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

Find Transport to Watsonville

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There are 9 ways to get from Chicago to Watsonville by plane, shuttle, bus, car, 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 Chicago Midway International Airport to Norman Y. Mineta San José International Airport, shuttle

    best
    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 23m
    $224–858

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

    cheapest
    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 46m
    $164–608

  3. Bus, drive (Greyhound)

    1. Take the bus from Chicago Bus Station to Denver Union Stationbus bus
    2. Take the bus from Denver Union Station to Sparks Transit Centerbus bus
    3. Take the bus from Sparks Transit Center to Sacramento Bus Stationbus bus
    4. Take the bus from Sacramento Bus Station to Tracy Transit Centerbus bus
    5. Drive from Tracy Transit Center to Watsonvillecar car
    2d 3h
    $427–634

  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
    $1,355–2,089

  5. Drive  2,197.4 mi

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

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

    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 48m
    $204–343

  7. 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 38m
    $184–513

  8. Fly Chicago Midway International Airport to Oakland International Airport, BART, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to Oakland International Airport (OAK)plane plane MDW - OAK
    2. Take the subway from Coliseum to Milpitassubway subway
    3. Take a shuttle bus from SJC Airport Terminal A to Prunedale Park & Rideshuttle bus
    11h 8m
    $236–872

  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
    13h 19m
    $268–993

Chicago to Watsonville by train and bus

Calendar7Weekly Services
Duration2d 9hAverage Duration
Ticket$1,355Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Watsonville.ExpandLaunch map view
  • Distance: 1,911.1 mi
  • Duration: 9h 23m

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 Norman Y. Mineta San José International Airport (SJC), walk to SJC Airport Terminal A, take the shuttle to Prunedale Park & Ride, walk to Meridian Spur / Prunedale Park & Ride, then take the line 29 bus to Rodriguez / Second. Alternatively, you can take a bus from Chicago Bus Station to Watsonville via Denver Union Station, Sparks Transit Center, Sacramento Bus Station, and Tracy Transit Center in around 2d 3h.

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