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

SXM Airport Page →
2,191 mi airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 9 1-stop flights Verified 3mos 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 9 hubs
FLL Fort Lauderdale 6h 40m B6LXJ → WN Fort Lauderdale (FLL) to Chicago flights
BWI Baltimore 7h 9m WN → WN Baltimore (BWI) to Chicago flights
MCO Orlando 7h 35m F9WN → WN Orlando (MCO) to Chicago flights
ATL Atlanta 7h 44m DL → AFAMDL Atlanta (ATL) to Chicago flights
SJU San Juan 7h 45m 2QLF → WN San Juan (SJU) to Chicago flights
BOS Boston 8h 55m B6 → UAWN Boston (BOS) to Chicago flights
CLT Charlotte 9h 7m AA → EJAWN Charlotte (CLT) to Chicago flights
MIA Miami 17h 31m AA → WN Miami (MIA) to Chicago flights
PHL Philadelphia 18h 32m AAQR → WN Philadelphia (PHL) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Sint Maarten to Chicago
Flown by charter / private operators — no scheduled airline service.
2,191 mi 4h 59m nonstop -1h behind

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

Also explore SXM Routes MDW Routes SXM Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to Sint Maarten flights
Connections

Connection Landscape

1-stop and 2-stop options for SXM to MDW.
1-STOP
One-Stop Connections
9
Hubs
~6h
Fastest
~18h
Longest
FLL ~6h 40m BWI ~7h 9m MCO ~7h 35m ATL ~7h 44m SJU ~7h 45m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
787
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.
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
SXM → MDW
81%
Generally reliable. Most flights run on time.
Arriving
81%
Return
MDW → SXM
58%
Frequent delays expected. Consider flexible booking.
Departing
58%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach Chicago from Sint Maarten

Nearby airports with service to Chicago Midway International Airport.
Metric SXM→MDW AXA→MDW SKB→MDW
Distance from SXM – 12 mi 57 mi
Nonstop airlines – 1 1
Weekly flights – – –
Flight time 4h 59m 4h 36m 5h 7m
The Valley (AXA) to Chicago flights · Basseterre (SKB) to Chicago flights · Beef Island (EIS) to Chicago flights
Airports within 200 miles of SXM with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

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

When it's 6:00 PM in Sint Maarten, it's 5:00 PM in Chicago.
Distance & Flight Time
2,191 mi / 3,525 km
Nonstop flight time is approximately 4h 59m gate to gate.
Facts

SXM–MDW Quick Facts

Key statistics for the Sint Maarten to Chicago route.
Route details
Distance2,191 mi / 3,525 km
Flight time4h 59m
Time difference-1 hour
Airlines (nonstop)Charter / private
1-stop connectionsAvailable
Origin: SXM
Full namePrincess Juliana International Airport
IATA / ICAOSXM / TNCM
TimezoneAmerica/Marigot
Passengers/yr1.8M
Elevation13 ft / 4 m
Destination: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
FAQ

Frequently Asked Questions

Common questions about SXM to MDW flights.
Nonstop flights from Princess Juliana International Airport to Chicago Midway International Airport take about 4h 59m gate to gate. The route covers 2,191 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Fort Lauderdale Hollywood, Baltimore/Washington International Thurgood Marshall and Orlando.
Chicago is 1 hour behind Sint Maarten.
Yes, return flights from MDW to SXM are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include AXA, SKB and EIS. 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 SXM to MDW

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

SXM to MDW Flight Duration and Schedule

Nonstop flight time from SXM to MDW is about 4 hours 59 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 Fort Lauderdale Hollywood, Baltimore/Washington International Thurgood Marshall and Orlando. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include The Valley (AXA), Basseterre (SKB) and Beef Island (EIS).