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

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There are 8 ways to get from Chicago Union Station to Silicon Valley by plane, bus (Greyhound, Flixbus), 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)planeMDW - SFO
    7h 24m
    $114–472

  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)planeORD - SFO
    7h 35m
    $100–402

  3. Bus

    1. Take the bus from Chicago Bus Station to Denver Union Stationbus
    2. Take the bus from Denver Union Station to Sparks Transit Centerbus
    3. Take the bus from Sparks Transit Center to Oaklandbus
    4. Take the bus from Oakland to Redwood City Stationbus
    2d 4h
    $201–522

  4. Train, BART

    1. Take the train from Chicago Union Station to RichmondtrainCalifornia Zephyr
    2. Take the subway from Richmond to MillbraesubwayRed-S
    2d 7h
    $226–1,223

  5. Drive 2,150.2 mi

    1. Drive from Chicago Union Station to Silicon Valleycar2,150.2 mi
    33h 19m
    $393–567

  6. 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)planeORD - SJC
    7h 46m
    $150–615

  7. 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)planeMDW - SJC
    7h 39m
    $170–765

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

    1. Fly from Chicago Midway International Airport (MDW) to Oakland International Airport (OAK)planeMDW - OAK
    2. Take the train from San Francisco Caltrain Southbound to Palo Alto Caltrain Southboundtrain
    8h 35m
    $186–774

Chicago Union Station to Silicon Valley by foot and bus

Calendar7Weekly Services
Duration2d 4hAverage Duration
Ticket$201Cheapest Price
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Questions & Answers

What companies run services between Chicago Union Station, 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 vehicle from Chicago Union Station to Palo Alto Transit Ctr-Bay 1 via Chicago Bus Station, Denver Union Station, Sparks Transit Center, Oakland, Redwood City Station, and Redwood City Caltrain-Lane A in around 2d 4h.

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