There are 8 ways to get from Winona to Boston by taxi, plane, 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.
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 17m$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 10m$115–635Train (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$142–658Bus
- Take the bus from Winona State Univ. to Milwaukeebus
- 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
34h 17m$167–472Drive 1,285.2 mi
- Drive from Winona to Bostoncar 1,285.2 mi
21h 46m$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 47m$207–686Bus to Dane County Regional Airport-Truax Field, fly
- Take the bus from Winona State Univ. to Madisonbus
- Fly from Dane County Regional Airport-Truax Field (MSN) to Boston Logan Airport (BOS)plane MSN - BOS
7h 22m$148–782Bus, train
- Take the bus from Winona State Univ. to 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
30h 55m$133–625
Winona to Boston by train (Amtrak)
Questions & Answers
The cheapest way to get from Winona to Boston is to drive which costs $230 - $340 and takes 21h 46m.
The fastest way to get from Winona to Boston is to taxi and fly which takes 5h 17m and costs $160 - $650.
No, there is no direct bus from Winona to Boston. However, there are services departing from Winona State Univ. and arriving at Boston via Milwaukee Intermodal Station, Chicago Bus Station and New York Midtown. The journey, including transfers, takes approximately 34h 17m.
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 1292.7 miles.
The best way to get from Winona to Boston without a car is to train which takes 28h 46m and costs $140 - $700.
It takes approximately 5h 17m to get from Winona to Boston, including transfers.
Winona to Boston bus services, operated by Jefferson Lines, depart from Winona State Univ. 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 $140 - $700. Alternatively, you can bus, which costs $160 - $480 and takes 34h 17m.
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 Univ. to Boston via Milwaukee, Milwaukee Intermodal Station, Chicago Bus Station, and New York Midtown in around 34h 17m.
- Website
- delta.com
Flights from Minneapolis–Saint Paul International Airport to Boston Logan Airport
- Ave. Duration
- 2h 53m
- When
- Every day
- Estimated price
- $130–700
Flights from Minneapolis–Saint Paul International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 5h 33m
- When
- Every day
- Estimated price
- $140–700
Flights from Minneapolis–Saint Paul International Airport to Boston Logan Airport via Dane County Regional Airport-Truax Field
- Ave. Duration
- 6h 28m
- When
- Every day
- Estimated price
- $140–700
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $130–700
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Reagan Washington
- Ave. Duration
- 4h 56m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–750
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via New York La Guardia
- Ave. Duration
- 5h 13m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–700
Flights from Rochester to Boston Logan Airport via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 6h 19m
- When
- Every day
- Estimated price
- $110–550
- Website
- aa.com
Flights from La Crosse to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 6h 10m
- When
- Every day
- Estimated price
- $100–550
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $130–700
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 4h 54m
- When
- Every day
- Estimated price
- $130–700
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Philadelphia
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $140–700
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Reagan Washington
- Ave. Duration
- 5h 23m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–750
Flights from Rochester to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 6h 20m
- When
- Every day
- Estimated price
- $110–550
- Website
- united.com
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 5h 6m
- When
- Every day
- Estimated price
- $130–700
Flights from Rochester to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 5h
- When
- Every day
- Estimated price
- $110–550
- Website
- suncountry.com
Flights from Minneapolis–Saint Paul International Airport to Boston Logan Airport
- Ave. Duration
- 2h 55m
- When
- Thursday and Sunday
- Estimated price
- $130–700
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
- $45–160
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Boston
- Ave. Duration
- 22h 2m
- Frequency
- Once daily
- Estimated price
- $95–500
- 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
- $15–35
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Winona State Univ. to Milwaukee
- Ave. Duration
- 4h 35m
- Frequency
- Once daily
- Estimated price
- $23–110
- Book at
- https://www.jeffersonlines.com
Bus from Winona State Univ. to Madison
- Ave. Duration
- 3h 5m
- Frequency
- Once daily
- Estimated price
- $15–85
- Book at
- https://www.jeffersonlines.com
Bus from Winona State Univ. to Rochester
- Ave. Duration
- 55 min
- Frequency
- Once daily
- Estimated price
- $4–45
- Book at
- https://www.jeffersonlines.com
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 2h 15m
- Frequency
- 3 times a day
- Estimated price
- $19–35
- Schedules at
- flixbus.com
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Once daily
- Estimated price
- $95–250
- Schedules at
- flixbus.com
Bus from New York Midtown to Boston
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $30–60
- 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 Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $19–60
- Website
- https://www.greyhound.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
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
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
More Questions & Answers
Winona to Boston bus services, operated by Jefferson Lines, arrive at Milwaukee station.
Boston is 1h ahead of Winona. It is currently 10:50 AM in Winona and 11:50 AM in Boston.
Winona to Boston train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Winona to Boston is 1293 miles. It takes approximately 21h 46m to drive from Winona to Boston.
Book your Winona to Boston train tickets online with Omio.
There are 1392+ hotels available in Boston.












