There are 8 ways to get from Chicago to Owensboro by plane, bus, taxi, train, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Owensboro–Daviess County Regional Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Owensboro–Daviess County Regional Airport (OWB)plane ORD - OWB
3h 28m$94–228Drive 319.7 mi
cheapest- Drive from Chicago to Owensborocar 319.7 mi
6h 43m$59–85Bus, taxi
- Take the bus from Chicago Bus Station to Indianapolis Union Stationbus
- Take the bus from Indianapolis Union Station to Dale, IN - Denny'sbus
- Take the taxi from Dale, IN - Denny's to Owensborotaxi
8h 17m$150–205Train, bus, taxi via St. Louis
- Take the train from Chicago Union Station to St. Louistrain
- Take the bus from St Louis Bus Station to Evansville Bus Stationbus
- Take the taxi from Evansville Bus Station to Owensborotaxi
10h 1m$217–348Fly to Evansville, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Evansville (EVV)plane ORD - EVV
- Take the taxi from Evansville (EVV) to Owensborotaxi
4h 4m$138–405Fly to Williamson County Regional Airport, drive
- Fly from Chicago O'Hare International Airport (ORD) to Williamson County Regional Airport (MWA)plane ORD - MWA
- Drive from Williamson County Regional Airport (MWA) to Owensborocar
5h 35m$108–260Bus, taxi via Bloomington
- Take the bus from Chicago Bus Station to Bloomingtonbus
- Take the bus from Bloomington to Dalebus
- Take the taxi from Dale to Owensborotaxi
8h 57m$166–224Train, bus, taxi
- Take the train from Chicago Union Station to Indianapolistrain
- Take the bus from Indianapolis to Dalebus
- Take the taxi from Dale to Owensborotaxi
10h 6m$179–278
Chicago O'Hare International Airport (ORD) to Owensboro–Daviess County Regional Airport (OWB) flights
Questions & Answers
The cheapest way to get from Chicago to Owensboro is to drive which costs $55 - $85 and takes 6h 43m.
The fastest way to get from Chicago to Owensboro is to fly which takes 3h 28m and costs $90 - $230.
The distance between Chicago and Owensboro is 319 miles. The road distance is 321.5 miles.
The best way to get from Chicago to Owensboro without a car is to bus and taxi which takes 8h 17m and costs $150 - $210.
It takes approximately 3h 28m to get from Chicago to Owensboro, including transfers.
Yes, the driving distance between Chicago to Owensboro is 322 miles. It takes approximately 6h 43m to drive from Chicago to Owensboro.
There are 21+ hotels available in Owensboro.
What companies run services between Chicago, IL, USA and Owensboro, KY, USA?
Corporate Flight Management Inc flies from Chicago O'Hare International Airport (ORD) to Owensboro–Daviess County Regional Airport (OWB) once daily.
- Website
- contouraviation.com
Flights from Chicago O'Hare International Airport to Owensboro–Daviess County Regional Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $80–210
Flights from Chicago O'Hare International Airport to Williamson County Regional Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $85–220
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Evansville
- Ave. Duration
- 1h 22m
- When
- Every day
- Estimated price
- $45–290
Flights from Chicago O'Hare International Airport to Williamson County Regional Airport
- Ave. Duration
- 1h 23m
- When
- Every day
- Estimated price
- $45–310
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to St. Louis
- Ave. Duration
- 4h 46m
- Frequency
- 5 times a day
- Estimated price
- $90–190
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Indianapolis
- Ave. Duration
- 4h 54m
- Frequency
- 3 times a week
- Estimated price
- $60–130
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Chicago Bus Station to Indianapolis Union Station
- Ave. Duration
- 3h 5m
- Frequency
- 5 times a day
- Estimated price
- $50–70
- Book at
- https://www.jeffersonlines.com
- Adult
- $50–70
Bus from St Louis Bus Station to Evansville Bus Station
- Ave. Duration
- 3h 35m
- Frequency
- Once daily
- Estimated price
- $45–65
- Book at
- https://www.jeffersonlines.com
- Adult
- $45–65
Bus from Chicago Bus Station to Bloomington
- Ave. Duration
- 5h 35m
- Frequency
- Twice daily
- Estimated price
- $60–85
- Book at
- https://www.jeffersonlines.com
- Adult
- $60–85
Bus from Bloomington to Dale
- Ave. Duration
- 2h 15m
- Frequency
- Once daily
- Estimated price
- $30–50
- Book at
- https://www.jeffersonlines.com
- Adult
- $30–50
Bus from Indianapolis to Dale
- Ave. Duration
- 3h 30m
- Frequency
- Once daily
- Estimated price
- $40–60
- Book at
- https://www.jeffersonlines.com
- Adult
- $40–60
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Chicago Bus Station to Indianapolis Union Station
- Ave. Duration
- 3h 5m
- Frequency
- 5 times a day
- Estimated price
- $29–55
- Website
- https://www.greyhound.com/
Bus from St Louis Bus Station to Evansville Bus Station
- Ave. Duration
- 3h 25m
- Frequency
- Twice daily
- Estimated price
- $27–55
- Website
- https://www.greyhound.com/
- Phone
- +1 502-368-5644 x 135
- Website
- ridewithmiller.com
Bus from Indianapolis Union Station to Dale, IN - Denny's
- Ave. Duration
- 3h 30m
- Frequency
- Once daily
- Estimated price
- $45–60
- Website
- https://ridewithmiller.com
Bus from Bloomington to Dale
- Ave. Duration
- 2h 20m
- Frequency
- Once daily
- Estimated price
- $30–45
- Website
- https://ridewithmiller.com
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to Bloomington
- Ave. Duration
- 5h
- Frequency
- Twice daily
- Estimated price
- $35–65
- Schedules at
- flixbus.com
Want to know more about travelling around United States
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