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How to get fromSan Ramon to Chicagoby plane, train (Amtrak), taxi, bus, car or subway

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There are 8 ways to get from San Ramon to Chicago by plane, train (Amtrak), taxi, bus, car, or subway

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
    7h 8m
    $169–766

  2. BART to San Francisco International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the subway from Walnut Creek to San Francisco International Airportsubway subway
    2. Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane plane SFO - ORD
    7h 43m
    $96–392

  3. Train (Amtrak)

    1. Take the train from Richmond to Chicago Union Stationtrain train California Zephyr
    2d 6h
    $656–1,509

  4. Taxi, bus

    1. Take the taxi from San Ramon to San Jose Fronterastaxi taxi
    2. Take the bus from San Jose Fronteras to 285 S East End Ave - Pomonabus bus
    3. Take the bus from Montclair Transcenter to St Louis Bus Stationbus bus
    4. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus
    2d 10h
    $567–989

  5. Drive 2,120 mi

    1. Drive from San Ramon to Chicagocar car 2,120 mi
    32h 46m
    $387–559

  6. BART to San Francisco International Airport, fly to Chicago Midway International Airport

    1. Take the subway from Walnut Creek to San Francisco International Airportsubway subway
    2. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane plane SFO - MDW
    7h 30m
    $146–622

  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
    8h 6m
    $213–970

  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
    8h 27m
    $133–620

Oakland International Airport (OAK) to Chicago Midway International Airport (MDW) flights

Calendar54Weekly Planes
Duration6h 1mAverage Duration
Ticket$165Cheapest Price
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Questions & Answers

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

Southwest Airlines flies from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, Amtrak operates a train from Richmond to Chicago Union Station once daily. Tickets cost $650–1,500 and the journey takes 2d 4h.

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