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 13 1-stop flights Verified 1mo 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
MCO Orlando 7h 20m F9MVJWN → WN Orlando (MCO) to Chicago flights
ATL Atlanta 7h 37m DL → AFAMDL Atlanta (ATL) to Chicago flights
SJU San Juan 7h 45m 2QLF → WN San Juan (SJU) to Chicago flights
BWI Baltimore 8h 10m WN → WN Baltimore (BWI) to Chicago flights
PHL Philadelphia 8h 14m AA → EJAWN Philadelphia (PHL) to Chicago flights
BOS Boston 8h 43m B6QR → WN Boston (BOS) to Chicago flights
CLT Charlotte 8h 48m AA → WN Charlotte (CLT) to Chicago flights
FLL Fort Lauderdale 18h 13m B6NK → EJAWN Fort Lauderdale (FLL) to Chicago flights
MIA Miami 24h 22m AAQR → EJAWN Miami (MIA) to Chicago flights
EWR Newark 24h 25m UA → UA Newark (EWR) 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
13
Hubs
~7h
Fastest
~24h
Longest
MCO ~7h 20m ATL ~7h 37m SJU ~7h 45m BWI ~8h 10m PHL ~8h 14m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
857
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
51%
Frequent delays expected. Consider flexible booking.
Arriving
51%
Return
MDW → SXM
40%
Frequent delays expected. Consider flexible booking.
Departing
40%
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 SKB→MDW EIS→MDW
Distance from SXM – 57 mi 98 mi
Nonstop airlines – 1 1
Weekly flights – – –
Flight time 4h 59m 5h 7m 4h 59m
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 Orlando, Hartsfield Jackson Atlanta and Luis Munoz Marin.
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 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 Orlando, Hartsfield Jackson Atlanta and Luis Munoz Marin. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Basseterre (SKB) and Beef Island (EIS).