There are 6 ways to get from Winona to Jacksonville by taxi, plane, bus (Greyhound, Flixbus), train (Amtrak), car, or train
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
best- Take the taxi from Winona to La-Crosse-Airport-LSEtaxi
- Fly from La Crosse (LSE) to Jacksonville (JAX)plane LSE - JAX
9h 16m$177–631Drive to Chippewa Valley Regional Airport, fly
cheapest- Drive from Winona to Eau-Claire-Airport-EAUcar
- Fly from Chippewa Valley Regional Airport (EAU) to Jacksonville (JAX)plane EAU - JAX
9h 14m$124–622Bus
- 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 Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Jacksonvillebus
32h 5m$229–380Train (Amtrak)
- Take the train from Winona to Chicago Union Stationtrain Empire Builder / ...
- Take the train from Chicago Union Station to Jacksonvilletrain Floridian
42h 24m$458–1,078Drive 1,286.2 mi
- Drive from Winona to Jacksonvillecar 1,286.2 mi
23h 2m$235–340Train to Minneapolis–Saint Paul International Airport, fly
- Take the train from Winona to St. Paul-Minneapolistrain
- Fly from Minneapolis–Saint Paul International Airport (MSP) to Jacksonville (JAX)plane MSP - JAX
8h 28m$169–765
Winona to Jacksonville by bus
Comparing Your Travel Options
The cheapest way to get from Winona to Jacksonville is to drive which costs $230 - $340 and takes 23h 2m.
The fastest way to get from Winona to Jacksonville is to train and fly which takes 8h 28m and costs $160 - $800.
No, there is no direct bus from Winona to Jacksonville. However, there are services departing from Winona St. University and arriving at Jacksonville via Milwaukee Intermodal Station, Chicago Bus Station and Atlanta Bus Station. The journey, including transfers, takes approximately 32h 5m.
No, there is no direct train from Winona to Jacksonville. However, there are services departing from Winona and arriving at Jacksonville via Chicago Union Station. The journey, including transfers, takes approximately 42h 24m.
The distance between Winona and Jacksonville is 1115 miles. The road distance is 1293.7 miles.
The best way to get from Winona to Jacksonville without a car is to bus which takes 32h 5m and costs $220 - $380.
It takes approximately 9h 16m to get from Winona to Jacksonville, including transfers.
Winona to Jacksonville bus services, operated by Jefferson Lines, depart from Winona St. University station.
Winona to Jacksonville train services, operated by Amtrak, depart from Winona station.
The best way to get from Winona to Jacksonville is to bus which takes 32h 5m and costs $220 - $380. Alternatively, you can train, which costs $450 - $1,100 and takes 42h 24m.
What companies run services between Winona, MN, USA and Jacksonville, FL, USA?
You can take a bus from Winona St. University to Jacksonville via Milwaukee, Milwaukee Intermodal Station, Chicago Bus Station, and Atlanta Bus Station in around 32h 5m. Alternatively, you can take a train from Winona to Jefferson St + Beaver St via Chicago Union Station, Jacksonville, and Amtrak Station in around 42h 24m.
- Website
- delta.com
Flights from La Crosse to Jacksonville via Chicago O'Hare, Atlanta
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $110–550
Flights from Minneapolis–Saint Paul International Airport to Jacksonville
- Ave. Duration
- 2h 58m
- When
- Every day
- Estimated price
- $140–700
Flights from Minneapolis–Saint Paul International Airport to Jacksonville via Atlanta
- Ave. Duration
- 5h 12m
- When
- Every day
- Estimated price
- $140–700
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 Jacksonville
- Ave. Duration
- 34h 52m
- Frequency
- Once daily
- Estimated price
- $380–900
- Website
- Amtrak
Train from Winona to St. Paul-Minneapolis
- Ave. Duration
- 2h 16m
- Frequency
- 3 times a day
- Estimated price
- $25–60
- Website
- Amtrak
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Winona St. University to Milwaukee
- Ave. Duration
- 4h 50m
- Frequency
- Once daily
- Estimated price
- $60–85
- Book at
- Jefferson Lines
- Adult
- $60–85
- Ave. Duration
- 31 min
- Estimated price
- $65–80
Want to know more about travelling around United States
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Booking & Getting There
Winona to Jacksonville bus services, operated by Jefferson Lines, arrive at Milwaukee station.
Jacksonville is 1h ahead of Winona. It is currently 6:50 AM in Winona and 7:50 AM in Jacksonville.
Winona to Jacksonville train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Winona to Jacksonville is 1294 miles. It takes approximately 23h 2m to drive from Winona to Jacksonville.
Book your Winona to Jacksonville train tickets online with Omio.
Book your Winona to Jacksonville bus tickets online with Omio.
There are 625+ hotels available in Jacksonville.







