Cheapest return flights from Chicago to Philipsburg in August from $654

Best time to book flights for Chicago (ORD) to Philipsburg (SXM) flights at AirHint

AirHint found the following cheapest return flights from Chicago (ORD) to Philipsburg (SXM) in August 2025 (see full year).

Return flights

06 Aug - 10 Aug American Airlines

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

Skyscanner

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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