There are 8 ways to get from Boston to Winona by plane, taxi, train (Amtrak), bus (Flixbus, Greyhound), car, train, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to La Crosse, taxi
best- Fly from Boston Logan Airport (BOS) to La Crosse (LSE)plane BOS - LSE
- Take the taxi from La-Crosse-Airport-LSE to Winonataxi
5h 50m$154–514Fly to Rochester, bus
cheapest- Fly from Boston Logan Airport (BOS) to Rochester (RST)plane BOS - RST
- Take the bus from Rochester to Winona State Univ.bus
8h 38m$97–530Train (Amtrak)
- Take the train from Boston to Chicago Union Stationtrain Lake Shore Limited
- Take the train from Chicago Union Station to Winonatrain Empire Builder / ...
28h 51m$371–813Bus
- Take the bus from Boston to New York Midtownbus
- Take the bus from New York Midtown to Chicago Bus Stationbus
- Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus
- Take the bus from Milwaukee to Winona State Univ.bus
30h 55m$171–377Drive 1,284.5 mi
- Drive from Boston to Winonacar 1,284.5 mi
21h 46m$235–339Fly to Minneapolis–Saint Paul International Airport, train
- Fly from Boston Logan Airport (BOS) to Minneapolis–Saint Paul International Airport (MSP)plane BOS - MSP
- Take the train from St. Paul-Minneapolis to Winonatrain
6h 55m$414–783Fly to Dane County Regional Airport-Truax Field, bus
- Fly from Boston Logan Airport (BOS) to Dane County Regional Airport-Truax Field (MSN)plane BOS - MSN
- Take the bus from Madison to Winona State Univ.bus
8h 15m$139–696Train, bus
- Take the train from Boston to Chicago Union Stationtrain
- Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus
- Take the bus from Madison to Winona State Univ.bus
31h 25m$321–748
Boston to Winona by train (Amtrak)
Questions & Answers
The cheapest way to get from Boston to Winona is to bus which costs $170 - $380 and takes 30h 55m.
The fastest way to get from Boston to Winona is to fly and taxi which takes 5h 50m and costs $150 - $550.
No, there is no direct bus from Boston to Winona. However, there are services departing from Boston and arriving at Winona State Univ. via New York Midtown, Chicago Bus Station and Milwaukee. The journey, including transfers, takes approximately 30h 55m.
No, there is no direct train from Boston to Winona. However, there are services departing from Boston and arriving at Winona via Chicago Union Station. The journey, including transfers, takes approximately 28h 51m.
The distance between Boston and Winona is 1058 miles. The road distance is 1292 miles.
The best way to get from Boston to Winona without a car is to train which takes 28h 51m and costs $370 - $850.
It takes approximately 5h 50m to get from Boston to Winona, including transfers.
Boston to Winona bus services, operated by Flixbus USA, depart from Boston station.
Boston to Winona train services, operated by Amtrak, depart from Boston station.
The best way to get from Boston to Winona is to train which takes 28h 51m and costs $370 - $850. Alternatively, you can bus, which costs $170 - $380 and takes 30h 55m.
What companies run services between Boston, MA, USA and Winona, MN, USA?
You can take a train from Boston to Winona via Chicago Union Station in around 28h 51m. Alternatively, you can take a bus from Boston to Winona State Univ. via New York Midtown, Chicago Bus Station, Milwaukee Intermodal Station, and Milwaukee in around 30h 55m.
- Website
- delta.com
Flights from Boston Logan Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 3h 19m
- When
- Every day
- Estimated price
- $130–650
Flights from Boston Logan Airport to Minneapolis–Saint Paul International Airport via Detroit
- Ave. Duration
- 5h 15m
- When
- Every day
- Estimated price
- $130–650
Flights from Boston Logan Airport to Minneapolis–Saint Paul International Airport via Traverse City
- Ave. Duration
- 5h 16m
- When
- Monday, Tuesday, Wednesday, Thursday, and Sunday
- Estimated price
- $130–650
Flights from Boston Logan Airport to Minneapolis–Saint Paul International Airport via Milwaukee
- Ave. Duration
- 5h 27m
- When
- Thursday
- Estimated price
- $130–650
Flights from Boston Logan Airport to Rochester via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 5h 36m
- When
- Every day
- Estimated price
- $95–460
Flights from Boston Logan Airport to Rochester via Traverse City, Minneapolis–Saint Paul International Airport
- Ave. Duration
- 7h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, and Sunday
- Estimated price
- $95–460
Flights from Boston Logan Airport to Rochester via Detroit, Minneapolis–Saint Paul International Airport
- Ave. Duration
- 8h
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $95–470
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field
- Ave. Duration
- 2h 58m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–650
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Detroit
- Ave. Duration
- 4h 42m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–650
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via New York La Guardia
- Ave. Duration
- 5h 7m
- When
- Monday to Friday
- Estimated price
- $120–650
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Reagan Washington
- Ave. Duration
- 5h 14m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–700
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 5h 19m
- When
- Every day
- Estimated price
- $150–750
- Website
- united.com
Flights from Boston Logan Airport to La Crosse via Chicago O'Hare
- Ave. Duration
- 6h 29m
- When
- Every day
- Estimated price
- $85–440
Flights from Boston Logan Airport to Rochester via Chicago O'Hare
- Ave. Duration
- 6h 15m
- When
- Every day
- Estimated price
- $90–450
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Chicago O'Hare
- Ave. Duration
- 5h 11m
- When
- Every day
- Estimated price
- $120–650
- Website
- aa.com
Flights from Boston Logan Airport to La Crosse via Chicago O'Hare
- Ave. Duration
- 6h 25m
- When
- Every day
- Estimated price
- $85–440
Flights from Boston Logan Airport to La Crosse via Buffalo, Chicago O'Hare
- Ave. Duration
- 10h 9m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $85–440
Flights from Boston Logan Airport to La Crosse via Syracuse, Chicago O'Hare
- Ave. Duration
- 10h 35m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $85–440
Flights from Boston Logan Airport to Rochester via Chicago O'Hare
- Ave. Duration
- 6h 11m
- When
- Every day
- Estimated price
- $90–450
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field
- Ave. Duration
- 2h 44m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–650
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Reagan Washington
- Ave. Duration
- 4h 53m
- When
- Wednesday
- Estimated price
- $130–700
- Website
- suncountry.com
Flights from Boston Logan Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 3h 10m
- When
- Every day
- Estimated price
- $130–650
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Boston to Chicago Union Station
- Ave. Duration
- 22h 22m
- Frequency
- Once daily
- Estimated price
- $280–650
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Winona
- Ave. Duration
- 5h 29m
- Frequency
- 3 times a day
- Estimated price
- $85–190
- Website
- https://www.amtrak.com/home.html
Train from St. Paul-Minneapolis to Winona
- Ave. Duration
- 2h 4m
- Frequency
- 3 times a day
- Estimated price
- $28–65
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Boston to New York Midtown
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $28–50
- Schedules at
- flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 16h 55m
- Frequency
- Twice daily
- Estimated price
- $110–200
- Schedules at
- flixbus.com
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 55m
- Frequency
- 4 times a day
- Estimated price
- $12–21
- Schedules at
- flixbus.com
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 Milwaukee Intermodal Station
- Ave. Duration
- 1h 40m
- Frequency
- 3 times a day
- Estimated price
- $15–30
- Website
- https://www.greyhound.com/
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Milwaukee to Winona State Univ.
- Ave. Duration
- 4h 45m
- Frequency
- Once daily
- Estimated price
- $21–100
- Book at
- https://www.jeffersonlines.com
Bus from Rochester to Winona State Univ.
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $4–45
- Book at
- https://www.jeffersonlines.com
Bus from Madison to Winona State Univ.
- Ave. Duration
- 3h 25m
- Frequency
- Once daily
- Estimated price
- $14–80
- Book at
- https://www.jeffersonlines.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
Want to know more about travelling around United States
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More Questions & Answers
Boston to Winona bus services, operated by Flixbus USA, arrive at New York Midtown station.
Winona is 1h behind Boston. It is currently 10:05 PM in Boston and 9:05 PM in Winona.
Boston to Winona train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Boston to Winona is 1292 miles. It takes approximately 21h 46m to drive from Boston to Winona.
Book your Boston to Winona train tickets online with Omio.
There are 52+ hotels available in Winona.










