There are 8 ways to get from Winona to Kentucky by taxi, plane, train, bus, bus (Greyhound, Flixbus), car, 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.
Taxi to La Crosse, fly to Covington
best- Take the taxi from Winona to La-Crosse-Airport-LSEtaxi
- Fly from La Crosse (LSE) to Covington (CVG)plane LSE - CVG
5h 45m$163–680Drive 597.8 mi
cheapest- Drive from Winona to Louisvillecar 597.8 mi
10h 2m$110–158Train, bus
- Take the train from Winona to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Indianapolistrain
- Take the bus from Indianapolis Union Station to Louisville Bus Stationbus
14h 28m$143–344Bus
- Take the bus from Winona St. University to Milwaukeebus
- Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus
- Take the bus from Chicago Bus Station to Louisville Bus Stationbus
14h 30m$114–180Taxi to La Crosse, fly to Louisville International Airport
- Take the taxi from Winona to La-Crosse-Airport-LSEtaxi
- Fly from La Crosse (LSE) to Louisville International Airport (SDF)plane LSE - SDF
6h 48m$167–731Taxi to La Crosse, fly to Blue Grass Airport
- Take the taxi from Winona to La-Crosse-Airport-LSEtaxi
- Fly from La Crosse (LSE) to Blue Grass Airport (LEX)plane LSE - LEX
7h 58m$128–450Train to Minneapolis–Saint Paul International Airport, fly to Covington
- Take the train from Winona to St. Paul-Minneapolistrain
- Fly from Minneapolis–Saint Paul International Airport (MSP) to Covington (CVG)plane MSP - CVG
6h 38m$479–1,165Bus via Lafayette
- Take the bus from Winona St. University to Madisonbus
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus
- Take the bus from Chicago Union Station to Lafayette Amtrak Stationbus
- Take the bus from Lafayette Amtrak Station to Louisville, KYbus
16h 31m$124–216
Winona to Kentucky by train and bus
Comparing Your Travel Options
The cheapest way to get from Winona to Kentucky is to drive which costs $100 - $160 and takes 10h 2m.
The fastest way to get from Winona to Kentucky is to taxi and fly which takes 5h 45m and costs $160 - $700.
No, there is no direct bus from Winona to Kentucky station. However, there are services departing from Winona St. University and arriving at Louisville Bus Station via Milwaukee Intermodal Station and Chicago Bus Station. The journey, including transfers, takes approximately 14h 30m.
The distance between Winona and Kentucky is 522 miles. The road distance is 601.2 miles.
The best way to get from Winona to Kentucky without a car is to train and bus which takes 14h 28m and costs $140 - $350.
It takes approximately 5h 45m to get from Winona to Kentucky, including transfers.
Winona to Kentucky bus services, operated by Jefferson Lines, depart from Winona St. University station.
Winona to Kentucky bus services, operated by Jefferson Lines, arrive at Milwaukee station.
Kentucky is 1h ahead of Winona. It is currently 1:45 PM in Winona and 2:45 PM in Kentucky.
Yes, the driving distance between Winona to Kentucky is 601 miles. It takes approximately 10h 2m to drive from Winona to Kentucky.
What companies run services between Winona, MN, USA and Kentucky, USA?
You can take a bus from Winona St. University to Louisville Bus Station via Milwaukee, Milwaukee Intermodal Station, and Chicago Bus Station in around 14h 30m.
- Website
- united.com
Flights from La Crosse to Covington via Chicago O'Hare
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $95–600
Flights from La Crosse to Louisville International Airport via Chicago O'Hare
- Ave. Duration
- 6h 58m
- When
- Every day
- Estimated price
- $100–650
Flights from La Crosse to Blue Grass Airport via Chicago O'Hare
- Ave. Duration
- 6h 29m
- When
- Every day
- Estimated price
- $60–370
Flights from Minneapolis–Saint Paul International Airport to Covington via Chicago O'Hare
- Ave. Duration
- 4h 1m
- When
- Every day
- Estimated price
- $130–800
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Winona to Chicago Union Station
- Ave. Duration
- 5h 44m
- Frequency
- 3 times a day
- Estimated price
- $75–180
- Website
- Amtrak
Train from Chicago Union Station to Indianapolis
- Ave. Duration
- 4h 54m
- Frequency
- 3 times a week
- Estimated price
- $45–120
- Website
- Amtrak
Train from Winona to St. Paul-Minneapolis
- Ave. Duration
- 2h 16m
- Frequency
- 3 times a day
- Estimated price
- $25–60
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- 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
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 1h 35m
- Frequency
- 4 times a day
- Estimated price
- $13–22
- Website
- Greyhound
Bus from Chicago Bus Station to Louisville Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 4 times a day
- Estimated price
- $45–75
- Website
- Greyhound
- Ave. Duration
- 31 min
- Estimated price
- $65–80
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Booking & Getting There
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