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How to get fromChicago to Sunnyvaleby plane, bus (Flixbus, 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 (Flixbus, 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 57m
    $298–1,413

  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 38m
    $100–414

  3. Bus

    1. Take the bus from Chicago Bus Station to St Louis Bus Stationbus bus
    2. Take the bus from St Louis Bus Station to Indio Bus Stationbus bus
    3. Take the bus from Indio Bus Station to Los Angeles Downtownbus bus
    4. Take the bus from Los Angeles, CA - Chinatown Station to San Jose, CA - Huong Lan Sandwichbus bus
    2d 7h
    $414–764

  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
    $698–1,482

  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 14m
    $136–624

  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 34m
    $208–963

  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 37m
    $266–1,236

Chicago to Sunnyvale by bus and foot

Calendar6Weekly Services
Duration2d 7hAverage Duration
Ticket$414Cheapest 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 El Camino & Mathilda via St Louis Bus Station, Indio Bus Station, Los Angeles Downtown, Los Angeles, CA - Chinatown Station, San Jose, CA - Huong Lan Sandwich, and King & Tully in around 2d 7h.

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