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How to get fromChicago to Silicon Valleyby plane, bus (Greyhound), train, subway, or car

Find Transport to Silicon Valley

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There are 8 ways to get from Chicago to Silicon Valley by plane, bus (Greyhound), train, subway, 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 Chicago Midway International Airport to San Francisco International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to San Francisco International Airport (SFO)plane plane MDW - SFO
    6h 58m
    $216–463

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to San Francisco International Airport (SFO)plane plane ORD - SFO
    7h 18m
    $136–303

  3. Bus (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 San Francisco Bus Stationbus bus
    2d 5h
    $361–699

  4. Train, BART

    1. Take the train from Chicago Union Station to Richmondtrain train California Zephyr
    2. Take the subway from Richmond to Millbraesubway subway Red-S
    2d 7h
    $810–1,598

  5. Drive 2,150.4 mi

    1. Drive from Chicago to Silicon Valleycar car 2,150.4 mi
    33h 28m
    $393–567

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

    1. Fly from Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC)plane plane MDW - SJC
    7h 3m
    $220–915

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Norman Y. Mineta San José International Airport (SJC)plane plane ORD - SJC
    7h 35m
    $170–565

  8. Fly Chicago Midway International Airport to Oakland International Airport, Caltrain

    1. Fly from Chicago Midway International Airport (MDW) to Oakland International Airport (OAK)plane plane MDW - OAK
    2. Take the train from San Francisco Caltrain Southbound to Palo Alto Caltrain Southboundtrain train
    8h 4m
    $236–974

Chicago to Silicon Valley by bus (Greyhound)

Calendar7Weekly Buses
Duration2d 5hAverage Duration
Ticket$361Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Silicon Valley.ExpandLaunch map view
  • Distance: 1,881.1 mi
  • Duration: 6h 58m

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

Southwest Airlines flies from Chicago Midway International Airport (MDW) to San Francisco International Airport (SFO) 5 times a day. Alternatively, you can take a bus from Chicago Bus Station to Palo Alto Transit Ctr-Bay 1 via Denver Union Station, Sparks Transit Center, Mission St & 1st St, and Millbrae Transit Center-Bay C1 in around 2d 5h.

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