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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)Charlestown, Nevis (NEV)to
Philipsburg, Sint Maarten (SXM)Philipsburg, Sint Maarten (SXM)to
Basseterre, Saint Kitts (SKB)Philipsburg, Sint Maarten (SXM)to
Oranjestad, Aruba (AUA)Philipsburg, Sint Maarten (SXM)to
Willemstad, Curacao (CUR)Oranjestad, St. Eustatius (EUX)to
Philipsburg, Sint Maarten (SXM)Marigot, Dominica (DOM)to
Philipsburg, Sint Maarten (SXM)Willemstad, Curacao (CUR)to
Oranjestad, Aruba (AUA)Philipsburg, Sint Maarten (SXM)to
Charlestown, Nevis (NEV)Philipsburg, Sint Maarten (SXM)to
Marigot, Dominica (DOM)Basseterre, Saint Kitts (SKB)to
Marigot, Dominica (DOM)Willemstad, Curacao (CUR)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 | 26, 01, 2026 - 28, 01, 2026 | From $209 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Willemstad, Curacao (CUR) | Round-trip | 251, 09, 2025 - 260, 09, 2025 | From $287 Seen: 1 day ago |
| Basseterre, Saint Kitts (SKB) | Philipsburg, Sint Maarten (SXM) | Round-trip | 252, 09, 2025 - 257, 09, 2025 | From $169 Seen: 1 day ago |
| Charlestown, Nevis (NEV) | Philipsburg, Sint Maarten (SXM) | Round-trip | 346, 12, 2025 - 351, 12, 2025 | From $132 Seen: 1 day ago |
| Charlestown, Nevis (NEV) | Philipsburg, Sint Maarten (SXM) | Round-trip | 360, 12, 2025 - 361, 12, 2025 | From $220 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Marigot, Dominica (DOM) | Round-trip | 251, 09, 2025 - 272, 09, 2025 | From $239 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Basseterre, Saint Kitts (SKB) | Round-trip | 326, 11, 2025 - 329, 11, 2025 | From $169 Seen: 21 hrs ago |
| Philipsburg, Sint Maarten (SXM) | Oranjestad, Aruba (AUA) | Round-trip | 308, 11, 2025 - 318, 11, 2025 | From $234 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Oranjestad, Aruba (AUA) | Round-trip | 290, 10, 2025 - 293, 10, 2025 | From $234 Seen: 22 hrs ago |
| Basseterre, Saint Kitts (SKB) | Philipsburg, Sint Maarten (SXM) | Round-trip | 249, 09, 2025 - 250, 09, 2025 | From $169 Seen: 2 hrs ago |
| Oranjestad, St. Eustatius (EUX) | Philipsburg, Sint Maarten (SXM) | Round-trip | 265, 09, 2025 - 271, 09, 2025 | From $136 Seen: 1 day ago |
| Willemstad, Curacao (CUR) | Philipsburg, Sint Maarten (SXM) | Round-trip | 337, 12, 2025 - 344, 12, 2025 | From $303 Seen: 1 day ago |
| Willemstad, Curacao (CUR) | Philipsburg, Sint Maarten (SXM) | Round-trip | 337, 12, 2025 - 341, 12, 2025 | From $303 Seen: 1 day ago |
| Marigot, Dominica (DOM) | Philipsburg, Sint Maarten (SXM) | Round-trip | 247, 09, 2025 - 255, 09, 2025 | From $239 Seen: 18 hrs ago |
| Willemstad, Curacao (CUR) | Oranjestad, Aruba (AUA) | Round-trip | 324, 11, 2025 - 327, 11, 2025 | From $172 Seen: 1 day ago |
| Willemstad, Curacao (CUR) | Oranjestad, Aruba (AUA) | Round-trip | 283, 10, 2025 - 286, 10, 2025 | From $238 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Charlestown, Nevis (NEV) | Round-trip | 354, 12, 2025 - 365, 12, 2026 | From $220 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Marigot, Dominica (DOM) | Round-trip | 255, 09, 2025 - 262, 09, 2025 | From $239 Seen: 9 hrs ago |
| Philipsburg, Sint Maarten (SXM) | Basseterre, Saint Kitts (SKB) | Round-trip | 247, 09, 2025 - 249, 09, 2025 | From $169 Seen: 9 hrs ago |
| Basseterre, Saint Kitts (SKB) | Marigot, Dominica (DOM) | Round-trip | 268, 09, 2025 - 271, 09, 2025 | From $166 Seen: 23 hrs 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)26, 01, 2026 - 28, 01, 2026From$209Seen: 1 day agoRound-tripPhilipsburg, Sint Maarten (SXM)to
Willemstad, Curacao (CUR)251, 09, 2025 - 260, 09, 2025From$287Seen: 1 day agoRound-trip
Basseterre, Saint Kitts (SKB)to
Philipsburg, Sint Maarten (SXM)252, 09, 2025 - 257, 09, 2025From$169Seen: 1 day agoRound-tripCharlestown, Nevis (NEV)to
Philipsburg, Sint Maarten (SXM)346, 12, 2025 - 351, 12, 2025From$132Seen: 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