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
6h 2m$163–513Fly to Rochester, bus
cheapest- Fly from Boston Logan Airport (BOS) to Rochester (RST)plane BOS - RST
- Take the bus from Rochester, MN to Winona State University, MNbus
8h 23m$124–519Train (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$399–832Bus
- 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
36h 10m$239–386Drive 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 54m$160–632Fly 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 18m$169–621Train, 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$379–752
Boston to Winona by train (Amtrak)
Questions & Answers
The cheapest way to get from Boston to Winona is to fly and bus which costs $120 - $550 and takes 8h 23m.
The fastest way to get from Boston to Winona is to fly and taxi which takes 6h 2m and costs $160 - $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 36h 10m.
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 $390 - $850.
It takes approximately 6h 2m 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 $390 - $850. Alternatively, you can bus, which costs $230 - $390 and takes 36h 10m.
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 36h 10m.
- Website
- delta.com
Flights from Boston Logan Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 3h 14m
- When
- Every day
- Estimated price
- $120–600
Flights from Boston Logan Airport to Minneapolis–Saint Paul International Airport via Milwaukee
- Ave. Duration
- 5h 19m
- When
- Monday to Friday
- Estimated price
- $130–600
Flights from Boston Logan Airport to Minneapolis–Saint Paul International Airport via Traverse City
- Ave. Duration
- 5h 55m
- When
- Every day
- Estimated price
- $120–600
Flights from Boston Logan Airport to Minneapolis–Saint Paul International Airport via Dane County Regional Airport-Truax Field
- Ave. Duration
- 5h 54m
- When
- Every day
- Estimated price
- $130–600
Flights from Boston Logan Airport to Rochester via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 5h 35m
- When
- Every day
- Estimated price
- $100–460
Flights from Boston Logan Airport to Rochester via Traverse City, Minneapolis–Saint Paul International Airport
- Ave. Duration
- 8h 18m
- When
- Saturday to Friday
- Estimated price
- $100–460
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $120–550
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Detroit
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $120–600
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via New York La Guardia
- Ave. Duration
- 5h 11m
- When
- Every day
- Estimated price
- $120–600
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Reagan Washington
- Ave. Duration
- 5h 11m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–600
- Website
- aa.com
Flights from Boston Logan Airport to La Crosse via Chicago O'Hare
- Ave. Duration
- 5h 57m
- When
- Every day
- Estimated price
- $95–440
Flights from Boston Logan Airport to La Crosse via Rochester, Chicago O'Hare
- Ave. Duration
- 8h 40m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $95–440
Flights from Boston Logan Airport to La Crosse via Buffalo, Chicago O'Hare
- Ave. Duration
- 11h 3m
- When
- Friday
- Estimated price
- $95–440
Flights from Boston Logan Airport to Rochester via Chicago O'Hare
- Ave. Duration
- 6h 6m
- When
- Every day
- Estimated price
- $100–450
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $120–550
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Reagan Washington
- Ave. Duration
- 4h 58m
- When
- Sunday
- Estimated price
- $130–600
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Philadelphia
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $130–600
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Chicago O'Hare
- Ave. Duration
- 5h 10m
- When
- Every day
- Estimated price
- $120–600
- Website
- united.com
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Chicago O'Hare
- Ave. Duration
- 5h 19m
- When
- Every day
- Estimated price
- $120–600
Flights from Boston Logan Airport to Dane County Regional Airport-Truax Field via Newark
- Ave. Duration
- 5h 4m
- When
- Monday to Friday
- Estimated price
- $120–600
- Website
- suncountry.com
Flights from Boston Logan Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 3h 9m
- When
- Every day
- Estimated price
- $120–600
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
- $300–650
- 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
- $90–200
- 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
- $30–65
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- https://www.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
- 22h 25m
- Frequency
- 3 times a day
- Estimated price
- $140–230
- Schedules at
- flixbus.com
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $11–20
- 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
- 4 times a day
- Estimated price
- $13–25
- 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
- Twice daily
- Estimated price
- $60–85
- Book at
- https://www.jeffersonlines.com
- Adult
- $60–85
Bus from Rochester, MN to Winona State University, MN
- Ave. Duration
- 55 min
- Frequency
- Twice daily
- Estimated price
- $22–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $22–35
Bus from Madison to Winona State Univ.
- Ave. Duration
- 3h 25m
- Frequency
- Twice daily
- Estimated price
- $45–65
- Book at
- https://www.jeffersonlines.com
- Adult
- $45–65
- Phone
- +1 (866) 912 - 6224
- questions@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
- $25–55
- Schedules at
- coachusa.com
- Adult
- $25–55
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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 6:41 AM in Boston and 5:41 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 1292 miles. It takes approximately 21h 46m to drive from Boston to Winona.
Book your Boston to Winona train tickets online with Omio.
Book your Boston to Winona bus tickets online with Omio.
There are 12+ hotels available in Winona.









