There are 8 ways to get from Chicago to Milpitas 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 Midway International Airport to Norman Y. Mineta San José International Airport
best- Fly from Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC)plane MDW - SJC
6h 51m$176–758Fly Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Norman Y. Mineta San José International Airport (SJC)plane ORD - SJC
7h 13m$116–508Bus
- Take the bus from Chicago Bus Station to Denver Union Stationbus
- Take the bus from Denver Union Station to Sparks Transit Centerbus
- Take the bus from Sparks Transit Center to Oaklandbus
- Take the bus from Oakland to San Jose Diridon Stationbus
2d 4h$408–632Train, BART
- Take the train from Chicago Union Station to Richmondtrain California Zephyr
- Take the subway from Richmond to Milpitassubway Orange-S
2d 6h$1,331–2,041Drive 2,147.6 mi
- Drive from Chicago to Milpitascar 2,147.6 mi
33h 18m$392–567Fly Chicago Midway International Airport to Oakland International Airport, BART
- Fly from Chicago Midway International Airport (MDW) to Oakland International Airport (OAK)plane MDW - OAK
- Take the subway from Coliseum to Milpitassubway
7h 14m$170–766Fly Chicago O'Hare International Airport to San Francisco International Airport, BART
- Fly from Chicago O'Hare International Airport (ORD) to San Francisco International Airport (SFO)plane ORD - SFO
- Take the subway from Daly City to Milpitassubway
8h 23m$190–299Fly Chicago Midway International Airport to San Francisco International Airport, BART
- Fly from Chicago Midway International Airport (MDW) to San Francisco International Airport (SFO)plane MDW - SFO
- Take the subway from Daly City to Milpitassubway
8h 11m$190–439
Chicago to Milpitas by bus
Comparing Your Travel Options
The cheapest way to get from Chicago to Milpitas is to fly and BART which costs $190 - $300 and takes 8h 23m.
The fastest way to get from Chicago to Milpitas is to fly which takes 6h 51m and costs $170 - $800.
No, there is no direct bus from Chicago station to Milpitas. However, there are services departing from Chicago Bus Station and arriving at Main & Serra via Denver Union Station, Sparks Transit Center, Oakland, San Jose Diridon and 1st & Santa Clara. The journey, including transfers, takes approximately 2 days 4h.
No, there is no direct train from Chicago station to Milpitas. However, there are services departing from Chicago Union Station and arriving at Milpitas via Richmond. The journey, including transfers, takes approximately 2 days 6h.
The distance between Chicago and Milpitas is 1862 miles. The road distance is 2160.1 miles.
The best way to get from Chicago to Milpitas without a car is to bus which takes 2 days 4h and costs $400 - $650.
It takes approximately 6h 51m to get from Chicago to Milpitas, including transfers.
Chicago to Milpitas bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Milpitas train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Milpitas is to fly which takes 6h 51m and costs $170 - $800. Alternatively, you can bus, which costs $400 - $650 and takes 2 days 4h.
What companies run services between Chicago, IL, USA and Milpitas, CA, USA?
Southwest Airlines flies from Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC) 4 times a day. Alternatively, you can take a bus from Chicago Bus Station to Main & Serra via Denver Union Station, Sparks Transit Center, Oakland, San Jose Diridon, Santa Clara & 2nd, and 1st & Santa Clara in around 2d 4h.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 36m
- When
- Every day
- Estimated price
- $170–750
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 6h 16m
- When
- Every day
- Estimated price
- $170–750
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 6h 20m
- When
- Sunday, Tuesday, and Wednesday
- Estimated price
- $180–750
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Ontario/San Bernardino
- Ave. Duration
- 6h 20m
- When
- Saturday
- Estimated price
- $190–800
Flights from Chicago Midway International Airport to Oakland International Airport
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to Oakland International Airport via Denver
- Ave. Duration
- 6h 18m
- When
- Saturday to Wednesday
- Estimated price
- $170–750
Flights from Chicago Midway International Airport to Oakland International Airport via Las Vegas
- Ave. Duration
- 6h 31m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $170–750
Flights from Chicago Midway International Airport to Oakland International Airport via Ontario/San Bernardino
- Ave. Duration
- 6h 22m
- When
- Monday to Wednesday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Oakland International Airport via Long Beach
- Ave. Duration
- 6h 30m
- When
- Sunday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to San Francisco International Airport
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 34m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to San Francisco International Airport via Las Vegas
- Ave. Duration
- 7h 21m
- When
- Every day
- Estimated price
- $130–550
- Website
- united.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $110–500
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 6h 43m
- When
- Every day
- Estimated price
- $110–500
Flights from Chicago O'Hare International Airport to San Francisco International Airport
- Ave. Duration
- 4h 55m
- When
- Every day
- Estimated price
- $85–370
Flights from Chicago O'Hare International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 36m
- When
- Every day
- Estimated price
- $85–370
- Website
- aa.com
Flights from Chicago O'Hare International Airport to San Francisco International Airport
- Ave. Duration
- 4h 58m
- When
- Every day
- Estimated price
- $85–370
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Los Angeles
- Ave. Duration
- 7h 49m
- When
- Every day
- Estimated price
- $130–550
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Salt Lake City
- Ave. Duration
- 7h 12m
- When
- Every day
- Estimated price
- $110–500
Flights from Chicago O'Hare International Airport to San Francisco International Airport via Minneapolis
- Ave. Duration
- 6h 32m
- When
- Every day
- Estimated price
- $85–380
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 35m
- When
- Every day
- Estimated price
- $170–220
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Richmond
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $1,300–2,100
- Website
- Amtrak
- Phone
- +1-510-464-6000
- Website
- BART
Subway from Richmond to Milpitas
- Ave. Duration
- 1h 17m
- Frequency
- Every 30 minutes
- Estimated price
- $8–12
- Website
- BART
Subway from Coliseum to Milpitas
- Ave. Duration
- 40 min
- Frequency
- Every 15 minutes
- Estimated price
- $6–8
- Website
- BART
Subway from Daly City to Milpitas
- Ave. Duration
- 1h 18m
- Frequency
- Every 30 minutes
- Estimated price
- $9–12
- Website
- BART
Subway from Daly City to Milpitas
- Ave. Duration
- 1h 18m
- Frequency
- Every 30 minutes
- Estimated price
- $9–12
- Website
- BART
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Chicago Bus Station to Denver Union Station
- Ave. Duration
- 21h 35m
- Frequency
- Once daily
- Estimated price
- $180–270
- Website
- Greyhound
Bus from Denver Union Station to Sparks Transit Center
- Ave. Duration
- 20h 45m
- Frequency
- Once daily
- Estimated price
- $180–280
- Website
- Greyhound
Bus from Sparks Transit Center to Oakland
- Ave. Duration
- 5h 30m
- Frequency
- Twice daily
- Estimated price
- $35–60
- Website
- Greyhound
Bus from Oakland to San Jose Diridon Station
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $7–12
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Oakland to San Jose Diridon Station
- Ave. Duration
- 1h 35m
- Frequency
- 4 times a week
- Estimated price
- $7–11
- Schedules at
- Flixbus USA
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
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide
Booking & Getting There
Chicago to Milpitas bus services, operated by Greyhound USA, arrive at Denver Union Station.
Milpitas is 2h behind Chicago. It is currently 12:46 AM in Chicago and 10:46 PM in Milpitas.
Chicago to Milpitas train services, operated by Amtrak, arrive at Richmond station.
Yes, the driving distance between Chicago to Milpitas is 2160 miles. It takes approximately 33h 18m to drive from Chicago to Milpitas.
There are 373+ hotels available in Milpitas.












