There are 9 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 48m$157–530Fly 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 47m$100–545Train (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$155–848Bus
- 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
34h 25m$164–443Drive 1,285.2 mi
- Drive from Boston to Winonacar 1,285.2 mi
21h 43m$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
7h 1m$224–680Fly 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 20m$166–834Fly to General Mitchell International Airport, train
- Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane BOS - MKE
- Take the train from Milwaukee to Winonatrain
7h 52m$321–801Train, 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$146–818
Boston to Winona by train (Amtrak)
Questions & Answers
The cheapest way to get from Boston to Winona is to bus which costs $160 - $450 and takes 34h 25m.
The fastest way to get from Boston to Winona is to fly and taxi which takes 5h 48m 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 34h 25m.
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 1292.7 miles.
The best way to get from Boston to Winona without a car is to train which takes 28h 51m and costs $150 - $850.
It takes approximately 5h 48m 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 $150 - $850. Alternatively, you can bus, which costs $160 - $450 and takes 34h 25m.
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 34h 25m.
- Website
- delta.com
Flights from Boston Logan Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 3h 29m
- When
- Every day
- Estimated price
- $130–700
Flights from Boston Logan Airport to Minneapolis–Saint Paul International Airport via Detroit
- Ave. Duration
- 5h 47m
- When
- Every day
- Estimated price
- $140–700
Flights from Boston Logan Airport to Minneapolis–Saint Paul International Airport via Dane County Regional Airport-Truax Field
- Ave. Duration
- 6h 13m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–700
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field
- Ave. Duration
- 2h 53m
- When
- Every day
- Estimated price
- $140–750
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Detroit
- Ave. Duration
- 4h 49m
- When
- Every day
- Estimated price
- $140–750
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via New York La Guardia
- Ave. Duration
- 5h 24m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–800
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 5h 40m
- When
- Every day
- Estimated price
- $180–900
Flights from Boston Logan Airport to Rochester via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 5h 57m
- When
- Every day
- Estimated price
- $95–480
Flights from Boston Logan Airport to Rochester via Dane County Regional Airport-Truax Field, Minneapolis–Saint Paul International Airport
- Ave. Duration
- 9h 48m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–480
Flights from Boston Logan Airport to General Mitchell International Airport
- Ave. Duration
- 3h 4m
- When
- Every day
- Estimated price
- $160–850
Flights from Boston Logan Airport to General Mitchell International Airport via Detroit
- Ave. Duration
- 4h 55m
- When
- Every day
- Estimated price
- $160–850
Flights from Boston Logan Airport to General Mitchell International Airport via New York La Guardia
- Ave. Duration
- 5h 14m
- When
- Monday, Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $160–850
- Website
- aa.com
Flights from Boston Logan Airport to La Crosse via Chicago O'Hare
- Ave. Duration
- 6h 19m
- When
- Every day
- Estimated price
- $90–450
Flights from Boston Logan Airport to La Crosse via Syracuse, Chicago O'Hare
- Ave. Duration
- 10h 4m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $90–460
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field
- Ave. Duration
- 2h 48m
- When
- Every day
- Estimated price
- $140–750
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Chicago O'Hare
- Ave. Duration
- 5h 6m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $150–800
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via New York La Guardia
- Ave. Duration
- 5h 18m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–800
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Reagan Washington
- Ave. Duration
- 5h 23m
- When
- Monday to Friday
- Estimated price
- $160–800
Flights from Boston Logan Airport to Rochester via Chicago O'Hare
- Ave. Duration
- 6h 32m
- When
- Every day
- Estimated price
- $95–460
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare
- Ave. Duration
- 5h
- When
- Every day
- Estimated price
- $160–850
Flights from Boston Logan Airport to General Mitchell International Airport via Philadelphia
- Ave. Duration
- 5h 14m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $170–900
Flights from Boston Logan Airport to General Mitchell International Airport via Reagan Washington
- Ave. Duration
- 5h 21m
- When
- Every day
- Estimated price
- $180–900
- Website
- united.com
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Chicago O'Hare
- Ave. Duration
- 5h 12m
- When
- Every day
- Estimated price
- $150–800
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Newark
- Ave. Duration
- 5h 16m
- When
- Monday, Tuesday, Wednesday, Thursday, and Sunday
- Estimated price
- $150–800
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare
- Ave. Duration
- 5h 27m
- When
- Every day
- Estimated price
- $160–850
- Website
- southwest.com
Flights from Boston Logan Airport to General Mitchell International Airport via Baltimore
- Ave. Duration
- 4h 57m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $170–900
- Website
- suncountry.com
Flights from Boston Logan Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 3h 16m
- When
- Thursday and Sunday
- Estimated price
- $130–700
- Website
- jetblue.com
Flights from Boston Logan Airport to General Mitchell International Airport
- Ave. Duration
- 2h 30m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–850
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
- $110–700
- 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
- $45–160
- 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
- $14–40
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Winona
- Ave. Duration
- 3h 49m
- Frequency
- 3 times a day
- Estimated price
- $30–120
- 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
- $30–60
- Schedules at
- flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Once daily
- Estimated price
- $90–220
- Schedules at
- flixbus.com
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $19–35
- 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 45m
- Frequency
- 3 times a day
- Estimated price
- $19–55
- 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
- $23–110
- Book at
- https://www.jeffersonlines.com
Bus from Madison to Winona State Univ.
- Ave. Duration
- 3h 25m
- Frequency
- Once daily
- Estimated price
- $15–85
- 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
- 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 11:08 AM in Boston and 10:08 AM in Winona.
Boston to Winona train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Boston to Winona is 1293 miles. It takes approximately 21h 43m to drive from Boston to Winona.
Book your Boston to Winona train tickets online with Omio.
There are 12+ hotels available in Winona.










