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

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There are 10 ways to get from San Jose to Winona by plane, train, bus (Greyhound), train (Amtrak), car, bus, taxi, 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 Minneapolis–Saint Paul International Airport, train

    best
    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 32m
    $472–730

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

    cheapest
    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Rochester (RST)plane plane SJC - RST
    2. Take the bus from Rochester to Winona St. Universitybus bus
    11h 27m
    $126–568

  3. Bus

    1. Take the bus from San Jose, CA - Huong Lan Sandwich to Los Angeles, CA - Chinatown Stationbus bus
    2. Take the bus from Los Angeles Union Station to Tulsa Bus Stationbus bus
    3. Take the bus from Tulsa to St. Paulbus bus
    4. Take the bus from St. Paul to Winona St. Universitybus bus
    2d 10h
    $474–722

  4. 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
    $712–1,936

  5. Drive  1,999.4 mi

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

  6. 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 26m
    $186–418

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

    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 to Winona St. Universitybus bus
    12h 5m
    $129–515

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

    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 28m
    $188–632

  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 21m
    $189–775

  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
    $739–1,932

San Jose to Winona by bus and tram

Calendar7Weekly Services
Duration2d 10hAverage Duration
Ticket$474Cheapest Price
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Comparing Your Travel Options

Map of how to get from San Jose to Winona.ExpandLaunch map view
  • Distance: 1,685.2 mi
  • Duration: 8h 32m

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

You can take a bus from Santa Clara & 1st to Winona St. University via Tully & King, San Jose, CA - Huong Lan Sandwich, Los Angeles, CA - Chinatown Station, Chinatown Station, Union Station - Metro A-Line, Los Angeles Union Station, Tulsa, and St. Paul in around 2d 10h. Alternatively, you can take a train from San Jose to Winona via Portland in around 2d 12h.

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