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

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There are 13 ways to get from San Jose to Milford by plane, train, subway, bus (Greyhound), car, bus, or train (Amtrak)

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 Laguardia Airport, train

    best
    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Laguardia Airport (LGA)plane plane SJC - LGA
    2. Take the train from 125th Street - Harlem to Milfordtrain train
    10h 37m
    $242–936

  2. Fly Norman Y. Mineta San José International Airport to Long Island Mac Arthur Airport, train

    cheapest
    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Long Island Mac Arthur Airport (ISP)plane plane SJC - ISP
    2. Take the train from Central Islip to Jamaicatrain train
    3. Take the train from Grand Central Terminal to Milfordtrain train
    14h 49m
    $214–810

  3. 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 Springfieldtrain train
    4. Take the train from Springfield to New Haventrain train
    3d 5h
    $1,845–2,978

  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 Port Authority Bus Terminalbus bus
    4. Take the bus from New York to New Havenbus bus
    3d 7h
    $602–918

  5. Drive  2,987.3 mi

    1. Drive from San Jose to Milfordcar car 2,987.3 mi
    47h 27m
    $546–788

  6. Caltrain to San Francisco International Airport, fly to John F. Kennedy 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 John F. Kennedy International Airport (JFK)plane plane SFO - JFK
    3. Take the train from Grand Central Terminal to Milfordtrain train
    10h 9m
    $237–555

  7. Fly Norman Y. Mineta San José International Airport to Bradley International Airport, train

    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Bradley International Airport (BDL)plane plane SJC - BDL
    2. Take the train from Windsor Locks to New Haventrain train
    11h 13m
    $236–910

  8. Caltrain to San Francisco International Airport, fly to Newark Liberty 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 Newark Liberty International Airport (EWR)plane plane SFO - EWR
    3. Take the train from Newark Liberty International Airport to Bridgeport Amtrak Stationtrain train
    11h 13m
    $237–746

  9. Train to Sacramento International Airport, fly to John F. Kennedy International Airport, train

    1. Take the train from San Jose to Sacramentotrain train
    2. Fly from Sacramento International Airport (SMF) to John F. Kennedy International Airport (JFK)plane plane SMF - JFK
    3. Take the train from Grand Central Terminal to Milfordtrain train
    13h 15m
    $227–653

  10. Caltrain to San Francisco International Airport, fly to Boston Logan 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 Boston Logan Airport (BOS)plane plane SFO - BOS
    3. Take the train from Boston to New Haventrain train
    11h 53m
    $266–1,180

  11. Caltrain to San Francisco International Airport, fly to Philadelphia 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 Philadelphia International Airport (PHL)plane plane SFO - PHL
    3. Take the train from 30th Street Station to Stamford Amtrak Stationtrain train
    4. Take the train from Stamford to Milfordtrain train
    13h 13m
    $237–1,291

  12. BART, train, bus

    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 bus from Chicago Bus Station to New York Midtownbus bus
    4. Take the train from Grand Central Terminal to Milfordtrain train
    3d 6h
    $1,479–2,377

  13. Train

    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 Ny Moynihan Train Hall At Penn Stationtrain train
    4. Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain train
    5. Take the train from Stamford to Milfordtrain train
    3d 6h
    $1,845–3,559

San Jose to Milford by subway and train

Calendar7Weekly Services
Duration3d 5hAverage Duration
Ticket$1,845Cheapest Price
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Comparing Your Travel Options

Map of how to get from San Jose to Milford.ExpandLaunch map view
  • Distance: 2,624 mi
  • Duration: 10h 37m

What companies run services between San Jose, CA, USA and Milford, CT, USA?

You can take a bus from San Jose Fronteras to Milford via 285 S East End Ave - Pomona, East End Ave and Mission Blvd E, Montclair Transit Center, Montclair Transcenter, St Louis Bus Station, Port Authority Bus Terminal, New York, New Haven, and New Haven in around 3d 7h. Alternatively, you can take a train from San Jose to Milford via Emeryville, Chicago Union Station, Ny Moynihan Train Hall At Penn Station, Stamford Amtrak Station, and Stamford in around 3d 6h.

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