There are 8 ways to get from Winona to Boston by taxi, plane, train (Amtrak), bus (Greyhound, Flixbus), 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.
Taxi to La Crosse, fly
best- Take the taxi from Winona to La-Crosse-Airport-LSEtaxi
- Fly from La Crosse (LSE) to Boston Logan Airport (BOS)plane LSE - BOS
5h 23m$166–628Bus to Rochester, fly
cheapest- Take the bus from Winona State Univ. to Rochesterbus
- Fly from Rochester (RST) to Boston Logan Airport (BOS)plane RST - BOS
8h 2m$133–621Train (Amtrak)
- Take the train from Winona to Chicago Union Stationtrain Empire Builder / ...
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
28h 46m$353–779Bus
- Take the bus from Winona State University, MN to Milwaukee, WI - Amtrakbus
- Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus
- Take the bus from Chicago Bus Station to New York Midtownbus
- Take the bus from New York Midtown to Bostonbus
31h 30m$212–367Drive 1,284.6 mi
- Drive from Winona to Bostoncar 1,284.6 mi
21h 49m$235–339Train to Minneapolis–Saint Paul International Airport, fly
- Take the train from Winona to St. Paul-Minneapolistrain
- Fly from Minneapolis–Saint Paul International Airport (MSP) to Boston Logan Airport (BOS)plane MSP - BOS
6h 44m$440–813Bus to Dane County Regional Airport-Truax Field, fly
- Take the bus from Winona State University, MN to UW-Madisonbus
- Fly from Dane County Regional Airport-Truax Field (MSN) to Boston Logan Airport (BOS)plane MSN - BOS
8h 12m$200–868Bus, train
- Take the bus from Winona State University, MN to UW-Madisonbus
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus
- Take the train from Chicago Union Station to Bostontrain
31h 40m$340–711
Winona to Boston by train (Amtrak)
Questions & Answers
The cheapest way to get from Winona to Boston is to bus which costs $210 - $370 and takes 31h 30m.
The fastest way to get from Winona to Boston is to taxi and fly which takes 5h 23m and costs $160 - $650.
No, there is no direct bus from Winona to Boston. However, there are services departing from Winona State University, MN and arriving at Boston via Milwaukee Intermodal Station, Chicago Bus Station and New York Midtown. The journey, including transfers, takes approximately 31h 30m.
No, there is no direct train from Winona to Boston. However, there are services departing from Winona and arriving at Boston via Chicago Union Station. The journey, including transfers, takes approximately 28h 46m.
The distance between Winona and Boston is 1058 miles. The road distance is 1292.1 miles.
The best way to get from Winona to Boston without a car is to train which takes 28h 46m and costs $350 - $800.
It takes approximately 5h 23m to get from Winona to Boston, including transfers.
Winona to Boston bus services, operated by Jefferson Lines, depart from Winona State University, MN station.
Winona to Boston train services, operated by Amtrak, depart from Winona station.
The best way to get from Winona to Boston is to train which takes 28h 46m and costs $350 - $800. Alternatively, you can bus, which costs $210 - $370 and takes 31h 30m.
What companies run services between Winona, MN, USA and Boston, MA, USA?
You can take a train from Winona to Boston via Chicago Union Station in around 28h 46m. Alternatively, you can take a bus from Winona State University, MN to Boston via Milwaukee Intermodal Station, Chicago Bus Station, and New York Midtown in around 31h 30m.
- Website
- delta.com
Flights from Minneapolis–Saint Paul International Airport to Boston Logan Airport
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $130–650
Flights from Minneapolis–Saint Paul International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 5h 49m
- When
- Every day
- Estimated price
- $130–650
Flights from Minneapolis–Saint Paul International Airport to Boston Logan Airport via Milwaukee
- Ave. Duration
- 5h 9m
- When
- Saturday
- Estimated price
- $130–650
Flights from Minneapolis–Saint Paul International Airport to Boston Logan Airport via Dane County Regional Airport-Truax Field
- Ave. Duration
- 5h 40m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–650
Flights from Rochester to Boston Logan Airport via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 6h 45m
- When
- Every day
- Estimated price
- $110–550
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport
- Ave. Duration
- 2h 39m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–800
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 9m
- When
- Saturday
- Estimated price
- $150–800
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via New York La Guardia
- Ave. Duration
- 5h 2m
- When
- Every day
- Estimated price
- $160–800
- Website
- aa.com
Flights from La Crosse to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 5h 21m
- When
- Every day
- Estimated price
- $100–550
Flights from La Crosse to Boston Logan Airport via Chicago O'Hare, Buffalo
- Ave. Duration
- 6h 45m
- When
- Every day
- Estimated price
- $100–550
Flights from Rochester to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 6h 57m
- When
- Every day
- Estimated price
- $110–550
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $150–800
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Philadelphia
- Ave. Duration
- 4h 48m
- When
- Wednesday
- Estimated price
- $160–800
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Reagan Washington
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $170–850
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 5h 10m
- When
- Every day
- Estimated price
- $150–800
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via New York La Guardia
- Ave. Duration
- 5h 12m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–800
- Website
- united.com
Flights from La Crosse to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 5h 34m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–550
Flights from Rochester to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $110–550
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $150–800
- Website
- suncountry.com
Flights from Minneapolis–Saint Paul International Airport to Boston Logan Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $130–650
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Winona to Chicago Union Station
- Ave. Duration
- 5h 44m
- Frequency
- 3 times a day
- Estimated price
- $80–180
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Boston
- Ave. Duration
- 22h 2m
- Frequency
- Once daily
- Estimated price
- $270–600
- Website
- https://www.amtrak.com/home.html
Train from Winona to St. Paul-Minneapolis
- Ave. Duration
- 2h 16m
- Frequency
- 3 times a day
- Estimated price
- $27–60
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Winona State University, MN to Milwaukee, WI - Amtrak
- Ave. Duration
- 5h 30m
- Frequency
- 3 times a day
- Estimated price
- $60–90
- Book at
- https://www.jeffersonlines.com
- Adult
- $60–90
Bus from Winona State Univ. to Rochester
- Ave. Duration
- 55 min
- Frequency
- Twice daily
- Estimated price
- $22–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $22–35
Bus from Winona State University, MN to UW-Madison
- Ave. Duration
- 3h 50m
- Frequency
- 3 times a day
- Estimated price
- $45–70
- Book at
- https://www.jeffersonlines.com
- Adult
- $45–70
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 1h 45m
- Frequency
- 4 times a day
- Estimated price
- $14–28
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 1h 50m
- Frequency
- 3 times a day
- Estimated price
- $11–20
- Schedules at
- flixbus.com
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 17h 5m
- Frequency
- 3 times a day
- Estimated price
- $110–200
- Schedules at
- flixbus.com
Bus from New York Midtown to Boston
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $27–50
- Schedules at
- flixbus.com
- Phone
- +1 608-752-5407
- vangalder@coachusa.com
- Website
- coachusa.com
Bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $22–45
- Website
- https://www.coachusa.com/van-galder-bus-company
- Ave. Duration
- 31 min
- Estimated price
- $65–80
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More Questions & Answers
Winona to Boston bus services, operated by Jefferson Lines, arrive at Milwaukee, WI - Amtrak station.
Boston is 1h ahead of Winona. It is currently 6:41 PM in Winona and 7:41 PM in Boston.
Winona to Boston train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Winona to Boston is 1292 miles. It takes approximately 21h 49m to drive from Winona to Boston.
Book your Winona to Boston train tickets online with Omio.
There are 1442+ hotels available in Boston.











