Rome2Rio

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

Find Transport to Chicago

See all options

There are 9 ways to get from Santa Rosa to Chicago by train, bus, plane, bus (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. Train, bus to San Francisco International Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from SMART Santa Rosa Downtown to SMART Larkspurtrain train
    2. Take the bus from Larkspur - pickup to San Francisco Airportbus bus
    3. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane plane SFO - MDW
    8h 23m
    $235–484

  2. Train, bus to San Francisco International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from SMART Santa Rosa Downtown to SMART Larkspurtrain train
    2. Take the bus from Larkspur - pickup to San Francisco Airportbus bus
    3. Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane plane SFO - ORD
    8h 40m
    $155–324

  3. Bus

    1. Take the bus from Santa Rosa Transit Mall to 1st St & Mission Stbus bus 172
    2. Take the bus from San Francisco Bus Station 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 4h
    $355–679

  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
    $770–1,629

  5. Drive 2,128.2 mi

    1. Drive from Santa Rosa to Chicagocar car 2,128.2 mi
    33h 11m
    $389–561

  6. Train, bus to Oakland International Airport, fly to Chicago Midway International Airport

    1. Take the train from SMART Santa Rosa Downtown to SMART San Rafaeltrain train
    2. Take the bus from San Rafael to Oakland International Airportbus bus
    3. Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)plane plane OAK - MDW
    8h 43m
    $168–716

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

    1. Take the train from SMART Santa Rosa Downtown to SMART San Rafaeltrain train
    2. Take the subway from El Cerrito Del Norte 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 58m
    $159–634

  8. Train, train to Sacramento International Airport, fly to Chicago Midway International Airport

    1. Take the train from SMART Santa Rosa Downtown to SMART San Rafaeltrain train
    2. Take the train from Richmond to Sacramentotrain train
    3. Fly from Sacramento International Airport (SMF) to Chicago Midway International Airport (MDW)plane plane SMF - MDW
    11h 19m
    $187–726

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

    1. Take the train from SMART Santa Rosa Downtown to SMART San Rafaeltrain train
    2. Take the train from Richmond to Sacramentotrain train
    3. Fly from Sacramento International Airport (SMF) to Chicago O'Hare International Airport (ORD)plane plane SMF - ORD
    11h 38m
    $167–626

Santa Rosa to Chicago by bus

Calendar7Weekly Buses
Duration2d 4hAverage Duration
Ticket$355Cheapest Price
See schedules

Questions & Answers

Map of how to get from Santa Rosa to Chicago.ExpandLaunch map view
  • Distance: 1,930.8 mi
  • Duration: 8h 23m

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

You can take a bus from Santa Rosa Transit Mall to Chicago Bus Station via 1st St & Mission St, San Francisco Bus Station, Sparks Transit Center, and Denver Union Station in around 2d 4h.

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