AirHint found the following cheapest one-way flights from Chicago (ORD) to Philipsburg (SXM) in May 2026 (see full year).
One-Way flights
| 26 May | Viva | ||
| 13 May | Air Canada | ||
| 22 May | Air Canada | ||
| 18 May | Volaris | ||
| 16 May | Volaris | ||
| 17 May | Volaris | ||
| 21 May | Volaris |
Also check the deals for return flights from Chicago to Philipsburg in May.
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