Rome2Rio

How to get fromChicago to Santa Rosaby plane, bus, train, bus (Flixbus, Greyhound), car or subway

Find Transport to Santa Rosa

See all options

There are 9 ways to get from Chicago to Santa Rosa by plane, bus, train, bus (Flixbus, Greyhound), 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 Chicago Midway International Airport to San Francisco International Airport, bus, train

    best
    1. Fly from Chicago Midway International Airport (MDW) to San Francisco International Airport (SFO)plane plane MDW - SFO
    2. Take the bus from San Francisco Airport to Larkspur - dropoffbus bus
    3. Take the train from SMART Larkspur to SMART Santa Rosa Downtowntrain train
    9h 23m
    $156–594

  2. Fly Chicago O'Hare International Airport to San Francisco International Airport, bus, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to San Francisco International Airport (SFO)plane plane ORD - SFO
    2. Take the bus from San Francisco Airport to Larkspur - dropoffbus bus
    3. Take the train from SMART Larkspur to SMART Santa Rosa Downtowntrain train
    9h 47m
    $120–434

  3. Train, bus (Amtrak)

    1. Take the train from Chicago Union Station to Martineztrain train California Zephyr
    2. Take the bus from Martinez to Santa Rosa Amtrak Bus Stopbus bus Amtrak Thruway Connecting Service
    2d 6h
    $684–1,474

  4. Bus

    1. Take the bus from Chicago Bus Station to St Louis Bus Stationbus bus
    2. Take the bus from St Louis Bus Station to Los Angeles Union Stationbus bus
    3. Take the bus from Los Angeles Union Station to San Francisco Bus Stationbus bus
    4. Take the bus from Salesforce Transit Center-Bus Plaza Bay A to Santa Rosa Transit Mallbus bus 101 / ...
    2d 9h
    $447–866

  5. Drive 2,127.7 mi

    1. Drive from Chicago to Santa Rosacar car 2,127.7 mi
    33h 9m
    $389–561

  6. Fly Chicago Midway International Airport to Oakland International Airport, bus, train

    1. Fly from Chicago Midway International Airport (MDW) to Oakland International Airport (OAK)plane plane MDW - OAK
    2. Take the bus from Oakland International Airport to San Rafaelbus bus
    3. Take the train from SMART San Rafael to SMART Santa Rosa Downtowntrain train
    9h 25m
    $254–1,167

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

    1. Fly from Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC)plane plane MDW - SJC
    2. Take the subway from Milpitas to El Cerrito Del Nortesubway subway
    3. Take the train from SMART San Rafael to SMART Santa Rosa Downtowntrain train
    10h 59m
    $288–1,334

  8. Fly Chicago Midway International Airport to Sacramento International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Sacramento International Airport (SMF)plane plane MDW - SMF
    2. Take the train from Sacramento to Richmondtrain train
    3. Take the train from SMART San Rafael to SMART Santa Rosa Downtowntrain train
    11h 48m
    $292–1,277

  9. Fly Chicago O'Hare International Airport to Sacramento International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Sacramento International Airport (SMF)plane plane ORD - SMF
    2. Take the train from Sacramento to Richmondtrain train
    3. Take the train from SMART San Rafael to SMART Santa Rosa Downtowntrain train
    12h 20m
    $212–927

Chicago to Santa Rosa by train and bus (Amtrak)

Calendar7Weekly Services
Duration2d 6hAverage Duration
Ticket$684Cheapest Price
See schedules

Questions & Answers

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

You can take a bus from Chicago Bus Station to Santa Rosa Transit Mall via St Louis Bus Station, Los Angeles Union Station, San Francisco Bus Station, and Salesforce Transit Center-Bus Plaza Bay A in around 2d 9h.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers

Trips from Chicago

Trips to Santa Rosa

Popular routes