Cheapest return flights from Chicago to Philipsburg in January from 276€

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

Return flights

14 Jan - 21 Jan American Airlines
08 Jan - 15 Jan American Airlines
09 Jan - 16 Jan American Airlines
12 Jan - 19 Jan American Airlines
11 Jan - 18 Jan jetBlue
23 Jan - 01 Feb Spirit Airlines
14 Jan - 20 Jan Spirit Airlines
02 Jan - 08 Jan Frontier Airlines
24 Jan - 31 Jan United direct

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

Powered by

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.

Book a cheap hotel in Philipsburg

Cheap car rent in Philipsburg

Feel free to contact us with any feedback or request another flight research.