AirHint found the following cheapest one-way flights from Chicago (ORD) to Philipsburg (SXM) in December 2025 (see full year).
One-Way flights
| 06 Dec | Spirit Airlines | ||
| 31 Dec | Spirit Airlines | ||
| 05 Dec | Spirit Airlines | ||
| 13 Dec | Spirit Airlines | ||
| 29 Dec | Spirit Airlines | ||
| 28 Dec | Spirit Airlines | ||
| 28 Dec | United | direct |
Also check the deals for return flights from Chicago to Philipsburg in December.
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The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.
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