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 1 1-stop flight Verified 4mos 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 1 hub
MIA Miami 18h 58m AAM6 → EJAWN Miami (MIA) 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 Browse available seat maps 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
1
Hubs
~18h
Fastest
~18h
Longest
MIA ~18h 58m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
136
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
70%
Moderate delays possible. Allow buffer time.
Arriving
70%
Return
MDW → SKB
67%
Moderate delays possible. Allow buffer time.
Departing
67%
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 AXA→MDW
Distance from SKB – 57 mi 66 mi
Nonstop airlines – 1 1
Weekly flights – – –
Flight time 5h 7m 4h 59m 4h 36m
Sint Maarten (SXM) to Chicago flights · The Valley (AXA) 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 Miami.
On a single ticket, yes. Your bags are checked through to MDW and move between planes without you. On two separate tickets you collect your bags at the connecting airport and recheck them, so build in extra layover time.
Chicago is 1 hour behind Basseterre.
Nearby alternatives include SXM and AXA. 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 Miami. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Sint Maarten (SXM) and The Valley (AXA).