There are 9 ways to get from Chicago to Kentucky by plane, bus (Greyhound, Amtrak), train, bus, car, subway, or bus (Amtrak)
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 Covington
best- Fly from Chicago O'Hare International Airport (ORD) to Covington (CVG)plane ORD - CVG
3h 52m$154–807Fly Chicago O'Hare International Airport to Blue Grass Airport, line 3 bus
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)plane ORD - LEX
- Take the bus from Transit Center to Centre Parkway @ 1349bus
5h 34m$44–297Bus
- Take the bus from Chicago Train Station to Louisville Bus Stationbus Greyhound US0100
6h 35m$50–60Train, bus
- Take the train from Chicago Union Station to Indianapolistrain Cardinal
- Take the bus from Indianapolis Union Station to Louisville Bus Stationbus Greyhound US0100 / ...
7h 44m$70–158Drive 293.6 mi
- Drive from Chicago to Louisvillecar 293.6 mi
5h 4m$54–78Subway to Chicago Midway International Airport, fly to Covington
- Take the subway from Adams/Wabash to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Covington (CVG)plane MDW - CVG
3h 39m$154–367Subway to Chicago Midway International Airport, fly to Louisville International Airport
- Take the subway from Adams/Wabash to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)plane MDW - SDF
4h 4m$98–708Fly Chicago O'Hare International Airport to Louisville International Airport
- Fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF)plane ORD - SDF
4h 29m$74–488Bus via Lafayette (Amtrak)
- Take the bus from Chicago Union Station to Lafayette Amtrak Stationbus Chicago
- Take the bus from Lafayette Amtrak Station to Louisville, KYbus Chicago
7h 35m$54–94
Chicago to Kentucky by bus
Comparing Your Travel Options
The cheapest way to get from Chicago to Kentucky is to bus which costs $50 - $60 and takes 6h 35m.
The fastest way to get from Chicago to Kentucky is to subway and fly which takes 3h 39m and costs $150 - $370.
Yes, there is a direct bus departing from Chicago Train Station station and arriving at Louisville Bus Station station. Services depart three times a day, and operate every day. The journey takes approximately 6h 35m.
The distance between Chicago and Kentucky is 298 miles. The road distance is 295.3 miles.
The best way to get from Chicago to Kentucky without a car is to bus which takes 6h 35m and costs $50 - $60.
It takes approximately 3h 52m to get from Chicago to Kentucky, including transfers.
Chicago to Kentucky bus services, operated by Greyhound USA, depart from Chicago Train Station.
The best way to get from Chicago to Kentucky is to fly which takes 3h 52m and costs $150 - $850. Alternatively, you can bus, which costs $50 - $60 and takes 6h 35m.
Chicago to Kentucky bus services, operated by Greyhound USA, arrive at Louisville Bus Station.
Kentucky is 1h ahead of Chicago. It is currently 5:36 PM in Chicago and 6:36 PM in Kentucky.
What companies run services between Chicago, IL, USA and Kentucky, USA?
American Airlines and United Airlines fly from Chicago O'Hare International Airport (ORD) to Covington (CVG) hourly. Alternatively, Greyhound USA operates a bus from Chicago Train Station to Louisville Bus Station twice daily. Tickets cost $45–75 and the journey takes 6h 35m. Amtrak Thruway also services this route twice daily.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Covington
- Ave. Duration
- 1h 23m
- When
- Every day
- Estimated price
- $65–460
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 39m
- When
- Every day
- Estimated price
- $70–480
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $40–290
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Indianapolis
- Ave. Duration
- 4h 54m
- Frequency
- 3 times a week
- Estimated price
- $45–120
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Train Station to Louisville Bus Station
- Ave. Duration
- 6h 35m
- Frequency
- Twice daily
- Estimated price
- $45–75
- Website
- Greyhound
Bus from Indianapolis Union Station to Louisville Bus Station
- Ave. Duration
- 1h 50m
- Frequency
- 5 times a day
- Estimated price
- $18–29
- Website
- Greyhound
Want to know more about travelling around United States
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Booking & Getting There
Yes, the driving distance between Chicago to Kentucky is 295 miles. It takes approximately 5h 4m to drive from Chicago to Kentucky.
Book your Chicago to Kentucky bus tickets online with Omio and FlixBus.
There are 623+ hotels available in Kentucky.





