There are 8 ways to get from San Francisco to Chicago Union Station by plane, bus (Greyhound), train (Amtrak), car, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly San Francisco International Airport to Chicago Midway International Airport
best- Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane SFO - MDW
6h 18m$192–427Caltrain to Norman Y. Mineta San José International Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from San Francisco Caltrain Southbound to Santa Clara Caltrain Southboundtrain
- Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)plane SJC - ORD
7h 58m$124–499Bus (Greyhound)
- 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 1h$335–655Train (Amtrak)
- Take the train from Richmond to Chicago Union Stationtrain California Zephyr
2d 5h$755–1,606Drive 2,125.3 mi
- Drive from San Francisco to Chicago Union Stationcar 2,125.3 mi
32h 54m$388–561Fly Oakland International Airport to Chicago Midway International Airport
- Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)plane OAK - MDW
6h 27m$148–613Fly San Francisco International Airport to Chicago O'Hare International Airport
- Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane SFO - ORD
6h 45m$132–297Caltrain to Norman Y. Mineta San José International Airport, fly to Chicago Midway International Airport
- Take the train from San Francisco Caltrain Southbound to Santa Clara Caltrain Southboundtrain
- Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)plane SJC - MDW
7h 26m$144–619
San Francisco to Chicago Union Station by bus and foot (Greyhound)
Questions & Answers
The cheapest way to get from San Francisco to Chicago Union Station is to fly which costs $130 - $300 and takes 6h 45m.
The fastest way to get from San Francisco to Chicago Union Station is to fly which takes 6h 18m and costs $190 - $430.
No, there is no direct bus from San Francisco station to Chicago Union Station station. However, there are services departing from San Francisco Bus Station and arriving at Chicago Bus Station via Sparks Transit Center and Denver Union Station. The journey, including transfers, takes approximately 2 days 1h.
No, there is no direct train from San Francisco to Chicago Union Station station. However, there are services departing from Civic Center / UN Plaza and arriving at Chicago Union Station via Richmond. The journey, including transfers, takes approximately 2 days 5h.
The distance between San Francisco and Chicago Union Station is 1888 miles. The road distance is 2137.7 miles.
The best way to get from San Francisco to Chicago Union Station without a car is to bus which takes 2 days 1h and costs $330 - $700.
It takes approximately 6h 18m to get from San Francisco to Chicago Union Station, including transfers.
San Francisco to Chicago Union Station bus services, operated by Greyhound USA, depart from San Francisco Bus Station.
San Francisco to Chicago Union Station train services, operated by Amtrak, depart from Richmond station.
The best way to get from San Francisco to Chicago Union Station is to fly which takes 6h 18m and costs $190 - $430. Alternatively, you can bus, which costs $330 - $700 and takes 2 days 1h, you could also train, which costs $750 - $1,700 and takes 2 days 5h.
What companies run services between San Francisco, CA, USA and Chicago Union Station, IL, USA?
Southwest Airlines and Delta fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW) 4 times a day. Alternatively, you can take a bus from San Francisco Bus Station to Chicago Union Station via Sparks Transit Center, Denver Union Station, and Chicago Bus Station in around 2d 1h.
- Website
- southwest.com
Flights from San Francisco International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 8m
- When
- Every day
- Estimated price
- $120–490
Flights from San Francisco International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h
- When
- Sunday and Saturday
- Estimated price
- $120–490
Flights from San Francisco International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 7h 30m
- When
- Saturday
- Estimated price
- $120–500
Flights from San Francisco International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 7h 55m
- When
- Monday, Thursday, and Friday
- Estimated price
- $120–550
Flights from Oakland International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 2m
- When
- Every day
- Estimated price
- $140–600
Flights from Oakland International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 6h 4m
- When
- Sunday, Monday, Thursday, Friday, Tuesday, and Wednesday
- Estimated price
- $150–650
Flights from Oakland International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $140–600
Flights from Oakland International Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 6h 12m
- When
- Monday, Thursday, and Friday
- Estimated price
- $160–650
Flights from Oakland International Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 6h 30m
- When
- Tuesday and Wednesday
- Estimated price
- $170–700
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 6m
- When
- Every day
- Estimated price
- $130–600
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 17m
- When
- Every day
- Estimated price
- $130–600
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 6h 9m
- When
- Every day
- Estimated price
- $140–600
- Website
- united.com
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $100–420
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Omaha
- Ave. Duration
- 6h 12m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–420
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $110–480
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 29m
- When
- Every day
- Estimated price
- $110–480
- Website
- aa.com
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $100–420
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 7h 51m
- When
- Every day
- Estimated price
- $130–550
- Website
- delta.com
Flights from San Francisco International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 6h 27m
- When
- Monday, Tuesday, Friday, and Saturday
- Estimated price
- $120–500
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h
- When
- Every day
- Estimated price
- $100–420
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 6h 18m
- When
- Monday, Tuesday, Friday, and Saturday
- Estimated price
- $100–430
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h 23m
- When
- Every day
- Estimated price
- $110–480
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 6h 35m
- When
- Every day
- Estimated price
- $120–490
- Website
- flyfrontier.com
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 20m
- When
- Every day
- Estimated price
- $180–220
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Richmond to Chicago Union Station
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $750–1,600
- Website
- Amtrak
- Phone
- +1 800-660-4287
- Website
- Cal Train
Train from San Francisco Caltrain Southbound to Santa Clara Caltrain Southbound
- Ave. Duration
- 1h 11m
- Frequency
- Every 30 minutes
- Estimated price
- $9–12
- Website
- Cal Train
- Schedules at
- Cal Train
- One-way Adult
- $9–12
Train from San Francisco Caltrain Southbound to Santa Clara Caltrain Southbound
- Ave. Duration
- 1h 11m
- Frequency
- Every 30 minutes
- Estimated price
- $9–12
- Website
- Cal Train
- Schedules at
- Cal Train
- One-way Adult
- $9–12
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from San Francisco Bus Station to Sparks Transit Center
- Ave. Duration
- 6h 10m
- Frequency
- 4 times a day
- Estimated price
- $30–65
- Website
- Greyhound
Bus from Sparks Transit Center to Denver Union Station
- Ave. Duration
- 20h 55m
- Frequency
- Twice daily
- Estimated price
- $150–300
- Website
- Greyhound
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 20h 30m
- Frequency
- Twice daily
- Estimated price
- $150–290
- Website
- Greyhound
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More Questions & Answers
San Francisco to Chicago Union Station bus services, operated by Greyhound USA, arrive at Sparks Transit Center station.
Chicago Union Station is 2h ahead of San Francisco. It is currently 3:56 AM in San Francisco and 5:56 AM in Chicago Union Station.
San Francisco to Chicago Union Station train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between San Francisco to Chicago Union Station is 2138 miles. It takes approximately 32h 54m to drive from San Francisco to Chicago Union Station.
Book your San Francisco to Chicago Union Station bus tickets online with Omio and FlixBus.
There are 1149+ hotels available in Chicago Union Station.












