Cheapest return flights from Chicago to Philipsburg in April from $374

AirHint found the following cheapest return flights from Chicago (ORD) to Philipsburg (SXM) in April 2026 (see full year).

Return flights

15 Apr - 29 Apr Spirit Airlines
29 Apr - 05 May Spirit Airlines
11 Apr - 29 Apr Spirit Airlines
15 Apr - 05 May Spirit Airlines
11 Apr - 25 Apr Frontier Airlines
15 Apr - 25 Apr Spirit Airlines
09 Apr - 29 Apr Spirit Airlines
03 Apr - 13 Apr Spirit Airlines
09 Apr - 13 Apr Copa
09 Apr - 25 Apr Spirit Airlines
11 Apr - 13 Apr Spirit Airlines
03 Apr - 05 Apr Spirit Airlines

Also check the deals for one-way flights from Chicago to Philipsburg in April.

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