There are 10 ways to get from Chicago to Greenville by plane, taxi, bus (Greyhound), train, bus, 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 Chicago O'Hare International Airport to Owensboro–Daviess County Regional Airport, taxi
best- Fly from Chicago O'Hare International Airport (ORD) to Owensboro–Daviess County Regional Airport (OWB)plane ORD - OWB
- Take the taxi from Owensboro–Daviess County Regional Airport (OWB) to Greenvilletaxi
4h 21m$178–335Fly Chicago O'Hare International Airport to Barkley Regional Airport, drive
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Barkley Regional Airport (PAH)plane ORD - PAH
- Drive from Barkley Regional Airport (PAH) to Greenvillecar
4h 56m$64–341Bus
- Take the bus from Chicago Bus Station to Indianapolis Union Stationbus
- Take the bus from Indianapolis Union Station to Evansville, INbus
- Take the bus from Evansville Bus Station to Madisonvillebus
11h 3m$135–197Train, bus
- Take the train from Chicago Union Station to Carbondaletrain
- Take the bus from Carbondale Intermodal Station to Clarksville Park & Ridebus
- Take the bus from Clarksville Park & Ride to Madisonvillebus
11h 58m$178–320Drive 356.2 mi
- Drive from Chicago to Greenvillecar 356.2 mi
7h 16m$65–94Fly Chicago O'Hare International Airport to Evansville, bus
- Fly from Chicago O'Hare International Airport (ORD) to Evansville (EVV)plane ORD - EVV
- Take the bus from Evansville Bus Station to Madisonvillebus
5h 44m$120–391Fly Chicago Midway International Airport to Nashville, bus
- Fly from Chicago Midway International Airport (MDW) to Nashville (BNA)plane MDW - BNA
- Take the bus from Nashville Bus Station to Madisonvillebus
6h 57m$134–530Fly Chicago O'Hare International Airport to Nashville, bus
- Fly from Chicago O'Hare International Airport (ORD) to Nashville (BNA)plane ORD - BNA
- Take the bus from Nashville Bus Station to Madisonvillebus
7h 19m$164–380Train, bus via St. Louis
- Take the train from Chicago Union Station to St. Louistrain Lincoln Service / ...
- Take the bus from St Louis Bus Station to Madisonvillebus Greyhound US0185
11h 4m$165–305Train, bus via Indianapolis
- Take the train from Chicago Union Station to Indianapolistrain
- Take the bus from Indianapolis Union Station to Evansville, INbus
- Take the bus from Evansville Bus Station to Madisonvillebus
12h 52m$170–275
Chicago O'Hare International Airport (ORD) to Owensboro–Daviess County Regional Airport (OWB) flights
Questions & Answers
The cheapest way to get from Chicago to Greenville is to drive which costs $65 - $95 and takes 7h 16m.
The fastest way to get from Chicago to Greenville is to fly and taxi which takes 4h 21m and costs $170 - $340.
No, there is no direct bus from Chicago station to Greenville. However, there are services departing from Chicago Bus Station and arriving at Madisonville via Indianapolis Union Station and Evansville Bus Station. The journey, including transfers, takes approximately 11h 3m.
The distance between Chicago and Greenville is 357 miles. The road distance is 358.2 miles.
The best way to get from Chicago to Greenville without a car is to bus which takes 11h 3m and costs $130 - $200.
It takes approximately 4h 21m to get from Chicago to Greenville, including transfers.
Chicago to Greenville bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Greenville bus services, operated by Greyhound USA, arrive at Indianapolis Union Station.
Yes, the driving distance between Chicago to Greenville is 358 miles. It takes approximately 7h 16m to drive from Chicago to Greenville.
There are six+ hotels available in Greenville.
What companies run services between Chicago, IL, USA and Greenville, KY, USA?
You can take a bus from Chicago Bus Station to Greenville via Indianapolis Union Station, Evansville Bus Station, and Madisonville in around 11h 3m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Nashville
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $70–440
- Website
- united.com
Flights from Chicago O'Hare International Airport to Barkley Regional Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $45–310
Flights from Chicago O'Hare International Airport to Nashville
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $55–350
- 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 Nashville
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $55–350
- 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
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Carbondale
- Ave. Duration
- 5h 30m
- Frequency
- 3 times a day
- Estimated price
- $95–210
- Website
- Amtrak
Train from Chicago Union Station to St. Louis
- Ave. Duration
- 4h 46m
- Frequency
- 5 times a day
- Estimated price
- $85–190
- Website
- Amtrak
Train from Chicago Union Station to Indianapolis
- Ave. Duration
- 4h 54m
- Frequency
- 3 times a week
- Estimated price
- $60–130
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Indianapolis Union Station
- Ave. Duration
- 3h 5m
- Frequency
- Every 3 hours
- Estimated price
- $27–55
- Website
- Greyhound
Bus from Evansville Bus Station to Madisonville
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- Greyhound
Bus from Clarksville Park & Ride to Madisonville
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $8–17
- Website
- Greyhound
Bus from Evansville Bus Station to Madisonville
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- Greyhound
Bus from Nashville Bus Station to Madisonville
- Ave. Duration
- 1h 55m
- Frequency
- Twice daily
- Estimated price
- $14–28
- Website
- Greyhound
Bus from Nashville Bus Station to Madisonville
- Ave. Duration
- 1h 55m
- Frequency
- Twice daily
- Estimated price
- $14–28
- Website
- Greyhound
Bus from St Louis Bus Station to Madisonville
- Ave. Duration
- 4h 55m
- Frequency
- Twice daily
- Estimated price
- $30–65
- Website
- Greyhound
Bus from Evansville Bus Station to Madisonville
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- Greyhound
- Phone
- +1 502-368-5644 x 135
- Website
- Miller Transportation
Bus from Indianapolis Union Station to Evansville, IN
- Ave. Duration
- 4h 35m
- Frequency
- Once daily
- Estimated price
- $55–75
- Website
- Miller Transportation
Bus from Indianapolis Union Station to Evansville, IN
- Ave. Duration
- 4h 35m
- Frequency
- Once daily
- Estimated price
- $55–75
- Website
- Miller Transportation
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Carbondale Intermodal Station to Clarksville Park & Ride
- Ave. Duration
- 3h 5m
- Frequency
- Once daily
- Estimated price
- $26–45
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
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