Flights From Chicago (CHI) to Philipsburg (SXM)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Selected fares from Chicago to Philipsburg

The cheapest prices found with in the last 7 days for return flights were CA $1,293 and CA $443 for one-way flights to Philipsburg for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Sat., 15 Mar. - Sat., 22 Mar.
ORD
O'Hare Intl.
SXM
Princess Juliana Intl.
CA $1,293 Roundtrip, found 2 days ago
CA $1,293
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat., 15 Mar. from O'Hare Intl. to Princess Juliana Intl., returning Sat., 22 Mar., priced at CA $1,293 found 2 days ago
Air Canada
Sat., 15 Mar. - Sat., 22 Mar.
ORD
O'Hare Intl.
SXM
Princess Juliana Intl.
CA $1,338 Roundtrip, found 2 days ago
CA $1,338
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sat., 15 Mar. from O'Hare Intl. to Princess Juliana Intl., returning Sat., 22 Mar., priced at CA $1,338 found 2 days ago
Air Canada
Sat., 15 Mar. - Sat., 22 Mar.
ORD
O'Hare Intl.
SXM
Princess Juliana Intl.
CA $1,346 Roundtrip, found 2 days ago
CA $1,346
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sat., 15 Mar. from O'Hare Intl. to Princess Juliana Intl., returning Sat., 22 Mar., priced at CA $1,346 found 2 days ago