Rome2Rio

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

Find Transport to Westport

See all options

There are 11 ways to get from San Jose to Westport by plane, train, subway, bus (Greyhound), or car

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 Darientrain train
    11h 18m
    $280–1,034

  2. Fly Norman Y. Mineta San José International Airport to John F. Kennedy International Airport, train

    cheapest
    1. Fly from Norman Y. Mineta San José International Airport (SJC) to John F. Kennedy International Airport (JFK)plane plane SJC - JFK
    2. Take the train from Grand Central Terminal to Darientrain train
    12h 7m
    $182–644

  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 Croton-Harmon Amtrak Stationtrain train
    4. Take the train from Croton-Harmon to 125th Street - Harlemtrain train
    5. Take the train from 125th Street - Harlem to Westporttrain train
    3d 5h
    $1,090–2,310

  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 Port Authority Bus Terminal to Bridgeport Bus Stopbus bus
    3d 8h
    $532–990

  5. Drive 2,969.8 mi

    1. Drive from San Jose to Westportcar car 2,969.8 mi
    47h 5m
    $542–783

  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 Darientrain train
    10h 47m
    $235–552

  7. 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 48m
    $211–872

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

    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 New York Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain train
    14h 43m
    $248–876

  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 Darientrain train
    13h 43m
    $234–784

  10. 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 Ny Moynihan Train Hall At Penn Stationtrain train
    4. Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain train
    13h 12m
    $250–1,265

  11. BART, train via Boston

    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 Bostontrain train
    4. Take the train from Boston to Bridgeport Amtrak Stationtrain train
    3d 9h
    $1,146–2,434

San Jose to Westport by bus

Calendar7Weekly Buses
Duration3d 8hAverage Duration
Ticket$532Cheapest Price
See schedules

Questions & Answers

Map of how to get from San Jose to Westport.ExpandLaunch map view
  • Distance: 2,609.5 mi
  • Duration: 11h 18m

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

You can take a bus from San Jose Fronteras to Post Rd. West at Myrtle Ave. 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, and Bridgeport Transportation Center in around 3d 8h.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers