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

Return flights

08 Nov - 11 Nov	Spirit Airlines
26 Nov - 01 Dec	Air Canada
26 Nov - 13 Dec	Spirit Airlines
14 Nov - 01 Dec	Spirit Airlines
17 Nov - 01 Dec	Spirit Airlines
15 Nov - 01 Dec	Spirit Airlines
29 Nov - 01 Dec	Spirit Airlines

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

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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Cheapest return flights from Chicago to Philipsburg in November from $476

Return flights