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How to get fromAlameda to Chicagoby plane, train (Amtrak), bus (Greyhound, Flixbus), car, subway or train

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There are 9 ways to get from Alameda to Chicago by plane, train (Amtrak), bus (Greyhound, Flixbus), car, subway, or train

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 1m
    $185–811

  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
    6h 41m
    $92–378

  3. Train (Amtrak)

    1. Take the train from Emeryville to Chicago Union Stationtrain train California Zephyr
    2d 5h
    $551–1,403

  4. Bus

    1. Take the bus from Oakland 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 9h
    $401–782

  5. Drive 2,122.9 mi

    1. Drive from Alameda to Chicagocar car 2,122.9 mi
    32h 53m
    $388–560

  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 27m
    $152–668

  7. BART to Norman Y. Mineta San José International Airport, fly to Chicago Midway International Airport

    1. Take the subway from Fruitvale to Milpitassubway subway
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)plane plane SJC - MDW
    7h 5m
    $221–966

  8. BART to Norman Y. Mineta San José International Airport, fly to Chicago O'Hare International Airport

    1. Take the subway from Fruitvale to Milpitassubway subway
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)plane plane SJC - ORD
    7h 29m
    $121–566

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

    1. Take the train from Oakland to Sacramentotrain train
    2. Fly from Sacramento International Airport (SMF) to Chicago Midway International Airport (MDW)plane plane SMF - MDW
    8h 24m
    $226–958

Alameda to Chicago by train (Amtrak)

Calendar7Weekly Trains
Duration2d 5hAverage Duration
Ticket$551Cheapest Price
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Questions & Answers

What companies run services between Alameda, Alameda County, 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 Emeryville to Chicago Union Station once daily. Tickets cost $550–1,400 and the journey takes 2d 4h.

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