Cheapest return flights from Chicago to Philipsburg in May from $1048
AirHint found the following cheapest return flights from Chicago (MDW) to Philipsburg (SXM) in May 2025 (see full year).
Return flights
| 21 May - 25 May | Volaris | ||
| 22 May - 26 May | Volaris |
Also check the deals for one-way flights from Chicago to Philipsburg in May.
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.
