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

Find Transport to Sunnyvale

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There are 8 ways to get from Chicago to Sunnyvale 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 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)plane plane MDW - SJC
    6h 47m
    $278–1,213

  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)plane plane ORD - SFO
    2. Take the train from Millbrae Caltrain Southbound to Sunnyvale Caltrain Southboundtrain train
    7h 33m
    $126–504

  3. Bus

    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 Reno Tahoe International Airport to Northstar Village Gate # 7bus bus
    4. Take the bus from Tahoe Mountain Resort - Northstar to San Jose Park and Ridebus bus
    2d 5h
    $536–864

  4. Train, BART, Caltrain

    1. Take the train from Chicago Union Station to Richmondtrain train
    2. Take the subway from Richmond to Millbraesubway subway
    3. Take the train from Millbrae Caltrain Southbound to Sunnyvale Caltrain Southboundtrain train
    2d 7h
    $705–1,496

  5. Drive 2,156.2 mi

    1. Drive from Chicago to Sunnyvalecar car 2,156.2 mi
    33h 25m
    $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)plane plane MDW - SFO
    2. Take the train from Millbrae Caltrain Southbound to Sunnyvale Caltrain Southboundtrain train
    7h 9m
    $176–774

  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 24m
    $188–813

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

    1. Fly from Chicago Midway International Airport (MDW) to Oakland International Airport (OAK)plane plane MDW - OAK
    2. Take the train from Oakland Coliseum/Airport Amtrak to Santa Clara Amtraktrain train
    8h 30m
    $276–1,236

Chicago to Sunnyvale by train and subway

Calendar7Weekly Services
Duration2d 7hAverage Duration
Ticket$705Cheapest 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) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to Fair Oaks & Old San Francisco via Denver Union Station, Sparks Transit Center, Reno - RTC Centennial Plaza Bay "O" - 1421 Victorian Avenue, Sparks, NV 89431, Reno - Tahoe International Airport, Reno Tahoe International Airport, Tahoe Mountain Resort - Northstar, San Jose Park and Ride, and Tamien Station in around 2d 5h.

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