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How to get fromChicago to Watsonvilleby plane, subway, bus, car, train, or shuttle

Find Transport to Watsonville

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There are 9 ways to get from Chicago to Watsonville by plane, subway, bus, car, train, or shuttle

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 Chicago Midway International Airport to Oakland International Airport, BART, bus

    best
    1. Fly from Chicago Midway International Airport (MDW) to Oakland International Airport (OAK)plane plane MDW - OAK
    2. Take the subway from Coliseum to Berryessa / North San Josesubway subway
    3. Take the bus from Diridon Station to Soquel Ave & Frontbus bus
    9h 45m
    $244–995

  2. Fly Chicago O'Hare International Airport to San Francisco International Airport, shuttle

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to San Francisco International Airport (SFO)plane plane ORD - SFO
    2. Take a shuttle bus from SFO Airport Terminal 3-Lower Level to Prunedale Park & Rideshuttle bus
    10h 43m
    $174–353

  3. Bus, drive

    1. Take the bus from Chicago Bus Station to St Louis Bus Stationbus bus
    2. Take the bus from St Louis Bus Station to El Monte Bus Stopbus bus
    3. Take the bus from Thuan Phat Supermarket - El Monte to Petro - Santa Nellabus bus
    4. Drive from Petro - Santa Nella to Watsonvillecar car
    2d 6h
    $392–693

  4. Train, bus

    1. Take the train from Chicago Union Station to Emeryvilletrain train
    2. Take the train from Emeryville to San Josetrain train
    3. Take the bus from Diridon Station to Soquel Ave & Frontbus bus 17
    2d 9h
    $822–1,623

  5. Drive 2,197.4 mi

    1. Drive from Chicago to Watsonvillecar car 2,197.4 mi
    34h 16m
    $401–580

  6. Fly Chicago Midway International Airport to Norman Y. Mineta San José International Airport, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC)plane plane MDW - SJC
    2. Take a shuttle bus from SJC Airport Terminal A to Prunedale Park & Rideshuttle bus
    9h 13m
    $254–958

  7. Fly Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport, shuttle

    1. Fly from Chicago O'Hare International Airport (ORD) to Norman Y. Mineta San José International Airport (SJC)plane plane ORD - SJC
    2. Take a shuttle bus from SJC Airport Terminal A to Prunedale Park & Rideshuttle bus
    9h 45m
    $204–608

  8. Fly Chicago Midway International Airport to San Francisco International Airport, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to San Francisco International Airport (SFO)plane plane MDW - SFO
    2. Take a shuttle bus from SFO Airport Terminal 3-Lower Level to Prunedale Park & Rideshuttle bus
    10h 23m
    $254–513

  9. Fly Chicago Midway International Airport to Sacramento International Airport, train, bus

    1. Fly from Chicago Midway International Airport (MDW) to Sacramento International Airport (SMF)plane plane MDW - SMF
    2. Take the train from Sacramento to San Josetrain train
    3. Take the bus from Diridon Station to Soquel Ave & Frontbus bus
    12h 57m
    $266–1,022

Chicago to Watsonville by train and bus

Calendar7Weekly Services
Duration2d 9hAverage Duration
Ticket$822Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Watsonville.ExpandLaunch map view
  • Distance: 1,941.2 mi
  • Duration: 9h 45m

What companies run services between Chicago, IL, USA and Watsonville, CA, USA?

There is no direct connection from Chicago to Watsonville. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Oakland International Airport (OAK), walk to Oakland International Airport Station, take the subway to Coliseum - OAC, walk to Coliseum, take the subway to Berryessa / North San Jose, walk to Berryessa BART, take the bus to San Jose Diridon, walk to Diridon Station, take the bus to Soquel Ave & Front, walk to Front & Soquel Ave, then take the line 2 bus to W Lake Ave & Main. Alternatively, you can take a bus from Chicago Bus Station to Watsonville via St Louis Bus Station, El Monte Station - Lower Level, Thuan Phat Supermarket - El Monte, and Petro - Santa Nella in around 2d 6h.

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