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

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There are 9 ways to get from Alameda to Chicago by plane, bus (Greyhound), train (Amtrak), 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)planeOAK - MDW
    6h 2m
    $145–661

  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
    6h 48m
    $112–448

  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 1h
    $194–621

  4. Train (Amtrak)

    1. Take the train from Emeryville to Chicago Union StationtrainCalifornia Zephyr
    2d 5h
    $204–1,605

  5. Drive 2,122.9 mi

    1. Drive from Alameda to Chicagocar2,122.9 mi
    32h 44m
    $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)planeSFO - MDW
    6h 27m
    $142–618

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

    1. Take the subway from Fruitvale to Milpitassubway
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)planeSJC - MDW
    7h 16m
    $171–716

  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
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)planeSJC - ORD
    7h 24m
    $131–566

  9. Train to Sacramento International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Oakland to Sacramentotrain
    2. Fly from Sacramento International Airport (SMF) to Chicago O'Hare International Airport (ORD)planeSMF - ORD
    8h 38m
    $151–612

Alameda to Chicago by bus (Greyhound)

Calendar7Weekly Buses
Duration2d 1hAverage Duration
Ticket$194Cheapest 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) 5 times a day. Alternatively, you can take a bus from Oakland to Chicago Bus Station via Sparks Transit Center and Denver Union Station in around 2d 1h.

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