There are 7 ways to get from San Jose to Madison by plane, bus (Greyhound, Flixbus), train, bus, 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 Norman Y. Mineta San José International Airport to Dane County Regional Airport-Truax Field
best- Fly from Norman Y. Mineta San José International Airport (SJC) to Dane County Regional Airport-Truax Field (MSN)plane SJC - MSN
7h 50m$194–854Fly Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport, bus
cheapest- Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)plane SJC - ORD
- Take the bus from Multi-Modal/Rental Car Facility to 250 N. Lake St - Madison UW Campusbus
9h 33m$116–518Bus
- Take the bus from San Jose Diridon Station to Oaklandbus
- Take the bus from Oakland 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
- Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus
2d 7h$382–631Train, bus
- Take the train from San Jose to Emeryvilletrain
- Take the train from Emeryville to Chicago Union Stationtrain
- Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus
2d 10h$587–1,484Drive 2,098.4 mi
- Drive from San Jose to Madisoncar 2,098.4 mi
32h 57m$383–554Caltrain to San Francisco International Airport, fly to Dane County Regional Airport-Truax Field
- Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain
- Fly from San Francisco International Airport (SFO) to Dane County Regional Airport-Truax Field (MSN)plane SFO - MSN
8h 57m$178–772Caltrain to San Francisco International Airport, fly to Chicago O'Hare International Airport, bus
- Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain
- Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane SFO - ORD
- Take the bus from Multi-Modal/Rental Car Facility to 250 N. Lake St - Madison UW Campusbus
10h 21m$160–405
San Jose to Madison by bus and foot
Comparing Your Travel Options
The cheapest way to get from San Jose to Madison is to Caltrain and fly and bus which costs $160 - $410 and takes 10h 21m.
The fastest way to get from San Jose to Madison is to fly which takes 7h 50m and costs $190 - $900.
No, there is no direct bus from San Jose station to Madison. However, there are services departing from San Jose Diridon Station and arriving at 250 N. Lake St - Madison UW Campus via Oakland, Sparks Transit Center, Denver Union Station and W Jackson Blvd, after S Clinton St. The journey, including transfers, takes approximately 2 days 7h.
The distance between San Jose and Madison is 1771 miles. The road distance is 2110.6 miles.
The best way to get from San Jose to Madison without a car is to bus which takes 2 days 7h and costs $380 - $650.
It takes approximately 7h 50m to get from San Jose to Madison, including transfers.
San Jose to Madison bus services, operated by Greyhound USA, depart from San Jose Diridon Station.
The best way to get from San Jose to Madison is to fly which takes 7h 50m and costs $190 - $900. Alternatively, you can bus, which costs $380 - $650 and takes 2 days 7h.
San Jose to Madison bus services, operated by Greyhound USA, arrive at Oakland station.
Madison is 2h ahead of San Jose. It is currently 1:17 AM in San Jose and 3:17 AM in Madison.
What companies run services between San Jose, CA, USA and Madison, WI, USA?
Delta, United Airlines, and American Airlines fly from Norman Y. Mineta San José International Airport (SJC) to Dane County Regional Airport-Truax Field (MSN) every 3 hours. Alternatively, you can take a bus from San Jose Diridon Station to 250 N. Lake St - Madison UW Campus via Oakland, Sparks Transit Center, Denver Union Station, Chicago Bus Station, and W Jackson Blvd, after S Clinton St in around 2d 7h.
- Website
- united.com
Flights from Norman Y. Mineta San José International Airport to Dane County Regional Airport-Truax Field via Denver
- Ave. Duration
- 6h 19m
- When
- Every day
- Estimated price
- $190–850
Flights from Norman Y. Mineta San José International Airport to Dane County Regional Airport-Truax Field via Chicago O'Hare International Airport
- Ave. Duration
- 6h 30m
- When
- Every day
- Estimated price
- $200–900
Flights from San Francisco International Airport to Dane County Regional Airport-Truax Field via Denver
- Ave. Duration
- 6h 41m
- When
- Every day
- Estimated price
- $160–750
Flights from San Francisco International Airport to Dane County Regional Airport-Truax Field via Chicago O'Hare International Airport
- Ave. Duration
- 6h 58m
- When
- Every day
- Estimated price
- $170–800
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 24m
- When
- Every day
- Estimated price
- $90–410
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 23m
- When
- Every day
- Estimated price
- $90–410
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 28m
- When
- Every day
- Estimated price
- $80–360
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from San Jose to Emeryville
- Ave. Duration
- 1h 16m
- Frequency
- Every 4 hours
- Estimated price
- $12–29
- Website
- Amtrak
Train from Emeryville to Chicago Union Station
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $550–1,400
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from San Jose Diridon Station to Oakland
- Ave. Duration
- 55 min
- Frequency
- Twice daily
- Estimated price
- $6–11
- Website
- Greyhound
Bus from Oakland to Sparks Transit Center
- Ave. Duration
- 5h 45m
- Frequency
- Twice daily
- Estimated price
- $30–55
- Website
- Greyhound
Bus from Sparks Transit Center to Denver Union Station
- Ave. Duration
- 20h 55m
- Frequency
- Once daily
- Estimated price
- $160–260
- Website
- Greyhound
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 20h 30m
- Frequency
- Once daily
- Estimated price
- $160–250
- Website
- Greyhound
Want to know more about travelling around United States
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Booking & Getting There
Yes, the driving distance between San Jose to Madison is 2111 miles. It takes approximately 32h 57m to drive from San Jose to Madison.
Book your San Jose to Madison bus tickets online with Omio.
There are 139+ hotels available in Madison.








