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

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There are 9 ways to get from Castro Valley to Chicago by plane, subway, train, bus (Greyhound, Flixbus), 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)plane plane OAK - MDW
    6h 6m
    $176–812

  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)plane plane SFO - ORD
    7h 12m
    $96–393

  3. BART, train

    1. Take the subway from Hayward to Richmondsubway subway Orange-N
    2. Take the train from Richmond to Chicago Union Stationtrain train California Zephyr
    2d 5h
    $655–1,507

  4. Bus

    1. Take the bus from Hayward Bus Station to Los Angeles Union Stationbus bus
    2. Take the bus from Los Angeles Union Station to St Louis Bus Stationbus bus
    3. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus
    2d 8h
    $435–838

  5. Drive 2,130.5 mi

    1. Drive from Castro Valley to Chicagocar car 2,130.5 mi
    33h 2m
    $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)plane plane SFO - MDW
    6h 52m
    $156–673

  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)plane plane SJC - MDW
    6h 50m
    $210–964

  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)plane plane SJC - ORD
    7h 15m
    $130–564

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

    1. Take the train from Hayward Station to Sacramentotrain train
    2. Fly from Sacramento International Airport (SMF) to Chicago Midway International Airport (MDW)plane plane SMF - MDW
    8h 47m
    $222–969

Castro Valley to Chicago by subway and train

Calendar7Weekly Services
Duration2d 5hAverage Duration
Ticket$655Cheapest 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) every 4 hours. Alternatively, you can take a bus from Hayward Bus Station to Chicago Bus Station via Los Angeles Union Station and St Louis Bus Station in around 2d 8h.

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