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

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There are 9 ways to get from Santa Rosa to Chicago by bus, plane, bus (Amtrak, Greyhound), train, 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. Bus to Oakland International Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Santa Rosa to Oakland International Airportbus bus
    2. Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)plane plane OAK - MDW
    8h 1m
    $173–765
  2. Bus to San Francisco International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Santa Rosa to San Francisco Airportbus bus
    2. Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane plane SFO - ORD
    8h 13m
    $118–496
  3. Bus

    1. Take the bus from Santa Rosa Amtrak Bus Stop to Vallejobus bus
    2. Take the bus from Vallejo Transit Center to Sparks Transit Centerbus bus
    3. Take the bus from Sparks Transit Center to Denver Union Stationbus bus
    4. Take the bus from Denver Union Station to Chicago Bus Stationbus bus
    2d 2h
  4. Bus, train (Amtrak)

    1. Take the bus from Santa Rosa Amtrak Bus Stop to Martinezbus bus Amtrak Thruway Connecting Service
    2. Take the train from Martinez to Chicago Union Stationtrain train California Zephyr
    2d 6h
  5. Drive 2,128.1 mi

    1. Drive from Santa Rosa to Chicagocar car 2,128.1 mi
    33h 11m
    $389–561
  6. Bus to San Francisco International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Santa Rosa to San Francisco Airportbus bus
    2. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane plane SFO - MDW
    7h 50m
    $153–716
  7. Bus, BART to Norman Y. Mineta San José International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Santa Rosa Transit Mall to Battery St & Sacramento Stbus bus
    2. Take the subway from Embarcadero to Milpitassubway subway
    3. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)plane plane SJC - MDW
    9h 25m
    $202–882
  8. Bus, train to Sacramento International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Santa Rosa Amtrak Bus Stop to Martinezbus bus
    2. Take the train from Martinez to Sacramentotrain train
    3. Fly from Sacramento International Airport (SMF) to Chicago Midway International Airport (MDW)plane plane SMF - MDW
    10h 15m
  9. Bus, train to Sacramento International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Santa Rosa Amtrak Bus Stop to Martinezbus bus
    2. Take the train from Martinez to Sacramentotrain train
    3. Fly from Sacramento International Airport (SMF) to Chicago O'Hare International Airport (ORD)plane plane SMF - ORD
    10h 30m

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

Calendar58Weekly Planes
Duration6h 29mAverage Duration
Ticket$154Cheapest Price
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Questions & Answers

What companies run services between Santa Rosa, CA, USA and Chicago, IL, USA?

You can take a bus from Santa Rosa Amtrak Bus Stop to Chicago Bus Station via Vallejo Transit Center, Sparks Transit Center, and Denver Union Station in around 2d 2h.

Airlines
Train operators
Bus operators

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