There are 10 ways to get from Chicago to Kentucky by subway, plane, bus (Amtrak), train, bus, car, or bus (Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Subway to Chicago Midway International Airport, fly to Covington
best- Take the subway from Roosevelt to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Covington (CVG)plane MDW - CVG
3h 36m$104–707Fly 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 42m$44–287Bus (Amtrak)
- Take the bus from Chicago Union Station to Louisville, KYbus Chicago
7h$50–60Train, bus (Amtrak)
- Take the train from Chicago Union Station to Indianapolistrain Cardinal
- Take the bus from Indianapolis Union Station to Louisville, KYbus Chicago
8h 19m$78–165Drive 293.6 mi
- Drive from Chicago to Louisvillecar 293.6 mi
5h 4m$54–78Fly Chicago O'Hare International Airport to Covington
- Fly from Chicago O'Hare International Airport (ORD) to Covington (CVG)plane ORD - CVG
4h 7m$74–467Subway to Chicago Midway International Airport, fly to Louisville International Airport
- Take the subway from Roosevelt to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)plane MDW - SDF
4h 1m$88–558Fly Chicago O'Hare International Airport to Owensboro–Daviess County Regional Airport
- Fly from Chicago O'Hare International Airport (ORD) to Owensboro–Daviess County Regional Airport (OWB)plane ORD - OWB
3h 30m$74–228Fly 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 34m$144–708Bus via Speedway
- Take the bus from Chicago Bus Station to Indianapolisbus FlixBus 2514 / ...
- Take the bus from Indianapolis to El Mercadito Grocery - Clarksville, INbus Indianapolis
8h 48m$73–186
Chicago to Kentucky by bus (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Kentucky is to bus which costs $50 - $60 and takes 7h.
The fastest way to get from Chicago to Kentucky is to fly which takes 3h 30m and costs $70 - $230.
Yes, there is a direct bus departing from Chicago Union Station station and arriving at Louisville, KY. Services depart twice daily, and operate every day. The journey takes approximately 7h.
The distance between Chicago and Kentucky is 275 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 7h and costs $50 - $60.
It takes approximately 3h 36m to get from Chicago to Kentucky, including transfers.
Chicago to Kentucky bus services, operated by Amtrak Thruway, depart from Chicago Union Station.
The best way to get from Chicago to Kentucky is to bus which takes 7h and costs $50 - $60. Alternatively, you can fly, which costs $70 - $470 and takes 4h 7m.
Chicago to Kentucky bus services, operated by Amtrak Thruway, arrive at Louisville, KY station.
Kentucky is 1h ahead of Chicago. It is currently 9:03 AM in Chicago and 10:03 AM in Kentucky.
What companies run services between Chicago, IL, USA and Kentucky, USA?
Amtrak Thruway operates a bus from Chicago Union Station to Louisville, KY twice daily. Tickets cost $50–60 and the journey takes 7h. Alternatively, American Airlines and United Airlines fly from Chicago O'Hare International Airport (ORD) to Covington (CVG) hourly.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Covington
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $70–460
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $55–380
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $40–280
- Website
- southwest.com
Flights from Chicago Midway International Airport to Covington
- Ave. Duration
- 1h 10m
- When
- Every day
- Estimated price
- $100–700
Flights from Chicago Midway International Airport to Louisville International Airport
- Ave. Duration
- 1h 12m
- When
- Every day
- Estimated price
- $85–550
Flights from Chicago Midway International Airport to Louisville International Airport via Nashville
- Ave. Duration
- 3h 15m
- When
- Monday, Thursday, and Friday
- Estimated price
- $120–700
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Covington
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $70–460
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $55–380
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $40–280
- 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
- $60–210
- Phone
- +1 888-968-7282
- Website
- transitchicago.com
Subway from Roosevelt to Midway
- Ave. Duration
- 20 min
- Frequency
- Every 10 minutes
- Estimated price
- $2–5
- Website
- https://www.transitchicago.com
- Schedules at
- https://www.transitchicago.com/schedules/
- Adult
- $2–5
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Indianapolis
- Ave. Duration
- 4h 54m
- Frequency
- 3 times a week
- Estimated price
- $55–120
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Amtrak Thruway
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Chicago Union Station to Louisville, KY
- Ave. Duration
- 7h
- Frequency
- Twice daily
- Estimated price
- $50–60
- Website
- https://www.amtrak.com/home.html
- Adult
- $50–60
Bus from Indianapolis Union Station to Louisville, KY
- Ave. Duration
- 2h 25m
- Frequency
- Twice daily
- Estimated price
- $22–45
- Website
- https://www.amtrak.com/home.html
- Adult
- $22–45
- Phone
- +1 859-253-4636
- info@lextran.com
- Website
- lextran.com
Bus from Transit Center to Centre Parkway @ 1349
- Ave. Duration
- 25 min
- Frequency
- Hourly
- Estimated price
- $1
- Website
- https://lextran.com/
- Seniors 62+
- $1
- Youth 7-18
- $1
- Adult 19+
- $1
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to Indianapolis
- Ave. Duration
- 3h 30m
- Frequency
- Every 4 hours
- Estimated price
- $24–45
- Schedules at
- flixbus.com
- Phone
- +1 888 358 6762
- info@tornadobus.com
- Website
- tornadobus.com
Bus from Indianapolis to El Mercadito Grocery - Clarksville, IN
- Ave. Duration
- 2h 19m
- Frequency
- 3 times a week
- Estimated price
- $45–140
- Schedules at
- tornadobus.com
- Adults 11-59
- $45–140
Want to know more about travelling around United States
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More Questions & Answers
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.
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