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How to get fromSan Francisco to Chicago Loopby plane, bus (Greyhound), train (Amtrak), car, or train

Find Transport to Chicago Loop

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

    best
    1. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane plane SFO - MDW
    6h 11m
    $212–457

  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 28m
    $132–297

  3. Bus (Greyhound)

    1. Take the bus from San Francisco Bus Station to Sparks Transit Centerbus bus
    2. Take the bus from Sparks Transit Center to Denver Union Stationbus bus
    3. Take the bus from Denver Union Station to Chicago Bus Stationbus bus
    2d 1h
    $346–676

  4. Train (Amtrak)

    1. Take the train from Richmond to Chicago Union Stationtrain train California Zephyr
    2d 5h
    $755–1,606

  5. Drive 2,125.9 mi

    1. Drive from San Francisco to Chicago Loopcar car 2,125.9 mi
    32h 56m
    $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)plane plane OAK - MDW
    6h 20m
    $148–663

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

    1. Take the train from San Francisco Caltrain Southbound to Santa Clara Caltrain Southboundtrain train
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)plane plane SJC - MDW
    7h 20m
    $154–619

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

    1. Take the train from San Francisco Caltrain Southbound to Santa Clara Caltrain Southboundtrain train
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)plane plane SJC - ORD
    7h 41m
    $134–569

San Francisco to Chicago Loop by bus (Greyhound)

Calendar7Weekly Buses
Duration2d 1hAverage Duration
Ticket$346Cheapest Price
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Questions & Answers

Map of how to get from San Francisco to Chicago Loop.ExpandLaunch map view
  • Distance: 1,877 mi
  • Duration: 6h 11m

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

Southwest Airlines and Delta fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW) 4 times a day. Alternatively, you can take a bus from San Francisco Bus Station to Chicago Bus Station via Sparks Transit Center and Denver Union Station in around 2d 1h.

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Need to know: Greyhound

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