Chicago to Charlotte Amalie (MDW–STT) — Airlines, Schedules & Connections
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.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
MDW–STT has no scheduled airline service; it is flown by charter / private operators. 1-stop connecting options are also available.
Connection Landscape
On-Time Performance
Other ways to reach Charlotte Amalie from Chicago
| Metric | MDW→STT | ORD→STT |
|---|---|---|
| Distance from MDW | – | 15 mi |
| Nonstop airlines | – | 2 |
| Weekly flights | ~1 | 1 |
| Flight time | 4h 28m | 5h 1m |
| Departure OTP | 100% | – |
Travel Essentials
MDW: CDT · STT: AST
When it's 6:00 PM in Chicago, it's 7:00 PM in Charlotte Amalie.
The US Virgin Islands are an unincorporated US territory. US citizens travel to the USVI with the same freedom as traveling between US states. No passport is needed. A valid government-issued photo ID (driver's license or state ID) is sufficient for travel between the US mainland and the USVI. There are no immigration formalities for domestic travelers at Cyril E. King Airport (STT) on St Thomas or Henry E. Rohlsen Airport (STX) on St Croix.
The USVI comprises three main islands: St Thomas, St John, and St Croix. St Thomas has the capital Charlotte Amalie, a major cruise port, and duty-free shopping. St John is two-thirds Virgin Islands National Park, with Trunk Bay beach and hiking trails through tropical forest. St Croix, the largest island, has the Christiansted and Frederiksted historic districts (both formerly Danish colonial), Buck Island Reef National Monument, and a growing craft rum scene. Ferries from Red Hook, St Thomas reach Cruz Bay, St John in 20 minutes for $7.50 each way.
Direct flights from Miami (MIA) to St Thomas run about 2 hours 45 minutes on American Airlines, JetBlue, and Spirit. New York JFK to STT runs about 3 hours 45 minutes. Atlanta, Charlotte, Philadelphia, Fort Lauderdale, and Dallas also have nonstop service. St Croix (STX) has direct flights from Miami and select other cities. The USVI uses US currency, US postal service, and US cell phone coverage (confirm with your carrier). No currency exchange is needed. Card payments work widely. Vitran public buses run on St Thomas and St Croix for $1 per ride. Open-air safari taxis (converted trucks with bench seating) are the main shared transport on St Thomas at $2 to $4 per person. Driving is on the left, a holdover from Danish colonial rule, despite using American left-hand-drive vehicles.
MDW–STT Quick Facts
Frequently Asked Questions
Flights from MDW to STT
Chicago Midway International Airport (MDW) and Cyril E. King Airport (STT) are connected through multiple connecting hub airports.
MDW to STT Flight Duration and Schedule
Nonstop flight time from MDW to STT is about 4 hours 28 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 Hartsfield Jackson Atlanta. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD).