Chicago to Sint Maarten (MDW–SXM) — Airlines, Schedules & Connections

MDW Airport Page →
2,191 mi airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 10 1-stop flights Verified 2mos ago
Charter / private route. No scheduled airline service — operated by charter & private aviation.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

✦ 1-Stop connections via 10 hubs
ATL Atlanta 6h 55m AFAMDL DL Atlanta (ATL) to Sint Maarten flights
BWI Baltimore 7h 15m UAWN WN Baltimore (BWI) to Sint Maarten flights
MCO Orlando 7h 23m WN WN Orlando (MCO) to Sint Maarten flights
FLL Fort Lauderdale 13h 44m WN B6NK Fort Lauderdale (FLL) to Sint Maarten flights
BOS Boston 15h 3m WN B6 Boston (BOS) to Sint Maarten flights
CLT Charlotte 15h 57m WN AA Charlotte (CLT) to Sint Maarten flights
PHL Philadelphia 16h 42m EJATWYWN AA Philadelphia (PHL) to Sint Maarten flights
MIA Miami 21h 37m EJAWN AAM6QR Miami (MIA) to Sint Maarten flights
SJU San Juan 27h 45m WN 2QBEZLF San Juan (SJU) to Sint Maarten flights
MSP Minneapolis ~8h 26m DLKEVS Minneapolis (MSP) to Sint Maarten flights
1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Chicago to Sint Maarten
Flown by charter / private operators — no scheduled airline service.
2,191 mi 4h 31m nonstop +1h ahead

MDW–SXM has no scheduled airline service; it is flown by charter / private operators. 1-stop connecting options are also available.

Connection Landscape

1-stop and 2-stop options for MDW to SXM.
1-STOP
One-Stop Connections
10
Hubs
~6h
Fastest
~27h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
809
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.

On-Time Performance

What to expect at each end of your journey.
Outbound
MDW → SXM
43%
Frequent delays expected. Consider flexible booking.
Departing
43%
Return
SXM → MDW
58%
Frequent delays expected. Consider flexible booking.
Arriving
58%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →

Other ways to reach Sint Maarten from Chicago

Nearby airports with service to Princess Juliana International Airport.
Metric MDW→SXM ORD→SXM
Distance from MDW 15 mi
Nonstop airlines 3
Weekly flights
Flight time 4h 31m 5h 14m
Departure OTP 43%
Airports within 200 miles of MDW with service to Princess Juliana International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
+1h
Sint Maarten is 1 hour ahead of Chicago.
MDW: CDT · SXM: AST

When it's 6:00 PM in Chicago, it's 7:00 PM in Sint Maarten.
Distance & Flight Time
2,191 mi / 3,525 km
Nonstop flight time is approximately 4h 31m gate to gate.
Visa & Entry

US passport holders enter Sint Maarten visa-free for up to 90 days. No advance application is needed. Sint Maarten is a constituent country of the Kingdom of the Netherlands, occupying the southern 34 square kilometers of the island. The northern part is Saint-Martin, a French overseas collectivity. Passport must be valid for at least 6 months beyond the date of entry. At Princess Juliana International Airport (SXM), immigration stamps your passport. SXM is famous for its short runway adjacent to Maho Beach, where planes pass low overhead on approach.

Movement between the Dutch south (Sint Maarten) and French north (Saint-Martin) is open with no border controls. The border is unmarked along most of its length. The two sides share the island but operate different legal and currency systems. Philipsburg is the Dutch capital with duty-free shopping on Front Street. Marigot is the French capital with bistros and a waterfront market. Great Bay, Orient Bay, and Mullet Bay are popular beaches.

Direct flights from Miami (MIA) to SXM run about 3 hours 30 minutes on American Airlines. New York JFK to SXM runs about 4 hours on JetBlue and Delta. Atlanta, Charlotte, and Fort Lauderdale also have nonstop service. The Dutch side uses the Netherlands Antillean guilder (ANG), pegged at 1.79 ANG per $1, but US dollars are accepted everywhere and are the practical currency for tourists. The French side uses the euro. Card payments work on both sides. Taxis operate at fixed rates posted at the airport: SXM to Philipsburg costs $20, to Marigot $25, to Orient Bay $35. There is no public bus service, but dollar vans (shared minibuses) run between Philipsburg and Marigot for $2.

MDW–SXM Quick Facts

Key statistics for the Chicago to Sint Maarten route.
Route details
Distance2,191 mi / 3,525 km
Flight time4h 31m
Time difference+1 hour
Airlines (nonstop)Charter / private
1-stop connectionsAvailable
Origin: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: SXM
IATA / ICAOSXM / TNCM
TimezoneAmerica/Marigot
Passengers/yr1.8M
Elevation13 ft / 4 m

Frequently Asked Questions

Common questions about MDW to SXM flights.
Nonstop flights from Chicago Midway International Airport to Princess Juliana International Airport take about 4h 31m gate to gate. The route covers 2,191 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Hartsfield Jackson Atlanta, Baltimore/Washington International Thurgood Marshall and Orlando.
Sint Maarten is 1 hour ahead of Chicago.
Yes, return flights from SXM to MDW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from MDW to SXM

Chicago Midway International Airport (MDW) and Princess Juliana International Airport (SXM) are connected through multiple connecting hub airports.

MDW to SXM Flight Duration and Schedule

Nonstop flight time from MDW to SXM is about 4 hours 31 minutes gate to gate. The route covers a distance of 2,191 miles (3,525 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Hartsfield Jackson Atlanta, Baltimore/Washington International Thurgood Marshall and Orlando. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD).