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How to get fromCastro Valley to Chicagoby plane, bus (Greyhound), subway, train or car

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There are 9 ways to get from Castro Valley to Chicago by plane, bus (Greyhound), subway, train, 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 Oakland International Airport to Chicago Midway International Airport

    best
    1. Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)planeOAK - MDW
    6h 6m
    $146–612

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

    cheapest
    1. Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)planeSFO - ORD
    7h 2m
    $106–423

  3. Bus (Greyhound)

    1. Take the bus from Oakland to Sparks Transit Centerbus
    2. Take the bus from Sparks Transit Center to Denver Union Stationbus
    3. Take the bus from Denver Union Station to Chicago Bus Stationbus
    2d 3h
    $183–515

  4. BART, train

    1. Take the subway from Hayward to RichmondsubwayOrange-N
    2. Take the train from Richmond to Chicago Union StationtrainCalifornia Zephyr
    2d 5h
    $235–487

  5. Drive 2,130.4 mi

    1. Drive from Castro Valley to Chicagocar2,130.4 mi
    32h 53m
    $389–562

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

    1. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)planeSFO - MDW
    6h 51m
    $146–623

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

    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)planeSJC - MDW
    6h 55m
    $170–714

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

    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)planeSJC - ORD
    7h 16m
    $120–504

  9. Train to Sacramento International Airport, fly to Chicago Midway International Airport

    1. Take the train from Hayward Station to Sacramentotrain
    2. Fly from Sacramento International Airport (SMF) to Chicago Midway International Airport (MDW)planeSMF - MDW
    8h 51m
    $203–792

Castro Valley to Chicago by subway and bus (Greyhound)

Calendar7Weekly Services
Duration2d 3hAverage Duration
Ticket$183Cheapest Price
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Questions & Answers

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

Southwest Airlines flies from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, you can take a subway from Castro Valley to Chicago Bus Station via West Oakland, Oakland, Sparks Transit Center, and Denver Union Station in around 2d 3h.

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