Charlotte Amalie to Chicago (STT–MDW) — Airlines, Schedules & Connections

STT Airport Page →
2,103 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 19 1-stop flights Verified 3d 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
SJU San Juan 6h 13m 2Q9KB6 → WN San Juan (SJU) to Chicago flights
MCO Orlando 6h 32m NKWN → WN Orlando (MCO) to Chicago flights
BWI Baltimore 6h 50m WN → WN Baltimore (BWI) to Chicago flights
ATL Atlanta 6h 51m AFDLKL → AFAMDL Atlanta (ATL) to Chicago flights
FLL Fort Lauderdale 6h 58m NK → EJAWN Fort Lauderdale (FLL) to Chicago flights
TPA Tampa 8h 5m UD → WN Tampa (TPA) to Chicago flights
CLT Charlotte 9h 25m AA → WN Charlotte (CLT) to Chicago flights
DFW Dallas-Fort Worth 9h 30m AAQR → F9Y4 Dallas-Fort Worth (DFW) to Chicago flights
PHL Philadelphia 20h 35m AA → EJAWN Philadelphia (PHL) to Chicago flights
MIA Miami 21h 56m AA → EJAWN Miami (MIA) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Charlotte Amalie to Chicago
Flown by charter / private operators — no scheduled airline service.
2,103 mi 4h 50m nonstop -1h behind

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

Also explore STT Routes MDW Routes STT Live Flights MDW Live Flights STT Delays MDW Delays
All flights from Chicago (MDW) Chicago to Charlotte Amalie flights
Connections

Connection Landscape

1-stop and 2-stop options for STT to MDW.
1-STOP
One-Stop Connections
19
Hubs
~6h
Fastest
~26h
Longest
SJU ~6h 13m RIC ~6h 32m MCO ~6h 32m IND ~6h 50m BWI ~6h 50m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
812
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
STT → MDW
100%
Generally reliable. Most flights run on time.
Departing
100%
Arriving
0%
Return
MDW → STT
100%
Generally reliable. Most flights run on time.
Departing
100%
Arriving
100%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. STT delays → MDW delays →
Alternatives

Other ways to reach Chicago from Charlotte Amalie

Nearby airports with service to Chicago Midway International Airport.
Metric STT→MDW EIS→MDW SJU→MDW
Distance from STT – 30 mi 68 mi
Nonstop airlines – 1 1
Weekly flights ~1 – 3
Flight time 4h 50m 4h 59m 4h 50m
Departure OTP 100% – –
Beef Island (EIS) to Chicago flights · San Juan (SJU) to Chicago flights · Sint Maarten (SXM) to Chicago flights
Airports within 200 miles of STT 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 Charlotte Amalie.
STT: AST · MDW: CDT

When it's 6:00 PM in Charlotte Amalie, it's 5:00 PM in Chicago.
Distance & Flight Time
2,103 mi / 3,384 km
Nonstop flight time is approximately 4h 50m gate to gate.
Facts

STT–MDW Quick Facts

Key statistics for the Charlotte Amalie to Chicago route.
Route details
Distance2,103 mi / 3,384 km
Flight time4h 50m
Time difference-1 hour
Airlines (nonstop)Charter / private
Weekly flights~1 out / ~1 return
1-stop connectionsAvailable
Origin: STT
Full nameCyril E. King Airport
IATA / ICAOSTT / TIST
TimezoneAmerica/St_Thomas
Passengers/yr1.6M
Elevation23 ft / 7 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 STT to MDW flights.
Nonstop flights from Cyril E. King Airport to Chicago Midway International Airport take about 4h 50m gate to gate. The route covers 2,103 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Luis Munoz Marin, Orlando and Baltimore/Washington International Thurgood Marshall.
Chicago is 1 hour behind Charlotte Amalie.
Yes, return flights from MDW to STT are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include EIS, SJU and SXM. 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 STT to MDW

Cyril E. King Airport (STT) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

STT to MDW Flight Duration and Schedule

Nonstop flight time from STT to MDW is about 4 hours 50 minutes gate to gate. The route covers a distance of 2,103 miles (3,384 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Luis Munoz Marin, Orlando and Baltimore/Washington International Thurgood Marshall. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Beef Island (EIS), San Juan (SJU) and Sint Maarten (SXM).