Cheapest return flights from Chicago to Philipsburg in April from $282

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

Return flights

08 Apr - 15 Apr Spirit Airlines
07 Apr - 15 Apr Spirit Airlines
14 Apr - 15 Apr Spirit Airlines
01 Apr - 15 Apr Spirit Airlines
08 Apr - 14 Apr Spirit Airlines
07 Apr - 14 Apr Spirit Airlines
11 Apr - 15 Apr Spirit Airlines
01 Apr - 14 Apr Spirit Airlines
11 Apr - 14 Apr Spirit Airlines
08 Apr - 28 Apr Spirit Airlines
14 Apr - 05 May Spirit Airlines
15 Apr - 05 May Spirit Airlines
29 Apr - 05 May Spirit Airlines
29 Apr - 09 May Spirit Airlines
25 Apr - 05 May Spirit Airlines
18 Apr - 05 May Spirit Airlines
25 Apr - 09 May Spirit Airlines
24 Apr - 05 May Spirit Airlines
24 Apr - 09 May Spirit Airlines
30 Apr - 05 May Spirit Airlines

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

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