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

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There are 9 ways to get from Santa Rosa to Chicago by plane, bus (Amtrak, Greyhound), bus, train, or car

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 Sonoma County Airport to Chicago Midway International Airport

    best
    1. Fly from Sonoma County Airport (STS) to Chicago Midway International Airport (MDW)plane plane STS - MDW
    8h 6m
    $164–757

  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
    $113–486

  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 Oakland International Airport, fly to Chicago Midway International Airport

    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

  7. 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
    $153–666

  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

Sonoma County Airport (STS) to Chicago Midway International Airport (MDW) flights

Calendar22Weekly Planes
Duration7h 40mAverage Duration
Ticket$157Cheapest Price
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Questions & Answers

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

Southwest Airlines, American Airlines, and two other airlines fly from Sonoma County Airport (STS) to Chicago Midway International Airport (MDW) 3 times a day. Alternatively, 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.

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