There are 8 ways to get from Cupertino to Madison by plane, bus (Greyhound), train, subway, 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
8h 41m$280–1,315Caltrain to San Francisco International Airport, fly to Chicago O'Hare International Airport, bus
cheapest- Take the train from Sunnyvale 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 50m$180–539Bus
- Take the bus from San Jose Park and Ride to Heavenly Valley Ski Lodgebus
- Take the bus from Gardnerville - Smith's, 1341 US 395 to Reno - RTC Centennial Plaza Bay "O" - 1421 Victorian Avenue, Sparks, NV 89431bus
- 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 9h$376–627Caltrain, BART, train, bus
- Take the train from Sunnyvale Caltrain Northbound to Millbrae Caltrain Northboundtrain
- Take the subway from Millbrae to Richmondsubway
- Take the train from Richmond to Chicago Union Stationtrain
- Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus
2d 12h$202–1,274Drive 2,103.9 mi
- Drive from Cupertino to Madisoncar 2,103.9 mi
33h 2m$384–555Caltrain to San Francisco International Airport, fly to Dane County Regional Airport-Truax Field
- Take the train from Sunnyvale Caltrain Northbound to Millbrae Caltrain Northboundtrain
- Fly from San Francisco International Airport (SFO) to Dane County Regional Airport-Truax Field (MSN)plane SFO - MSN
9h 5m$218–976Train to Oakland International Airport, fly to Dane County Regional Airport-Truax Field
- Take the train from Santa Clara Amtrak to Oakland Coliseum/Airport Amtraktrain
- Fly from Oakland International Airport (OAK) to Dane County Regional Airport-Truax Field (MSN)plane OAK - MSN
9h 59m$250–1,124Fly Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport, bus
- 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
10h 28m$204–658
Cupertino to Madison by bus, train, and subway
Questions & Answers
The cheapest way to get from Cupertino to Madison is to Caltrain and fly and bus which costs $180 - $550 and takes 10h 50m.
The fastest way to get from Cupertino to Madison is to fly which takes 8h 41m and costs $280 - $1,400.
The distance between Cupertino and Madison is 1784 miles. The road distance is 2116.2 miles.
The best way to get from Cupertino to Madison without a car is to bus which takes 2 days 9h and costs $370 - $650.
It takes approximately 8h 41m to get from Cupertino to Madison, including transfers.
The best way to get from Cupertino to Madison is to fly which takes 8h 41m and costs $280 - $1,400. Alternatively, you can bus, which costs $370 - $650 and takes 2 days 9h.
Madison is 2h ahead of Cupertino. It is currently 3:22 AM in Cupertino and 5:22 AM in Madison.
Yes, the driving distance between Cupertino to Madison is 2116 miles. It takes approximately 33h 2m to drive from Cupertino to Madison.
There are 112+ hotels available in Madison.
What companies run services between Cupertino, CA, USA and Madison, WI, USA?
Delta, American Airlines, and United Airlines fly from Norman Y. Mineta San José International Airport (SJC) to Dane County Regional Airport-Truax Field (MSN) every 4 hours. Alternatively, you can take a bus from McClellan & Felton to 250 N. Lake St - Madison UW Campus via Tamien Station, San Jose Park and Ride, Heavenly Valley Ski Lodge, Gardnerville - Smith's, 1341 US 395, Reno - RTC Centennial Plaza Bay "O" - 1421 Victorian Avenue, Sparks, NV 89431, Sparks Transit Center, Denver Union Station, Chicago Bus Station, and W Jackson Blvd, after S Clinton St in around 2d 9h.
- Website
- united.com
Flights from Norman Y. Mineta San José International Airport to Dane County Regional Airport-Truax Field via Denver
- Ave. Duration
- 10h 40m
- When
- Every day
- Estimated price
- $270–1,300
Flights from San Francisco International Airport to Dane County Regional Airport-Truax Field via Denver
- Ave. Duration
- 6h 20m
- When
- Every day
- Estimated price
- $200–950
Flights from San Francisco International Airport to Dane County Regional Airport-Truax Field via Chicago O'Hare International Airport
- Ave. Duration
- 7h 21m
- When
- Every day
- Estimated price
- $220–1,000
Flights from Oakland International Airport to Dane County Regional Airport-Truax Field via Denver
- Ave. Duration
- 6h 30m
- When
- Every day
- Estimated price
- $230–1,100
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 18m
- When
- Thursday
- Estimated price
- $120–550
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 24m
- When
- Every day
- Estimated price
- $120–600
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 24m
- When
- Every day
- Estimated price
- $90–420
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 21m
- When
- Every day
- Estimated price
- $90–420
- Website
- aa.com
Flights from Norman Y. Mineta San José International Airport to Dane County Regional Airport-Truax Field via Phoenix
- Ave. Duration
- 6h 28m
- When
- Every day
- Estimated price
- $300–1,400
Flights from Norman Y. Mineta San José International Airport to Dane County Regional Airport-Truax Field via Dallas/Ft.Worth
- Ave. Duration
- 8h 15m
- When
- Every day
- Estimated price
- $330–1,500
Flights from Norman Y. Mineta San José International Airport to Dane County Regional Airport-Truax Field via Chicago O'Hare International Airport
- Ave. Duration
- 9h 15m
- When
- Thursday and Friday
- Estimated price
- $290–1,400
Flights from San Francisco International Airport to Dane County Regional Airport-Truax Field via Phoenix
- Ave. Duration
- 7h 21m
- When
- Every day
- Estimated price
- $230–1,000
Flights from San Francisco International Airport to Dane County Regional Airport-Truax Field via Dallas/Ft.Worth
- Ave. Duration
- 7h 40m
- When
- Every day
- Estimated price
- $250–1,100
Flights from San Francisco International Airport to Dane County Regional Airport-Truax Field via Chicago O'Hare International Airport
- Ave. Duration
- 8h 16m
- When
- Every day
- Estimated price
- $220–1,000
Flights from Oakland International Airport to Dane County Regional Airport-Truax Field via Phoenix
- Ave. Duration
- 6h 1m
- When
- Sunday
- Estimated price
- $260–1,200
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 13m
- When
- Thursday and Friday
- Estimated price
- $120–550
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 7h 58m
- When
- Every day
- Estimated price
- $130–600
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $90–420
- Website
- delta.com
Flights from Norman Y. Mineta San José International Airport to Dane County Regional Airport-Truax Field via Minneapolis
- Ave. Duration
- 5h 45m
- When
- Saturday
- Estimated price
- $280–1,300
Flights from Norman Y. Mineta San José International Airport to Dane County Regional Airport-Truax Field via Detroit
- Ave. Duration
- 8h 13m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $350–1,500
Flights from Norman Y. Mineta San José International Airport to Dane County Regional Airport-Truax Field via Atlanta
- Ave. Duration
- 9h 43m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $400–1,700
Flights from San Francisco International Airport to Dane County Regional Airport-Truax Field via Minneapolis
- Ave. Duration
- 6h 25m
- When
- Every day
- Estimated price
- $210–950
Flights from San Francisco International Airport to Dane County Regional Airport-Truax Field via Detroit
- Ave. Duration
- 8h 7m
- When
- Every day
- Estimated price
- $260–1,100
Flights from San Francisco International Airport to Dane County Regional Airport-Truax Field via Atlanta
- Ave. Duration
- 9h 6m
- When
- Every day
- Estimated price
- $300–1,300
Flights from Oakland International Airport to Dane County Regional Airport-Truax Field via Salt Lake City, Minneapolis
- Ave. Duration
- 8h 56m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $230–1,100
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h 15m
- When
- Every day
- Estimated price
- $120–550
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 6h 59m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $120–600
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 5h 54m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $90–420
- Website
- southwest.com
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 6h 20m
- When
- Saturday
- Estimated price
- $120–600
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h
- When
- Monday, Thursday, and Friday
- Estimated price
- $90–420
- Website
- suncountry.com
Flights from Oakland International Airport to Dane County Regional Airport-Truax Field via Phoenix
- Ave. Duration
- 6h 25m
- When
- Thursday
- Estimated price
- $260–1,200
- Website
- flybreeze.com
Flights from Oakland International Airport to Dane County Regional Airport-Truax Field via Los Angeles
- Ave. Duration
- 8h 20m
- When
- Monday and Friday
- Estimated price
- $470–1,800
- Website
- flyfrontier.com
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 8h 53m
- When
- Friday and Sunday
- Estimated price
- $120–600
- Phone
- +1 800-660-4287
- Website
- caltrain.com
Train from Sunnyvale Caltrain Northbound to Millbrae Caltrain Northbound
- Ave. Duration
- 42 min
- Frequency
- Every 30 minutes
- Estimated price
- $6–9
- Website
- https://www.caltrain.com
- Schedules at
- https://www.caltrain.com/?active_tab=route_explorer_tab
- One-way Adult
- $6–9
- Phone
- +1-510-464-6000
- Website
- bart.gov
Subway from Millbrae to Richmond
- Ave. Duration
- 1h 14m
- Frequency
- Every 30 minutes
- Estimated price
- $12–15
- Website
- https://www.bart.gov
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Richmond to Chicago Union Station
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $160–1,200
- Website
- https://www.amtrak.com/home.html
Train from Santa Clara Amtrak to Oakland Coliseum/Airport Amtrak
- Ave. Duration
- 51 min
- Frequency
- Every 4 hours
- Estimated price
- $14–17
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 925-382-8320
- office@tahoeskitrips.net
- Website
- tahoeskitrips.net
Bus from San Jose Park and Ride to Heavenly Valley Ski Lodge
- Ave. Duration
- 5h
- Frequency
- On demand
- Estimated price
- $104
- Website
- https://www.tahoeskitrips.net
- Phone
- +1 760-872-1901
- info@estransit.com
- Website
- estransit.com
Bus from Gardnerville - Smith's, 1341 US 395 to Reno - RTC Centennial Plaza Bay "O" - 1421 Victorian Avenue, Sparks, NV 89431
- Ave. Duration
- 1h 20m
- Frequency
- Twice daily
- Estimated price
- $9–13
- Website
- https://www.estransit.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Sparks Transit Center to Denver Union Station
- Ave. Duration
- 20h 55m
- Frequency
- Once daily
- Estimated price
- $65–100
- Website
- https://www.greyhound.com/
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 20h 35m
- Frequency
- Once daily
- Estimated price
- $80–240
- Website
- https://www.greyhound.com/
- Phone
- +1 608-752-5407
- vangalder@coachusa.com
- Website
- coachusa.com
Bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campus
- Ave. Duration
- 3h 50m
- Frequency
- Hourly
- Estimated price
- $21–45
- Website
- https://www.coachusa.com/van-galder-bus-company
Bus from Multi-Modal/Rental Car Facility to 250 N. Lake St - Madison UW Campus
- Ave. Duration
- 2h 50m
- Frequency
- Hourly
- Estimated price
- $20–40
- Website
- https://www.coachusa.com/van-galder-bus-company
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
















