Find The Best Flight Deals from $30

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

Philipsburg, Sint Maarten (SXM)to

Willemstad, Curacao (CUR)
Depart: Sat, May 10, 2025
From
$218*
Seen: 1 day ago
One-way

Willemstad, Curacao (CUR)to

Philipsburg, Sint Maarten (SXM)
Depart: Sun, Jun 22, 2025
From
$87*
Seen: 1 day ago
One-way

Basseterre, Saint Kitts (SKB)to

Philipsburg, Sint Maarten (SXM)
Depart: Thu, May 08, 2025
From
$57*
Seen: 1 day ago
One-way

Willemstad, Curacao (CUR)to

Oranjestad, Aruba (AUA)
Depart: Thu, Jun 05, 2025
From
$50*
Seen: 1 day ago
One-way

Marigot, Dominica (DOM)to

Philipsburg, Sint Maarten (SXM)
Depart: Fri, May 16, 2025
From
$79*
Seen: 1 day ago
One-way

Philipsburg, Sint Maarten (SXM)to

Marigot, Dominica (DOM)
Depart: Tue, May 20, 2025
From
$140*
Seen: 1 day ago
One-way

Philipsburg, Sint Maarten (SXM)to

Basseterre, Saint Kitts (SKB)
Depart: Tue, May 13, 2025
From
$112*
Seen: 1 day ago
One-way

Philipsburg, Sint Maarten (SXM)to

St. John's, Antigua (ANU)
Depart: Sat, Jun 14, 2025
From
$133*
Seen: 1 day ago
One-way

Philipsburg, Sint Maarten (SXM)to

Gustavia, Saint Barthélemy (SBH)
Depart: Mon, Jun 09, 2025
From
$122*
Seen: 1 day ago
One-way

Oranjestad, Aruba (AUA)to

Willemstad, Curacao (CUR)
Depart: Mon, Jun 09, 2025
From
$67*
Seen: 1 day ago
One-way

St. John's, Antigua (ANU)to

Philipsburg, Sint Maarten (SXM)
Depart: Tue, May 06, 2025
From
$87*
Seen: 1 day ago
One-way

Road Town, Tortola (EIS)to

Philipsburg, Sint Maarten (SXM)
Depart: Tue, Jun 24, 2025
From
$89*
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-tripFri, Jun 20, 2025 - Sun, Jun 22, 2025

From

$210

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Willemstad, Curacao (CUR)Round-tripWed, Oct 01, 2025 - Wed, Oct 15, 2025

From

$210

Seen: 1 day ago

Willemstad, Curacao (CUR)Philipsburg, Sint Maarten (SXM)Round-tripFri, Jul 18, 2025 - Thu, Jul 24, 2025

From

$210

Seen: 1 day ago

Willemstad, Curacao (CUR)Philipsburg, Sint Maarten (SXM)Round-tripFri, Jul 04, 2025 - Wed, Jul 09, 2025

From

$210

Seen: 1 day ago

Basseterre, Saint Kitts (SKB)Philipsburg, Sint Maarten (SXM)Round-tripFri, May 09, 2025 - Tue, May 13, 2025

From

$169

Seen: 1 day ago

Basseterre, Saint Kitts (SKB)Philipsburg, Sint Maarten (SXM)Round-tripThu, Jun 26, 2025 - Tue, Jul 01, 2025

From

$169

Seen: 1 day ago

Willemstad, Curacao (CUR)Oranjestad, Aruba (AUA)Round-tripThu, Oct 23, 2025 - Sun, Oct 26, 2025

From

$117

Seen: 1 day ago

Willemstad, Curacao (CUR)Oranjestad, Aruba (AUA)Round-tripWed, Oct 01, 2025 - Sun, Oct 05, 2025

From

$117

Seen: 1 day ago

Marigot, Dominica (DOM)Philipsburg, Sint Maarten (SXM)Round-tripFri, Jul 04, 2025 - Mon, Jul 28, 2025

From

$219

Seen: 1 day ago

Marigot, Dominica (DOM)Philipsburg, Sint Maarten (SXM)Round-tripFri, Jul 04, 2025 - Mon, Jul 14, 2025

From

$219

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Marigot, Dominica (DOM)Round-tripWed, Jun 04, 2025 - Wed, Jun 11, 2025

From

$219

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Marigot, Dominica (DOM)Round-tripThu, Jul 03, 2025 - Thu, Jul 31, 2025

From

$307

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Basseterre, Saint Kitts (SKB)Round-tripFri, May 09, 2025 - Mon, May 12, 2025

From

$268

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Basseterre, Saint Kitts (SKB)Round-tripWed, May 07, 2025 - Fri, May 23, 2025

From

$268

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)St. John's, Antigua (ANU)Round-tripSat, Jun 14, 2025 - Tue, Jun 24, 2025

From

$220

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)St. John's, Antigua (ANU)Round-tripMon, Oct 13, 2025 - Fri, Oct 17, 2025

From

$303

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Gustavia, Saint Barthélemy (SBH)Round-tripTue, Nov 11, 2025 - Tue, Nov 11, 2025

From

$190

Seen: 1 day ago

Philipsburg, Sint Maarten (SXM)Gustavia, Saint Barthélemy (SBH)Round-tripWed, Apr 02, 2025 - Sun, Apr 13, 2025

From

$190

Seen: 1 day ago

Oranjestad, Aruba (AUA)Willemstad, Curacao (CUR)Round-tripTue, Jun 17, 2025 - Tue, Jun 24, 2025

From

$117

Seen: 1 day ago

Oranjestad, Aruba (AUA)Willemstad, Curacao (CUR)Round-tripFri, Jun 20, 2025 - Wed, Jun 25, 2025

From

$117

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