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

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There are 10 ways to get from San Jose to Winona by plane, taxi, train (Amtrak), bus (Greyhound, Flixbus), car, train, bus, or subway

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 Norman Y. Mineta San José International Airport to La Crosse, taxi

    best
    1. Fly from Norman Y. Mineta San José International Airport (SJC) to La Crosse (LSE)plane plane SJC - LSE
    2. Take the taxi from La-Crosse-Airport-LSE to Winonataxi taxi
    9h 49m
    $228–732

  2. Caltrain to San Francisco International Airport, fly to Rochester, bus

    cheapest
    1. Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain train
    2. Fly from San Francisco International Airport (SFO) to Rochester (RST)plane plane SFO - RST
    3. Take the bus from Rochester, MN to Winona State University, MNbus bus
    12h 4m
    $149–585

  3. Train (Amtrak)

    1. Take the train from San Jose to Portlandtrain train Coast Starlight
    2. Take the train from Portland to Winonatrain train Empire Builder
    2d 12h
    $851–1,803

  4. Bus

    1. Take the bus from San Jose Fronteras to 285 S East End Ave - Pomonabus bus
    2. Take the bus from Montclair Transcenter to St Louis Bus Stationbus bus
    3. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus
    4. Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus bus
    5. Take the bus from Milwaukee to Winona State Univ.bus bus
    2d 18h
    $506–909

  5. Drive 1,999.4 mi

    1. Drive from San Jose to Winonacar car 1,999.4 mi
    32h 40m
    $365–528

  6. Fly Norman Y. Mineta San José International Airport to Minneapolis–Saint Paul International Airport, train

    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Minneapolis–Saint Paul International Airport (MSP)plane plane SJC - MSP
    2. Take the train from St. Paul-Minneapolis to Winonatrain train
    8h 25m
    $474–726

  7. Fly Norman Y. Mineta San José International Airport to Rochester, bus

    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Rochester (RST)plane plane SJC - RST
    2. Take the bus from Rochester, MN to Winona State University, MNbus bus
    11h 18m
    $156–628

  8. Caltrain to San Francisco International Airport, fly to Minneapolis–Saint Paul International Airport, train

    1. Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain train
    2. Fly from San Francisco International Airport (SFO) to Minneapolis–Saint Paul International Airport (MSP)plane plane SFO - MSP
    3. Take the train from St. Paul-Minneapolis to Winonatrain train
    9h 24m
    $168–413

  9. Train to Sacramento International Airport, fly to Minneapolis–Saint Paul International Airport, train

    1. Take the train from San Jose to Sacramentotrain train
    2. Fly from Sacramento International Airport (SMF) to Minneapolis–Saint Paul International Airport (MSP)plane plane SMF - MSP
    3. Take the train from St. Paul-Minneapolis to Winonatrain train
    12h 16m
    $248–914

  10. BART, train

    1. Take the subway from Berryessa / North San Jose to Richmondsubway subway
    2. Take the train from Richmond to Chicago Union Stationtrain train
    3. Take the train from Chicago Union Station to Winonatrain train
    2d 12h
    $859–1,822

San Jose to Winona by train (Amtrak)

Calendar7Weekly Trains
Duration2d 12hAverage Duration
Ticket$851Cheapest Price
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Questions & Answers

Map of how to get from San Jose to Winona.ExpandLaunch map view
  • Distance: 1,688.7 mi
  • Duration: 9h 49m

What companies run services between San Jose, CA, USA and Winona, MN, USA?

You can take a train from San Jose to Winona via Portland in around 2d 12h. Alternatively, you can take a bus from San Jose Fronteras to Winona State Univ. via 285 S East End Ave - Pomona, East End Ave and Mission Blvd E, Montclair Transit Center, Montclair Transcenter, St Louis Bus Station, Chicago Bus Station, Milwaukee Intermodal Station, and Milwaukee in around 2d 18h.

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