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.
Train, bus to San Francisco International Airport, fly to Chicago Midway International Airport
best- Take the train from SMART Santa Rosa Downtown to SMART Larkspurtrain
- Take the bus from Larkspur - pickup to San Francisco Airportbus
- Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane SFO - MDW
8h 28m$165–454Train, bus to San Francisco International Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from SMART Santa Rosa Downtown to SMART Larkspurtrain
- Take the bus from Larkspur - pickup to San Francisco Airportbus
- Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane SFO - ORD
8h 44m$115–394Bus
- Take the bus from Santa Rosa Transit Mall-Bay S1 to 1st St & Mission Stbus 172
- Take the bus from San Francisco Bus Station to Sparks Transit Centerbus
- Take the bus from Sparks Transit Center to Denver Union Stationbus
- Take the bus from Denver Union Station to Chicago Bus Stationbus
2d 4h$420–639Bus, train (Amtrak)
- Take the bus from Santa Rosa Amtrak Bus Stop to Martinezbus Amtrak Thruway Connecting Service
- Take the train from Martinez to Chicago Union Stationtrain California Zephyr
2d 6hDrive 2,128.1 mi
- Drive from Santa Rosa to Chicagocar 2,128.1 mi
33h 11m$352–508Train, bus to Oakland International Airport, fly to Chicago Midway International Airport
- Take the train from SMART Santa Rosa Downtown to SMART San Rafaeltrain
- Take the bus from San Rafael to Oakland International Airportbus
- Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)plane OAK - MDW
8h 43m$158–666Train, BART to Norman Y. Mineta San José International Airport, fly to Chicago Midway International Airport
- Take the train from SMART Santa Rosa Downtown to SMART San Rafaeltrain
- Take the subway from El Cerrito Del Norte to Milpitassubway
- Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)plane SJC - MDW
9h 57m$159–684Train, train to Sacramento International Airport, fly to Chicago Midway International Airport
- Take the train from SMART Santa Rosa Downtown to SMART San Rafaeltrain
- Take the train from Richmond to Sacramentotrain
- Fly from Sacramento International Airport (SMF) to Chicago Midway International Airport (MDW)plane SMF - MDW
11h 13m$182–691Train, train to Sacramento International Airport, fly to Chicago O'Hare International Airport
- Take the train from SMART Santa Rosa Downtown to SMART San Rafaeltrain
- Take the train from Richmond to Sacramentotrain
- Fly from Sacramento International Airport (SMF) to Chicago O'Hare International Airport (ORD)plane SMF - ORD
11h 30m$152–391
Santa Rosa to Chicago by bus
Comparing Your Travel Options
The cheapest way to get from Santa Rosa to Chicago is to train and bus and fly which costs $160 - $460 and takes 8h 28m.
The fastest way to get from Santa Rosa to Chicago is to train and bus and fly which takes 8h 28m and costs $160 - $460.
No, there is no direct bus from Santa Rosa to Chicago station. However, there are services departing from Santa Rosa Transit Mall-Bay S1 and arriving at Chicago Bus Station via San Francisco Bus Station, Sparks Transit Center and Denver Union Station. The journey, including transfers, takes approximately 2 days 4h.
The distance between Santa Rosa and Chicago is 1942 miles. The road distance is 2140.6 miles.
The best way to get from Santa Rosa to Chicago without a car is to bus which takes 2 days 4h and costs $420 - $650.
It takes approximately 8h 28m to get from Santa Rosa to Chicago, including transfers.
Santa Rosa to Chicago bus services, operated by Golden Gate Transit, depart from Santa Rosa Transit Mall-Bay S1 station.
Santa Rosa to Chicago bus services, operated by Golden Gate Transit, arrive at 1st St & Mission St station.
Chicago is 2h ahead of Santa Rosa. It is currently 2:00 AM in Santa Rosa and 4:00 AM in Chicago.
Yes, the driving distance between Santa Rosa to Chicago is 2141 miles. It takes approximately 33h 11m to drive from Santa Rosa to Chicago.
What companies run services between Santa Rosa, CA, USA and Chicago, IL, USA?
You can take a bus from Santa Rosa Transit Mall-Bay S1 to Chicago Bus Station via 1st St & Mission St, San Francisco Bus Station, Sparks Transit Center, and Denver Union Station in around 2d 4h.
- Website
- southwest.com
Flights from San Francisco International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $110–500
Flights from San Francisco International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 7h 10m
- When
- Every day
- Estimated price
- $110–500
Flights from San Francisco International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 7h 5m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $120–550
Flights from Oakland International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 1m
- When
- Every day
- Estimated price
- $130–600
Flights from Oakland International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h
- When
- Every day
- Estimated price
- $130–600
Flights from Oakland International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 6h 31m
- When
- Every day
- Estimated price
- $130–600
Flights from Oakland International Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 6h 57m
- When
- Saturday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $150–650
Flights from Oakland International Airport to Chicago Midway International Airport via Salt Lake City
- Ave. Duration
- 7h
- When
- Monday to Thursday
- Estimated price
- $130–600
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 4m
- When
- Every day
- Estimated price
- $140–650
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 50m
- When
- Every day
- Estimated price
- $140–650
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 6h 34m
- When
- Every day
- Estimated price
- $140–650
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 6h 30m
- When
- Monday and Thursday
- Estimated price
- $160–700
Flights from Sacramento International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 55m
- When
- Every day
- Estimated price
- $130–600
Flights from Sacramento International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 10m
- When
- Every day
- Estimated price
- $130–600
Flights from Sacramento International Airport to Chicago Midway International Airport via Boise
- Ave. Duration
- 6h 30m
- When
- Monday, Thursday, and Friday
- Estimated price
- $130–600
Flights from Sacramento International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 6h 30m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $140–600
Flights from Sacramento International Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 7h 8m
- When
- Every day
- Estimated price
- $150–700
- Website
- united.com
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 21m
- When
- Every day
- Estimated price
- $80–350
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 12m
- When
- Every day
- Estimated price
- $80–350
Flights from Sacramento International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 14m
- When
- Every day
- Estimated price
- $90–410
Flights from Sacramento International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 17m
- When
- Every day
- Estimated price
- $90–410
- Website
- aa.com
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $80–350
Flights from Sacramento International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $90–410
- Website
- delta.com
Flights from San Francisco International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 7h 57m
- When
- Every day
- Estimated price
- $110–550
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h 9m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $80–350
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 8h 19m
- When
- Every day
- Estimated price
- $150–650
Flights from Sacramento International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 8h 24m
- When
- Every day
- Estimated price
- $130–600
Flights from Sacramento International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 6h 18m
- When
- Every day
- Estimated price
- $95–410
Flights from Sacramento International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h 17m
- When
- Every day
- Estimated price
- $90–410
- Website
- flyfrontier.com
Flights from Sacramento International Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 8h 54m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $100–300
Train from SMART Santa Rosa Downtown to SMART Larkspur
- Ave. Duration
- 1h 9m
- Frequency
- Hourly
- Estimated price
- $1–7
- Website
- Sonoma Marin SMART
Train from SMART Santa Rosa Downtown to SMART Larkspur
- Ave. Duration
- 1h 9m
- Frequency
- Hourly
- Estimated price
- $1–7
- Website
- Sonoma Marin SMART
Train from SMART Santa Rosa Downtown to SMART San Rafael
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $1–7
- Website
- Sonoma Marin SMART
Train from SMART Santa Rosa Downtown to SMART San Rafael
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $1–7
- Website
- Sonoma Marin SMART
Train from SMART Santa Rosa Downtown to SMART San Rafael
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $1–7
- Website
- Sonoma Marin SMART
Train from SMART Santa Rosa Downtown to SMART San Rafael
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $1–7
- Website
- Sonoma Marin SMART
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Martinez to Chicago Union Station
- Ave. Duration
- 2d 3h
- Frequency
- Once daily
- Estimated price
- $1,300–2,100
- Website
- Amtrak
Train from Richmond to Sacramento
- Ave. Duration
- 1h 39m
- Frequency
- Hourly
- Estimated price
- $40–65
- Website
- Amtrak
Train from Richmond to Sacramento
- Ave. Duration
- 1h 39m
- Frequency
- Hourly
- Estimated price
- $40–65
- Website
- Amtrak
- Phone
- +1-510-464-6000
- Website
- BART
Subway from El Cerrito Del Norte to Milpitas
- Ave. Duration
- 1h 13m
- Frequency
- Every 30 minutes
- Estimated price
- $8–12
- Website
- BART
- Phone
- +1 415-461-4222
- Website
- Marin Airporter
Bus from Larkspur - pickup to San Francisco Airport
- Ave. Duration
- 1h 3m
- Frequency
- Hourly
- Estimated price
- $32
- Website
- Marin Airporter
- Adult One-way
- $32
Bus from Larkspur - pickup to San Francisco Airport
- Ave. Duration
- 1h 3m
- Frequency
- Hourly
- Estimated price
- $32
- Website
- Marin Airporter
- Adult One-way
- $32
- Phone
- +1 415-921-5858
- bridgecomments@goldengate.org
- Website
- Golden Gate Bridge, Highway and Transportation District
Bus from Santa Rosa Transit Mall-Bay S1 to 1st St & Mission St
- Ave. Duration
- 1h 30m
- Frequency
- Every 4 hours
- Estimated price
- $10–14
- Website
- Golden Gate Bridge, Highway and Transportation District
- Adult
- $10–14
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from San Francisco Bus Station to Sparks Transit Center
- Ave. Duration
- 6h 35m
- Frequency
- Twice daily
- Estimated price
- $40–65
- Website
- Greyhound
Bus from Sparks Transit Center to Denver Union Station
- Ave. Duration
- 20h 55m
- Frequency
- Once daily
- Estimated price
- $190–280
- Website
- Greyhound
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 20h 30m
- Frequency
- Once daily
- Estimated price
- $180–280
- Website
- Greyhound
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Santa Rosa Amtrak Bus Stop to Martinez
- Ave. Duration
- 1h 45m
- Frequency
- 4 times a day
- Website
- Amtrak
- Phone
- +1 707-837-8700
- Website
- Groome Transportation
Bus from San Rafael to Oakland International Airport
- Ave. Duration
- 1h
- Frequency
- Every 3 hours
- Estimated price
- $25–55
- Website
- Groome Transportation
- First Passenger
- $25–55
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