There are 10 ways to get from San Jose to Winona by plane, taxi, bus (Greyhound), train (Amtrak), car, train, bus, or subway
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 La Crosse, taxi
best- Fly from Norman Y. Mineta San José International Airport (SJC) to La Crosse (LSE)plane SJC - LSE
- Take the taxi from La-Crosse-Airport-LSE to Winonataxi
9h 47m$208–682Caltrain to San Francisco International Airport, fly to Rochester, bus
cheapest- Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain
- Fly from San Francisco International Airport (SFO) to Rochester (RST)plane SFO - RST
- Take the bus from Rochester to Winona St. Universitybus
10h 28m$139–555Bus
- Take the bus from San Jose, CA - Huong Lan Sandwich to Los Angeles, CA - Chinatown Stationbus
- Take the bus from Los Angeles Union Station to Tulsa Bus Stationbus
- Take the bus from Tulsa to St. Paulbus
- Take the bus from St. Paul to Winona St. Universitybus
2d 10h$474–812Train (Amtrak)
- Take the train from San Jose to Portlandtrain Coast Starlight
- Take the train from Portland to Winonatrain Empire Builder
2d 12h$705–1,653Drive 1,999.4 mi
- Drive from San Jose to Winonacar 1,999.4 mi
32h 40m$365–528Fly Norman Y. Mineta San José International Airport to Minneapolis–Saint Paul International Airport, train
- Fly from Norman Y. Mineta San José International Airport (SJC) to Minneapolis–Saint Paul International Airport (MSP)plane SJC - MSP
- Take the train from St. Paul-Minneapolis to Winonatrain
8h 19m$472–716Caltrain to San Francisco International Airport, fly to Minneapolis–Saint Paul International Airport, train
- Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain
- Fly from San Francisco International Airport (SFO) to Minneapolis–Saint Paul International Airport (MSP)plane SFO - MSP
- Take the train from St. Paul-Minneapolis to Winonatrain
9h 11m$185–403Fly Norman Y. Mineta San José International Airport to Rochester, bus
- Fly from Norman Y. Mineta San José International Airport (SJC) to Rochester (RST)plane SJC - RST
- Take the bus from Rochester to Winona St. Universitybus
11h 21m$146–628Train to Sacramento International Airport, fly to Minneapolis–Saint Paul International Airport, train
- Take the train from San Jose to Sacramentotrain
- Fly from Sacramento International Airport (SMF) to Minneapolis–Saint Paul International Airport (MSP)plane SMF - MSP
- Take the train from St. Paul-Minneapolis to Winonatrain
12h 11m$227–626BART, train
- Take the subway from Berryessa / North San Jose to Richmondsubway
- Take the train from Richmond to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Winonatrain
2d 12h$689–1,692
San Jose to Winona by bus and tram
Questions & Answers
The cheapest way to get from San Jose to Winona is to Caltrain and fly and train which costs $180 - $410 and takes 9h 11m.
The fastest way to get from San Jose to Winona is to fly and train which takes 8h 19m and costs $470 - $750.
No, there is no direct bus from San Jose to Winona. However, there are services departing from Santa Clara & 1st and arriving at Winona St. University via San Jose, CA - Huong Lan Sandwich, Los Angeles Union Station, Tulsa and St. Paul. The journey, including transfers, takes approximately 2 days 10h.
No, there is no direct train from San Jose to Winona. However, there are services departing from San Jose and arriving at Winona via Portland. The journey, including transfers, takes approximately 2 days 12h.
The distance between San Jose and Winona is 1699 miles. The road distance is 2011.1 miles.
The best way to get from San Jose to Winona without a car is to bus which takes 2 days 10h and costs $470 - $850.
It takes approximately 9h 47m to get from San Jose to Winona, including transfers.
San Jose to Winona bus services, operated by Hoang Express, depart from San Jose, CA - Huong Lan Sandwich station.
San Jose to Winona train services, operated by Amtrak, depart from San Jose station.
The best way to get from San Jose to Winona is to bus which takes 2 days 10h and costs $470 - $850. Alternatively, you can train, which costs $700 - $1,700 and takes 2 days 12h.
What companies run services between San Jose, CA, USA and Winona, MN, USA?
You can take a bus from Santa Clara & 1st to Winona St. University via Tully & King, San Jose, CA - Huong Lan Sandwich, Los Angeles, CA - Chinatown Station, Chinatown Station, Union Station - Metro A-Line, Los Angeles Union Station, Tulsa, and St. Paul in around 2d 10h. Alternatively, you can take a train from San Jose to Winona via Portland in around 2d 12h.
- Website
- delta.com
Flights from Norman Y. Mineta San José International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 3h 38m
- When
- Every day
- Estimated price
- $140–650
Flights from Norman Y. Mineta San José International Airport to Minneapolis–Saint Paul International Airport via Salt Lake City
- Ave. Duration
- 6h 17m
- When
- Every day
- Estimated price
- $140–650
Flights from San Francisco International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 3h 33m
- When
- Every day
- Estimated price
- $120–550
Flights from San Francisco International Airport to Minneapolis–Saint Paul International Airport via Salt Lake City
- Ave. Duration
- 5h 32m
- When
- Every day
- Estimated price
- $120–550
Flights from Norman Y. Mineta San José International Airport to Rochester via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 7h 23m
- When
- Every day
- Estimated price
- $120–550
Flights from Norman Y. Mineta San José International Airport to Rochester via Salt Lake City, Minneapolis–Saint Paul International Airport
- Ave. Duration
- 10h 40m
- When
- Every day
- Estimated price
- $120–550
Flights from San Francisco International Airport to Rochester via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 7h 6m
- When
- Every day
- Estimated price
- $100–460
Flights from Sacramento International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 3h 27m
- When
- Every day
- Estimated price
- $130–650
Flights from Sacramento International Airport to Minneapolis–Saint Paul International Airport via Salt Lake City
- Ave. Duration
- 5h 42m
- When
- Every day
- Estimated price
- $140–650
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from San Jose to Portland
- Ave. Duration
- 19h 42m
- Frequency
- Once daily
- Estimated price
- $200–460
- Website
- Amtrak
Train from Portland to Winona
- Ave. Duration
- 40h 9m
- Frequency
- Once daily
- Estimated price
- $500–1,200
- Website
- Amtrak
Train from St. Paul-Minneapolis to Winona
- Ave. Duration
- 2h 4m
- Frequency
- 3 times a day
- Estimated price
- $27–60
- Website
- Amtrak
Train from St. Paul-Minneapolis to Winona
- Ave. Duration
- 2h 4m
- Frequency
- 3 times a day
- Estimated price
- $27–60
- Website
- Amtrak
Train from San Jose to Sacramento
- Ave. Duration
- 3h 15m
- Frequency
- Every 4 hours
- Estimated price
- $35–80
- Website
- Amtrak
Train from St. Paul-Minneapolis to Winona
- Ave. Duration
- 2h 4m
- Frequency
- 3 times a day
- Estimated price
- $27–60
- Website
- Amtrak
Train from Richmond to Chicago Union Station
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $600–1,500
- Website
- Amtrak
Train from Chicago Union Station to Winona
- Ave. Duration
- 5h 29m
- Frequency
- 3 times a day
- Estimated price
- $80–180
- Website
- Amtrak
- Phone
- +1 714-839-3500
- [email protected]
- Website
- Hoang Bus
Bus from San Jose, CA - Huong Lan Sandwich to Los Angeles, CA - Chinatown Station
- Ave. Duration
- 5h 30m
- Frequency
- Once daily
- Estimated price
- $45–60
- Book at
- GoToBus - Hoang Express
- Website
- Hoang Bus
- Adult One-way
- $45–60
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
More Questions & Answers
San Jose to Winona bus services, operated by Hoang Express, arrive at Los Angeles, CA - Chinatown Station.
Winona is 2h ahead of San Jose. It is currently 10:54 AM in San Jose and 12:54 PM in Winona.
San Jose to Winona train services, operated by Amtrak, arrive at Portland station.
Yes, the driving distance between San Jose to Winona is 2011 miles. It takes approximately 32h 40m to drive from San Jose to Winona.
Book your San Jose to Winona train tickets online with Omio.
There are 24+ hotels available in Winona.








