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Travel Throughout the Caribbean with Winair, with these best one way flight deals
Basseterre, Saint Kitts (SKB)to
Philipsburg, Sint Maarten (SXM)Philipsburg, Sint Maarten (SXM)to
Gustavia, Saint Barthélemy (SBH)Philipsburg, Sint Maarten (SXM)to
Oranjestad, Aruba (AUA)Philipsburg, Sint Maarten (SXM)to
Basseterre, Saint Kitts (SKB)Willemstad, Curacao (CUR)to
Oranjestad, Aruba (AUA)Philipsburg, Sint Maarten (SXM)to
Willemstad, Curacao (CUR)Philipsburg, Sint Maarten (SXM)to
Oranjestad, St. Eustatius (EUX)Philipsburg, Sint Maarten (SXM)to
Marigot, Dominica (DOM)Philipsburg, Sint Maarten (SXM)to
The Bottom, Saba (SAB)The Bottom, Saba (SAB)to
Philipsburg, Sint Maarten (SXM)Basseterre, Saint Kitts (SKB)to
Marigot, Dominica (DOM)St. John's, Antigua (ANU)to
Philipsburg, Sint Maarten (SXM)*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
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Philipsburg, Sint Maarten (SXM) | Willemstad, Curacao (CUR) | Round-trip | 261, 09, 2025 - 272, 09, 2025 | From $365 Seen: 54 minutes ago |
| Basseterre, Saint Kitts (SKB) | Philipsburg, Sint Maarten (SXM) | Round-trip | 358, 12, 2025 - 362, 12, 2026 | From $283 Seen: 1 day ago |
| Basseterre, Saint Kitts (SKB) | Philipsburg, Sint Maarten (SXM) | Round-trip | 261, 09, 2025 - 265, 09, 2025 | From $283 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Oranjestad, Aruba (AUA) | Round-trip | 252, 09, 2025 - 266, 09, 2025 | From $607 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Basseterre, Saint Kitts (SKB) | Round-trip | 48, 02, 2026 - 62, 03, 2026 | From $283 Seen: 7 hrs ago |
| Philipsburg, Sint Maarten (SXM) | Basseterre, Saint Kitts (SKB) | Round-trip | 357, 12, 2025 - 362, 12, 2026 | From $283 Seen: 4 hrs ago |
| Willemstad, Curacao (CUR) | Oranjestad, Aruba (AUA) | Round-trip | 11, 01, 2026 - 14, 01, 2026 | From $238 Seen: 1 day ago |
| Willemstad, Curacao (CUR) | Oranjestad, Aruba (AUA) | Round-trip | 263, 09, 2025 - 270, 09, 2025 | From $238 Seen: 1 day ago |
| Charlestown, Nevis (NEV) | Philipsburg, Sint Maarten (SXM) | Round-trip | 343, 12, 2025 - 355, 12, 2025 | From $319 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Willemstad, Curacao (CUR) | Round-trip | 247, 09, 2025 - 262, 09, 2025 | From $365 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Oranjestad, St. Eustatius (EUX) | Round-trip | 280, 10, 2025 - 78, 03, 2026 | From $236 Seen: 14 hrs ago |
| Philipsburg, Sint Maarten (SXM) | Bridgetown, Barbados (BGI) | Round-trip | 274, 10, 2025 - 277, 10, 2025 | From $375 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | The Bottom, Saba (SAB) | Round-trip | 271, 09, 2025 - 271, 09, 2025 | From $224 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | The Bottom, Saba (SAB) | Round-trip | 247, 09, 2025 - 247, 09, 2025 | From $224 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Gustavia, Saint Barthélemy (SBH) | Round-trip | 298, 10, 2025 - 298, 10, 2025 | From $263 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Gustavia, Saint Barthélemy (SBH) | Round-trip | 325, 11, 2025 - 335, 12, 2025 | From $263 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Marigot, Dominica (DOM) | Round-trip | 275, 10, 2025 - 279, 10, 2025 | From $299 Seen: 17 hrs ago |
| Philipsburg, Sint Maarten (SXM) | Marigot, Dominica (DOM) | Round-trip | 253, 09, 2025 - 257, 09, 2025 | From $347 Seen: 4 hrs ago |
| Philipsburg, Sint Maarten (SXM) | Oranjestad, St. Eustatius (EUX) | Round-trip | 47, 02, 2026 - 75, 03, 2026 | From $236 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Road Town, Tortola (EIS) | Round-trip | 23, 01, 2026 - 32, 02, 2026 | 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
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 |
Most Popular Round trip Flight Deals with Winair
Philipsburg, Sint Maarten (SXM)to
Willemstad, Curacao (CUR)261, 09, 2025 - 272, 09, 2025From$365Seen: 54 minutes agoRound-trip
Basseterre, Saint Kitts (SKB)to
Philipsburg, Sint Maarten (SXM)358, 12, 2025 - 362, 12, 2026From$283Seen: 1 day agoRound-tripBasseterre, Saint Kitts (SKB)to
Philipsburg, Sint Maarten (SXM)261, 09, 2025 - 265, 09, 2025From$283Seen: 1 day agoRound-trip
Philipsburg, Sint Maarten (SXM)to
Oranjestad, Aruba (AUA)252, 09, 2025 - 266, 09, 2025From$607Seen: 1 day agoRound-trip
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.
Popular flights from Winair
- Philipsburg, Sint Maarten - Gustavia, Saint Barthélemy
- Philipsburg, Sint Maarten - Willemstad, Curacao
- Gustavia, Saint Barthélemy - Philipsburg, Sint Maarten
- Basseterre, Saint Kitts - Philipsburg, Sint Maarten
- Philipsburg, Sint Maarten - Basseterre, Saint Kitts
- Philipsburg, Sint Maarten - Marigot, Dominica
- Philipsburg, Sint Maarten - The Bottom, Saba
- Willemstad, Curacao - Philipsburg, Sint Maarten
- St. John's, Antigua - Philipsburg, Sint Maarten
- Road Town, Tortola - Philipsburg, Sint Maarten
- Philipsburg, Sint Maarten - St. John's, Antigua
- Marigot, Dominica - Philipsburg, Sint Maarten
- Charlestown, Nevis - Philipsburg, Sint Maarten
- Philipsburg, Sint Maarten - Oranjestad, St. Eustatius
- St. John's, Antigua - Marigot, Dominica