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

ANU Airport Page →
airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 10 1-stop flights
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
ATL Atlanta 7h 49m DLVS → AFAMDL Atlanta (ATL) to Chicago flights
CLT Charlotte 17h 44m AA → WN Charlotte (CLT) to Chicago flights
MIA Miami 23h 2m AAG6TXG → EJAWN Miami (MIA) to Chicago flights
PUJ Punta Cana ~7h 23m → WN Punta Cana (PUJ) to Chicago flights
SJU San Juan ~7h 25m → WN San Juan (SJU) to Chicago flights
SRQ Sarasota/Bradenton ~7h 53m UD → WN Sarasota/Bradenton (SRQ) to Chicago flights
MCO Orlando ~7h 59m → WN Orlando (MCO) to Chicago flights
JFK New York ~8h 36m AAB6QR → DL New York (JFK) to Chicago flights
EWR Newark ~9h 5m UA → UA Newark (EWR) to Chicago flights
LAX Los Angeles ~14h 21m → WN Los Angeles (LAX) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Osbourn to Chicago
Connecting service available through multiple hubs.
-1h behind

While no nonstop service exists between ANU and MDW, 1-stop connecting options are available.

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

Connection Landscape

1-stop and 2-stop options for ANU to MDW.
1-STOP
One-Stop Connections
10
Hubs
~7h
Fastest
~23h
Longest
PUJ ~7h 23m SJU ~7h 25m ATL ~7h 49m SRQ ~7h 53m MCO ~7h 59m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
278
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
ANU → MDW
22%
Frequent delays expected. Consider flexible booking.
Arriving
22%
Return
MDW → ANU
43%
Frequent delays expected. Consider flexible booking.
Departing
43%
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 Osbourn

Nearby airports with service to Chicago Midway International Airport.
Metric ANU→MDW SKB→MDW
Distance from ANU – 62 mi
Nonstop airlines – 1
Weekly flights – –
Basseterre (SKB) to Chicago flights
Airports within 200 miles of ANU 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 Osbourn.
ANU: AST · MDW: CDT

When it's 6:00 PM in Osbourn, it's 5:00 PM in Chicago.
Facts

ANU–MDW Quick Facts

Key statistics for the Osbourn to Chicago route.
Route details
Time difference-1 hour
Airlines (nonstop)0
1-stop connectionsAvailable
Origin: ANU
Full nameV. C. Bird International Airport
IATA / ICAOANU / TAPA
TimezoneAmerica/Antigua
Passengers/yr1.0M
Elevation62 ft / 19 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 ANU to MDW flights.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Hartsfield Jackson Atlanta, Charlotte Douglas and Miami.
Chicago is 1 hour behind Osbourn.
Yes, return flights from MDW to ANU are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include SKB. 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.

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Hartsfield Jackson Atlanta, Charlotte Douglas and Miami. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Basseterre (SKB).