Basseterre to Chicago (SKB–MDW) — Airlines, Schedules & Connections

SKB Airport Page →
2,247 mi airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 6 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 6 hubs
ATL Atlanta 8h 15m DL → AFAMDL Atlanta (ATL) to Chicago flights
CLT Charlotte 19h 22m AA → WN Charlotte (CLT) to Chicago flights
SJU San Juan 25h 59m 2QJY → WN San Juan (SJU) to Chicago flights
MIA Miami 26h 48m AAM6 → EJAWN Miami (MIA) to Chicago flights
JFK New York ~8h 30m B6QR → DL New York (JFK) to Chicago flights
EWR Newark ~8h 56m UA → UA Newark (EWR) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Basseterre to Chicago
Flown by charter / private operators — no scheduled airline service.
2,247 mi 5h 7m nonstop -1h behind

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

Also explore SKB Routes MDW Routes SKB Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to Basseterre flights
Connections

Connection Landscape

1-stop and 2-stop options for SKB to MDW.
1-STOP
One-Stop Connections
6
Hubs
~8h
Fastest
~26h
Longest
ATL ~8h 15m JFK ~8h 30m EWR ~8h 56m CLT ~19h 22m SJU ~25h 59m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
172
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
SKB → MDW
68%
Moderate delays possible. Allow buffer time.
Arriving
68%
Return
MDW → SKB
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 Basseterre

Nearby airports with service to Chicago Midway International Airport.
Metric SKB→MDW SXM→MDW
Distance from SKB – 57 mi
Nonstop airlines – 1
Weekly flights – –
Flight time 5h 7m 4h 59m
Sint Maarten (SXM) to Chicago flights
Airports within 200 miles of SKB 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 Basseterre.
SKB: AST · MDW: CDT

When it's 6:00 PM in Basseterre, it's 5:00 PM in Chicago.
Distance & Flight Time
2,247 mi / 3,615 km
Nonstop flight time is approximately 5h 7m gate to gate.
Facts

SKB–MDW Quick Facts

Key statistics for the Basseterre to Chicago route.
Route details
Distance2,247 mi / 3,615 km
Flight time5h 7m
Time difference-1 hour
Airlines (nonstop)Charter / private
1-stop connectionsAvailable
Origin: SKB
Full nameRobert L. Bradshaw International Airport
IATA / ICAOSKB / TKPK
TimezoneAmerica/St_Barthelemy
Passengers/yr0.4M
Elevation170 ft / 52 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 SKB to MDW flights.
Nonstop flights from Robert L. Bradshaw International Airport to Chicago Midway International Airport take about 5h 7m gate to gate. The route covers 2,247 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Hartsfield Jackson Atlanta, Charlotte Douglas and Luis Munoz Marin.
Chicago is 1 hour behind Basseterre.
Nearby alternatives include 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 SKB to MDW

Robert L. Bradshaw International Airport (SKB) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

SKB to MDW Flight Duration and Schedule

Nonstop flight time from SKB to MDW is about 5 hours 7 minutes gate to gate. The route covers a distance of 2,247 miles (3,615 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Hartsfield Jackson Atlanta, Charlotte Douglas and Luis Munoz Marin. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Sint Maarten (SXM).