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How to get fromPier 39 to Chicagoby plane, bus (Greyhound), train (Amtrak), car or subway

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There are 8 ways to get from Pier 39 to Chicago by plane, bus (Greyhound), train (Amtrak), 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 San Francisco International Airport to Chicago Midway International Airport

    best
    1. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)planeSFO - MDW
    6h 39m
    $143–619

  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
    $108–449

  3. Bus (Greyhound)

    1. Take the bus from San Francisco Bus Station 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 2h
    $195–586

  4. Train (Amtrak)

    1. Take the train from Richmond to Chicago Union StationtrainCalifornia Zephyr
    2d 6h
    $176–1,608

  5. Drive 2,125.6 mi

    1. Drive from Pier 39 to Chicagocar2,125.6 mi
    32h 46m
    $388–561

  6. Fly Oakland International Airport to Chicago Midway International Airport

    1. Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)planeOAK - MDW
    6h 41m
    $148–665

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

    1. Take the subway from Embarcadero to Milpitassubway
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)planeSJC - ORD
    8h 19m
    $114–460

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

    1. Take the subway from Embarcadero to Milpitassubway
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)planeSJC - MDW
    8h 10m
    $174–770

Pier 39 to Chicago by foot and bus (Greyhound)

Calendar7Weekly Services
Duration2d 2hAverage Duration
Ticket$195Cheapest Price
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Questions & Answers

What companies run services between Pier 39, CA, USA and Chicago, IL, USA?

Southwest Airlines and Delta fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, you can take a vehicle from Pier 39 to Chicago Bus Station via North Point St & Stockton St, 1st St & Mission St, San Francisco Bus Station, Sparks Transit Center, and Denver Union Station in around 2d 2h.

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Train operators
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Need to know: Greyhound

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