gustavia, Saint Barthélemy (SBH)Round-tripTue, Dec 16, 2025 - Sun, Dec 21, 2025

From

$190

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Gustavia, Saint Barthélemy (SBH)Round-tripMon, Apr 28, 2025 - Wed, Apr 30, 2025

From

$190

Seen: 1 day ago

Willemstad, Curacao (CUR)Philipsburg, Sint Maarten (SXM)Round-tripWed, Jul 09, 2025 - Thu, Jul 10, 2025

From

$398

Seen: 1 day ago

Basseterre, Saint Kitts (SKB)Philipsburg, Sint Maarten (SXM)Round-tripFri, Jul 25, 2025 - Wed, Aug 20, 2025

From

$356

Seen: 1 day ago

Willemstad, Curacao (CUR)Oranjestad, Aruba (AUA)Round-tripWed, Aug 06, 2025 - Sun, Aug 17, 2025

From

$249

Seen: 1 day ago

Willemstad, Curacao (CUR)Oranjestad, Aruba (AUA)Round-tripTue, Sep 09, 2025 - Thu, Sep 25, 2025

From

$249

Seen: 1 day ago

Oranjestad, Aruba (AUA)Willemstad, Curacao (CUR)Round-tripMon, May 19, 2025 - Fri, May 23, 2025

From

$260

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Basseterre, Saint Kitts (SKB)Round-tripSun, Aug 24, 2025 - Mon, Aug 25, 2025

From

$356

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Basseterre, Saint Kitts (SKB)Round-tripSat, May 03, 2025 - Sat, May 10, 2025

From

$356

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Marigot, Dominica (DOM)Round-tripWed, May 14, 2025 - Mon, Jun 09, 2025

From

$396

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Marigot, Dominica (DOM)Round-tripFri, Jul 04, 2025 - Thu, Jul 17, 2025

From

$396

Seen: 1 day ago

Marigot, Dominica (DOM)Philipsburg, Sint Maarten (SXM)Round-tripMon, Jul 28, 2025 - Fri, Aug 08, 2025

From

$396

Seen: 1 day ago

Marigot, Dominica (DOM)Philipsburg, Sint Maarten (SXM)Round-tripThu, Apr 10, 2025 - Fri, May 02, 2025

From

$396

Seen: 1 day ago

St. John's, Antigua (ANU)Philipsburg, Sint Maarten (SXM)Round-tripTue, Apr 08, 2025 - Sat, May 10, 2025

From

$386

Seen: 1 day ago

St. John's, Antigua (ANU)Philipsburg, Sint Maarten (SXM)Round-tripWed, Sep 17, 2025 - Wed, Sep 24, 2025

From

$386

Seen: 1 day ago

Road Town, Tortola (EIS)Philipsburg, Sint Maarten (SXM)Round-tripThu, Apr 03, 2025 - Tue, Apr 15, 2025

From

$367

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