Chicago to Owensboro (MDW–OWB) — Airlines, Schedules & Connections

MDW Airport Page →
281 mi airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 2 1-stop flights Verified 2mos 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 2 hubs
CLT Charlotte 6h 38m WN LF Charlotte (CLT) to Owensboro flights
SAV Savannah ~4h 58m WN Savannah (SAV) to Owensboro flights
1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Chicago to Owensboro
Flown by charter / private operators — no scheduled airline service.
281 mi 0h 52m nonstop

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

Connection Landscape

1-stop and 2-stop options for MDW to OWB.
1-STOP
One-Stop Connections
2
Hubs
~4h
Fastest
~6h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
159
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.

On-Time Performance

What to expect at each end of your journey.
Outbound
MDW → OWB
80%
Generally reliable. Most flights run on time.
Departing
80%
Return
OWB → MDW
76%
Generally reliable. Most flights run on time.
Arriving
76%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →

Other ways to reach Owensboro from Chicago

Nearby airports with service to Owensboro Daviess County Airport.
Metric MDW→OWB ORD→OWB
Distance from MDW 15 mi
Nonstop airlines 1
Weekly flights 7
Flight time 0h 52m 1h 12m
Departure OTP 80%
Airports within 200 miles of MDW with service to Owensboro Daviess County Airport.

Travel Essentials

Practical planning for this route.
Time Difference
0h
Owensboro is 0 hours the same as Chicago.
MDW: CDT · OWB: CDT

When it's 6:00 PM in Chicago, it's 6:00 PM in Owensboro.
Distance & Flight Time
281 mi / 453 km
Nonstop flight time is approximately 0h 52m gate to gate.

MDW–OWB Quick Facts

Key statistics for the Chicago to Owensboro route.
Route details
Distance281 mi / 453 km
Flight time0h 52m
Time difference0 hours
Airlines (nonstop)Charter / private
1-stop connectionsAvailable
Origin: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: OWB
IATA / ICAOOWB / KOWB
TimezoneAmerica/Chicago
Passengers/yr0.0M
Elevation407 ft / 124 m

Frequently Asked Questions

Common questions about MDW to OWB flights.
Nonstop flights from Chicago Midway International Airport to Owensboro Daviess County Airport take about 0h 52m gate to gate. The route covers 281 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Charlotte Douglas.
Nearby alternatives include ORD. 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 MDW to OWB

Chicago Midway International Airport (MDW) and Owensboro Daviess County Airport (OWB) are connected through multiple connecting hub airports.

MDW to OWB Flight Duration and Schedule

Nonstop flight time from MDW to OWB is about 0 hours 52 minutes gate to gate. The route covers a distance of 281 miles (453 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Charlotte Douglas. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD).