There are 9 ways to get from Milwaukee to Kentucky by bus, plane, bus (Greyhound, Amtrak), train, car, or bus (Flixbus, Greyhound, Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus to Chicago O'Hare International Airport, fly to Owensboro–Daviess County Regional Airport
best- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Owensboro–Daviess County Regional Airport (OWB)plane ORD - OWB
4h 27m$96–221Drive 382.4 mi
cheapest- Drive from Milwaukee to Louisvillecar 382.4 mi
6h 43m$70–101Bus via Indianapolis
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Take the bus from Chicago Bus Station to Indianapolis Union Stationbus
- Take the bus from Indianapolis Union Station to Louisville, KYbus
10h 19m$92–161Train, bus (Amtrak)
- Take the train from Milwaukee to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Indianapolistrain
- Take the bus from Indianapolis Union Station to Louisville, KYbus
10h 48m$74–148Bus to Chicago O'Hare International Airport, fly to Covington
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Covington (CVG)plane ORD - CVG
5h 8m$107–520Bus to Chicago O'Hare International Airport, fly to Louisville International Airport
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF)plane ORD - SDF
5h 38m$236–591Train to Chicago Midway International Airport, fly to Louisville International Airport
- Take the train from Milwaukee to Chicago Union Stationtrain
- Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)plane MDW - SDF
6h 3m$100–536Bus to Chicago O'Hare International Airport, fly to Blue Grass Airport
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)plane ORD - LEX
6h 39m$82–320Bus
- Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus FlixBus 2548 / ...
- Take the bus from Chicago Union Station to Louisville, KYbus Chicago
10h 24m$70–117
Milwaukee to Kentucky by bus and subway
Questions & Answers
The cheapest way to get from Milwaukee to Kentucky is to bus which costs $65 - $120 and takes 10h 24m.
The fastest way to get from Milwaukee to Kentucky is to bus and fly which takes 4h 27m and costs $95 - $230.
No, there is no direct bus from Milwaukee station to Kentucky. However, there are services departing from Milwaukee Intermodal Station and arriving at Louisville, KY via Chicago Union Station. The journey, including transfers, takes approximately 10h 24m.
The distance between Milwaukee and Kentucky is 384 miles. The road distance is 384.7 miles.
The best way to get from Milwaukee to Kentucky without a car is to bus via Indianapolis which takes 10h 19m and costs $90 - $170.
It takes approximately 4h 27m to get from Milwaukee to Kentucky, including transfers.
Milwaukee to Kentucky bus services, operated by Flixbus USA, depart from Milwaukee Intermodal Station.
Milwaukee to Kentucky bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Kentucky is 1h ahead of Milwaukee. It is currently 2:46 AM in Milwaukee and 3:46 AM in Kentucky.
Yes, the driving distance between Milwaukee to Kentucky is 385 miles. It takes approximately 6h 43m to drive from Milwaukee to Kentucky.
What companies run services between Milwaukee, WI, USA and Kentucky, USA?
You can take a bus from Milwaukee Intermodal/Amtrak Station to Louisville, KY via O'Hare International Airport - Terminal 2 Departures, O'Hare, UIC-Halsted, 900 W Harrison, Jefferson & Harrison, Chicago Bus Station, and Indianapolis Union Station in around 10h 19m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Covington
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $70–480
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $60–380
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $45–280
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Covington
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $70–480
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $60–380
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $45–280
- Website
- southwest.com
Flights from Chicago Midway International Airport to Louisville International Airport
- Ave. Duration
- 1h 15m
- When
- Every day
- Estimated price
- $75–490
- Website
- contouraviation.com
Flights from Chicago O'Hare International Airport to Owensboro–Daviess County Regional Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $50–170
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–40
- 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
- $30–65
- Website
- https://www.amtrak.com/home.html
- Phone
- (866) 912 6224
- questions@coachusa.com
- Website
- coachusa.com
Bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Ave. Duration
- 1h 50m
- Frequency
- Every 2 hours
- Estimated price
- $35–38
- Schedules at
- coachusa.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Indianapolis Union Station
- Ave. Duration
- 3h 5m
- Frequency
- 5 times a day
- Estimated price
- $30–70
- Website
- https://www.greyhound.com/
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $19–60
- Website
- https://www.greyhound.com/
Rome2Rio's guide to Amtrak Thruway
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
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
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
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 2h 15m
- Frequency
- 3 times a day
- Estimated price
- $19–35
- Schedules at
- flixbus.com
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.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide
More Questions & Answers
Book your Milwaukee to Kentucky bus tickets online with Omio.
There are 556+ hotels available in Kentucky.









