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How to get fromSan Jose to Winter Parkby plane, bus, car, train (Amtrak), train, or subway

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There are 8 ways to get from San Jose to Winter Park by plane, bus, car, train (Amtrak), train, 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 Orlando

    best
    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Orlando (MCO)plane plane SJC - MCO
    9h 41m
    $176–708

  2. Bus, drive

    1. Take the bus from San Jose Fronteras to Tucsonbus bus
    2. Take the bus from Tucson to El Pasobus bus
    3. Take the bus from El Paso Bus Station to Houston Bus Stationbus bus
    4. Take the bus from Houston - Harrisburg Blvd to Wildwoodbus bus
    5. Drive from Wildwood to Winter Parkcar car
    2d 9h
    $471–687

  3. Train (Amtrak)

    1. Take the train from San Jose to Emeryvilletrain train
    2. Take the train from Emeryville to Chicago Union Stationtrain train
    3. Take the train from Chicago Union Station to Winter Park Amtrak Stationtrain train
    3d 21h
    $1,316–2,832

  4. Drive 2,758 mi

    1. Drive from San Jose to Winter Parkcar car 2,758 mi
    45h 43m
    $504–727

  5. Caltrain to San Francisco International Airport, fly to Orlando

    1. Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain train
    2. Fly from San Francisco International Airport (SFO) to Orlando (MCO)plane plane SFO - MCO
    9h 12m
    $270–875

  6. BART to Oakland International Airport, fly to Orlando

    1. Take the subway from Berryessa / North San Jose to Coliseumsubway subway
    2. Fly from Oakland International Airport (OAK) to Orlando (MCO)plane plane OAK - MCO
    10h 27m
    $193–767

  7. Train to Sacramento International Airport, fly to Orlando

    1. Take the train from San Jose to Sacramentotrain train
    2. Fly from Sacramento International Airport (SMF) to Orlando (MCO)plane plane SMF - MCO
    11h 59m
    $249–567

  8. Caltrain to San Francisco International Airport, fly to Tampa, 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 Tampa (TPA)plane plane SFO - TPA
    3. Take the train from Tampa to Winter Park Amtrak Stationtrain train
    12h 7m
    $252–1,291

San Jose to Winter Park by train (Amtrak)

Calendar7Weekly Trains
Duration3d 21hAverage Duration
Ticket$1,316Cheapest Price
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Questions & Answers

Map of how to get from San Jose to Winter Park.ExpandLaunch map view
  • Distance: 2,435.1 mi
  • Duration: 9h 41m

What companies run services between San Jose, CA, USA and Winter Park, FL, USA?

Southwest Airlines, Delta, and American Airlines fly from Norman Y. Mineta San José International Airport (SJC) to Orlando (MCO) every 4 hours. Alternatively, you can take a train from San Jose to Winter Park Amtrak Station via Emeryville and Chicago Union Station in around 3d 21h.

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