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How to get fromChicago to Sunnyvaleby plane, bus (Greyhound, Flixbus), train, subway or car

Find Transport to Sunnyvale

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There are 9 ways to get from Chicago to Sunnyvale 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 Norman Y. Mineta San José International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC)planeMDW - SJC
    7h 7m
    $208–913

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to San Francisco International Airport (SFO)planeORD - SFO
    2. Take the train from Millbrae Caltrain Southbound to Sunnyvale Caltrain Southboundtrain
    7h 44m
    $100–424

  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 San Jose Diridon Stationbus
    2d 4h
    $194–565

  4. Train, BART, Caltrain

    1. Take the train from Chicago Union Station to Richmondtrain
    2. Take the subway from Richmond to Millbraesubway
    3. Take the train from Millbrae Caltrain Southbound to Sunnyvale Caltrain Southboundtrain
    2d 7h
    $178–2,082

  5. Drive 2,156.2 mi

    1. Drive from Chicago to Sunnyvalecar2,156.2 mi
    33h 15m
    $394–569

  6. Fly Chicago Midway International Airport to San Francisco International Airport, Caltrain

    1. Fly from Chicago Midway International Airport (MDW) to San Francisco International Airport (SFO)planeMDW - SFO
    2. Take the train from Millbrae Caltrain Southbound to Sunnyvale Caltrain Southboundtrain
    7h 19m
    $126–524

  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)planeORD - SJC
    7h 34m
    $168–713

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

    1. Fly from Chicago Midway International Airport (MDW) to Oakland International Airport (OAK)planeMDW - OAK
    2. Take the train from Oakland Coliseum/Airport Amtrak to Santa Clara Amtraktrain
    8h 42m
    $212–879

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

    1. Fly from Chicago Midway International Airport (MDW) to Sacramento International Airport (SMF)planeMDW - SMF
    2. Take the train from Sacramento to Santa Clara Amtraktrain
    10h 51m
    $248–1,004

Chicago to Sunnyvale by bus and train

Calendar7Weekly Services
Duration2d 4hAverage Duration
Ticket$194Cheapest Price
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Questions & Answers

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

Southwest Airlines flies from Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC) 4 times a day. Alternatively, you can take a bus from Chicago Bus Station to Sunnyvale Caltrain Northbound via Denver Union Station, Sparks Transit Center, Oakland, San Jose Diridon Station, and San Jose Diridon Caltrain Northbound in around 2d 4h.

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