There are 8 ways to get from Chicago to Silicon Valley by plane, bus (Greyhound, Flixbus), train, subway, 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.
Fly Chicago O'Hare International Airport to San Francisco International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to San Francisco International Airport (SFO)ORD - SFO
7h 25m$100–422Bus
- Take the bus from Chicago Bus Station to Denver Union Station
- Take the bus from Denver Union Station to Sparks Transit Center
- Take the bus from Sparks Transit Center to Oakland
- Take the bus from Oakland to Redwood City Station
2d 4h$183–446Train, BART
- Take the train from Chicago Union Station to RichmondCalifornia Zephyr
- Take the subway from Richmond to MillbraeRed-S
2d 7h$239–465Drive 2,150.4 mi
- Drive from Chicago to Silicon Valley2,150.4 mi
33h 19m$393–567Fly Chicago Midway International Airport to San Francisco International Airport
- Fly from Chicago Midway International Airport (MDW) to San Francisco International Airport (SFO)MDW - SFO
7h 11m$124–522Fly Chicago Midway International Airport to Norman Y. Mineta San José International Airport
- Fly from Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC)MDW - SJC
7h 29m$180–865Fly Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport
- Fly from Chicago O'Hare International Airport (ORD) to Norman Y. Mineta San José International Airport (SJC)ORD - SJC
7h 44m$150–665Fly Chicago Midway International Airport to Oakland International Airport, Caltrain
- Fly from Chicago Midway International Airport (MDW) to Oakland International Airport (OAK)MDW - OAK
- Take the train from San Francisco Caltrain Southbound to Palo Alto Caltrain Southbound
8h 17m$176–774
Chicago to Silicon Valley by bus
Questions & Answers
The cheapest way to get from Chicago to Silicon Valley is to fly which costs $95 - $430 and takes 7h 25m.
The fastest way to get from Chicago to Silicon Valley is to fly which takes 7h 11m and costs $120 - $550.
No, there is no direct bus from Chicago station to Silicon Valley. However, there are services departing from Chicago Bus Station and arriving at Palo Alto Transit Ctr-Bay 1 via Denver Union Station, Sparks Transit Center, Oakland and Redwood City Caltrain-Lane A. The journey, including transfers, takes approximately 2 days 4h.
No, there is no direct train from Chicago station to Silicon Valley. However, there are services departing from Chicago Union Station and arriving at Palo Alto Caltrain Southbound via Richmond and Millbrae Caltrain Southbound. The journey, including transfers, takes approximately 2 days 7h.
The distance between Chicago and Silicon Valley is 1890 miles. The road distance is 2163 miles.
The best way to get from Chicago to Silicon Valley without a car is to bus which takes 2 days 4h and costs $180 - $450.
It takes approximately 7h 25m to get from Chicago to Silicon Valley, including transfers.
Chicago to Silicon Valley bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Silicon Valley train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Silicon Valley is to fly which takes 7h 25m and costs $95 - $430. Alternatively, you can bus, which costs $180 - $450 and takes 2 days 4h.
What companies run services between Chicago, IL, USA and Silicon Valley, CA, USA?
American Airlines and United Airlines fly from Chicago O'Hare International Airport (ORD) to San Francisco International Airport (SFO) hourly. Alternatively, you can take a bus from Chicago Bus Station to Palo Alto Transit Ctr-Bay 1 via Denver Union Station, Sparks Transit Center, Oakland, Redwood City Station, and Redwood City Caltrain-Lane A in around 2d 4h.
- Website
- southwest.com
Flights from Chicago Midway International Airport to San Francisco International Airport
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $110–500
Flights from Chicago Midway International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 46m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–500
Flights from Chicago Midway International Airport to San Francisco International Airport via Las Vegas
- Ave. Duration
- 7h 52m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–550
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $170–850
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 6h 32m
- When
- Every day
- Estimated price
- $170–850
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Reno
- Ave. Duration
- 6h 20m
- When
- Monday, Thursday, and Friday
- Estimated price
- $180–850
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 6h 27m
- When
- Every day
- Estimated price
- $180–850
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Ontario/San Bernardino
- Ave. Duration
- 6h 35m
- When
- Monday to Thursday
- Estimated price
- $190–900
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Long Beach
- Ave. Duration
- 6h 40m
- When
- Saturday
- Estimated price
- $190–900
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 6h 35m
- When
- Saturday
- Estimated price
- $140–650
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 7h
- When
- Monday, Tuesday, Wednesday, Thursday, and Saturday
- Estimated price
- $140–650
Flights from Chicago Midway International Airport to Oakland International Airport
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to Oakland International Airport via Denver
- Ave. Duration
- 6h 48m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to Oakland International Airport via Las Vegas
- Ave. Duration
- 6h 50m
- When
- Monday, Tuesday, Wednesday, Thursday, and Saturday
- Estimated price
- $160–800
Flights from Chicago Midway International Airport to Oakland International Airport via Boise
- Ave. Duration
- 6h 30m
- When
- Monday and Thursday
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to Oakland International Airport via Kansas City
- Ave. Duration
- 7h 7m
- When
- Monday, Thursday, and Saturday
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to Oakland International Airport via Ontario/San Bernardino
- Ave. Duration
- 7h 30m
- When
- Saturday
- Estimated price
- $170–800
- Website
- united.com
Flights from Chicago O'Hare International Airport to San Francisco International Airport
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $85–400
Flights from Chicago O'Hare International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 40m
- When
- Every day
- Estimated price
- $85–400
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $140–650
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 6h 50m
- When
- Every day
- Estimated price
- $140–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to San Francisco International Airport
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $85–400
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 46m
- When
- Thursday and Friday
- Estimated price
- $140–650
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Los Angeles
- Ave. Duration
- 6h 52m
- When
- Monday, Thursday, and Friday
- Estimated price
- $150–700
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Minneapolis
- Ave. Duration
- 7h 25m
- When
- Every day
- Estimated price
- $140–700
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Salt Lake City
- Ave. Duration
- 6h 55m
- When
- Every day
- Estimated price
- $140–650
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Los Angeles
- Ave. Duration
- 7h 17m
- When
- Tuesday and Saturday
- Estimated price
- $150–700
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Richmond
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $220–450
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-510-464-6000
- Website
- bart.gov
Subway from Richmond to Millbrae
- Ave. Duration
- 1h 16m
- Frequency
- Every 30 minutes
- Estimated price
- $12–15
- Website
- https://www.bart.gov
- Phone
- +1 800-660-4287
- Website
- caltrain.com
Train from San Francisco Caltrain Southbound to Palo Alto Caltrain Southbound
- Ave. Duration
- 49 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–9
- Website
- https://www.caltrain.com
- Schedules at
- https://www.caltrain.com/?active_tab=route_explorer_tab
- One-way Adult
- $7–9
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Denver Union Station
- Ave. Duration
- 21h 55m
- Frequency
- Once daily
- Estimated price
- $75–180
- Website
- https://www.greyhound.com/
Bus from Denver Union Station to Sparks Transit Center
- Ave. Duration
- 20h 45m
- Frequency
- Once daily
- Estimated price
- $55–100
- Website
- https://www.greyhound.com/
Bus from Sparks Transit Center to Oakland
- Ave. Duration
- 5h 30m
- Frequency
- Twice daily
- Estimated price
- $40–80
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Oakland to Redwood City Station
- Ave. Duration
- 1h 1m
- Frequency
- Once daily
- Estimated price
- $6–85
- Schedules at
- flixbus.com
- Adult
- $6–85
Want to know more about travelling around United States
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More Questions & Answers
Chicago to Silicon Valley bus services, operated by Greyhound USA, arrive at Denver Union Station.
Chicago to Silicon Valley train services, operated by Amtrak, arrive at Richmond station.
Yes, the driving distance between Chicago to Silicon Valley is 2163 miles. It takes approximately 33h 19m to drive from Chicago to Silicon Valley.
There are 465+ hotels available in Silicon Valley.


















