Cheapest return flights from Chicago to Philipsburg in June from $489

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

Return flights

23 Jun - 27 Jun Air Canada
11 Jun - 15 Jun United
16 Jun - 22 Jun United
19 Jun - 26 Jun American Airlines
11 Jun - 14 Jun American Airlines
15 Jun - 27 Jun Spirit Airlines
11 Jun - 27 Jun Spirit Airlines
15 Jun - 22 Jun Spirit Airlines
15 Jun - 26 Jun Spirit Airlines
15 Jun - 02 Jul Spirit Airlines
11 Jun - 22 Jun Spirit Airlines
16 Jun - 02 Jul Spirit Airlines
19 Jun - 02 Jul Spirit Airlines
23 Jun - 02 Jul Spirit Airlines

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

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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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