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How to get fromJackson to Winonaby plane, taxi, train (Amtrak), bus (Greyhound, Flixbus), car, train, or bus

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There are 7 ways to get from Jackson to Winona by plane, taxi, train (Amtrak), bus (Greyhound, Flixbus), car, train, or bus

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly to La Crosse, taxi

    best
    1. Fly from Jackson/Vicksburg (JAN) to La Crosse (LSE)plane plane JAN - LSE
    2. Take the taxi from La-Crosse-Airport-LSE to Winonataxi taxi
    8h 57m
    $204–606

  2. Drive 925.1 mi

    cheapest
    1. Drive from Jackson to Winonacar car 925.1 mi
    16h 26m
    $169–244

  3. Train (Amtrak)

    1. Take the train from Jackson to Chicago Union Stationtrain train City of New Orleans
    2. Take the train from Chicago Union Station to Winonatrain train Empire Builder / ...
    22h 4m
    $344–688

  4. Bus

    1. Take the bus from Jackson to Memphis Bus Stationbus bus
    2. Take the bus from Memphis Bus Station to Chicago Bus Stationbus bus
    3. Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus bus
    4. Take the bus from Milwaukee to Winona State Univ.bus bus
    22h 17m
    $193–345

  5. Fly to Minneapolis–Saint Paul International Airport, train

    1. Fly from Jackson/Vicksburg (JAN) to Minneapolis–Saint Paul International Airport (MSP)plane plane JAN - MSP
    2. Take the train from St. Paul-Minneapolis to Winonatrain train
    8h 38m
    $191–669

  6. Fly to Dane County Regional Airport-Truax Field, bus

    1. Fly from Jackson/Vicksburg (JAN) to Dane County Regional Airport-Truax Field (MSN)plane plane JAN - MSN
    2. Take the bus from Madison to Winona State Univ.bus bus
    11h 1m
    $238–815

  7. Train, bus

    1. Take the train from Jackson to Chicago Union Stationtrain train
    2. Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus bus
    3. Take the bus from Madison to Winona State Univ.bus bus
    24h 16m
    $314–608

Jackson to Winona by train (Amtrak)

Calendar7Weekly Trains
Duration22h 4mAverage Duration
Ticket$344Cheapest Price
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Questions & Answers

Map of how to get from Jackson to Winona.ExpandLaunch map view
  • Distance: 838.8 mi
  • Duration: 8h 57m

What companies run services between Jackson, MS, USA and Winona, MN, USA?

You can take a train from Jackson to Winona via Chicago Union Station in around 22h 4m. Alternatively, you can take a bus from Jackson to Winona State Univ. via Memphis Bus Station, Chicago Bus Station, Milwaukee Intermodal Station, and Milwaukee in around 22h 17m.

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