Chicago to Osbourn (MDW–ANU) — Airlines, Schedules & Connections

MDW Airport Page →
2,292 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 4 1-stop flights Verified 7m 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 4 hubs
MIA Miami 6h 51m WN → AAG6M6 Miami (MIA) to Osbourn flights
ATL Atlanta 7h 3m AFAMDL → DL Atlanta (ATL) to Osbourn flights
CLT Charlotte 19h 30m WN → AA Charlotte (CLT) to Osbourn flights
SJU San Juan 30h 14m WN → BEZ San Juan (SJU) to Osbourn flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Osbourn
Flown by charter / private operators — no scheduled airline service.
2,292 mi 4h 35m nonstop +1h ahead

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

Also explore MDW Routes ANU Routes MDW Live Flights ANU Live Flights MDW Delays
All flights from Osbourn (ANU) Osbourn to Chicago flights
Connections

Connection Landscape

1-stop and 2-stop options for MDW to ANU.
1-STOP
One-Stop Connections
4
Hubs
~6h
Fastest
~30h
Longest
MIA ~6h 51m ATL ~7h 3m CLT ~19h 30m SJU ~30h 14m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
216
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
MDW → ANU
42%
Frequent delays expected. Consider flexible booking.
Departing
42%
Return
ANU → MDW
51%
Frequent delays expected. Consider flexible booking.
Arriving
51%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
+1h
Osbourn is 1 hour ahead of Chicago.
MDW: CDT · ANU: AST

When it's 6:00 PM in Chicago, it's 7:00 PM in Osbourn.
Distance & Flight Time
2,292 mi / 3,689 km
Nonstop flight time is approximately 4h 35m gate to gate.
Visa & Entry

US passport holders enter Antigua and Barbuda visa-free for stays up to 180 days. No advance application is needed. Passport must be valid for the duration of the stay. A return or onward ticket and proof of accommodation may be requested at immigration.

Verify entry requirements with official sources before travel.
Facts

MDW–ANU Quick Facts

Key statistics for the Chicago to Osbourn route.
Route details
Distance2,292 mi / 3,689 km
Flight time4h 35m
Time difference+1 hour
Airlines (nonstop)Charter / private
Weekly flights~1 out
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: ANU
Full nameV. C. Bird International Airport
IATA / ICAOANU / TAPA
TimezoneAmerica/Antigua
Passengers/yr1.0M
Elevation62 ft / 19 m
FAQ

Frequently Asked Questions

Common questions about MDW to ANU flights.
Nonstop flights from Chicago Midway International Airport to V. C. Bird International Airport take about 4h 35m gate to gate. The route covers 2,292 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Miami, Hartsfield Jackson Atlanta and Charlotte Douglas.
Osbourn is 1 hour ahead of Chicago.
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 MDW to ANU

Chicago Midway International Airport (MDW) and V. C. Bird International Airport (ANU) are connected through multiple connecting hub airports.

MDW to ANU Flight Duration and Schedule

Nonstop flight time from MDW to ANU is about 4 hours 35 minutes gate to gate. The route covers a distance of 2,292 miles (3,689 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Miami, Hartsfield Jackson Atlanta and Charlotte Douglas. Two-stop connections are also available via intermediate hubs.