There are 8 ways to get from Winona to Boston by taxi, plane, train (Amtrak), bus (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 to Boston Logan Airport
best- Take the taxi from Winona to La-Crosse-Airport-LSE
- Fly from La Crosse (LSE) to Boston Logan Airport (BOS)LSE - BOS
5h 22m$166–558Bus to Rochester, fly to Boston Logan Airport
cheapest- Take the bus from Winona State Univ. to Rochester
- Fly from Rochester (RST) to Boston Logan Airport (BOS)RST - BOS
8h 8m$105–575Train (Amtrak)
- Take the train from Winona to Chicago Union StationEmpire Builder / ...
- Take the train from Chicago Union Station to BostonLake Shore Limited
28h 46m$188–862Bus
- Take the bus from Winona State Univ. to Madison
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Take the bus from Chicago Bus Station to New York Midtown
- Take the bus from New York Midtown to Boston
34h 27m$168–470Drive 1,285.2 mi
- Drive from Winona to Boston1,285.2 mi
21h 36m$235–339Train to Minneapolis–Saint Paul International Airport, fly to Boston Logan Airport
- Take the train from Winona to St. Paul-Minneapolis
- Fly from Minneapolis–Saint Paul International Airport (MSP) to Boston Logan Airport (BOS)MSP - BOS
6h 42m$167–588Taxi to La Crosse, fly to Theodore Francis Green State Airport, train
- Take the taxi from Winona to La-Crosse-Airport-LSE
- Fly from La Crosse (LSE) to Theodore Francis Green State Airport (PVD)LSE - PVD
- Take the train from Providence to South Station
8h 23m$143–1,030Bus, train
- Take the bus from Winona State Univ. to Madison
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Take the train from Chicago Union Station to Boston
30h 55m$168–825
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 36m.
The fastest way to get from Winona to Boston is to taxi and fly which takes 5h 22m and costs $160 - $600.
No, there is no direct bus from Winona to Boston. However, there are services departing from Winona State Univ. and arriving at Boston via 250 N. Lake St - Madison UW Campus, Chicago Bus Station and New York Midtown. The journey, including transfers, takes approximately 34h 27m.
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 $180 - $900.
It takes approximately 5h 22m 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 $180 - $900. Alternatively, you can bus, which costs $160 - $470 and takes 34h 27m.
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 250 N. Lake St - Madison UW Campus, W Jackson Blvd, after S Clinton St, Chicago Bus Station, and New York Midtown in around 34h 27m.
- Website
- delta.com
Flights from Minneapolis–Saint Paul International Airport to Boston Logan Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $130–650
Flights from Minneapolis–Saint Paul International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 5h 33m
- When
- Every day
- Estimated price
- $130–650
Flights from Minneapolis–Saint Paul International Airport to Boston Logan Airport via Cleveland
- Ave. Duration
- 6h 9m
- When
- Monday to Saturday
- Estimated price
- $130–650
Flights from Rochester to Boston Logan Airport via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 6h 31m
- When
- Every day
- Estimated price
- $100–500
- Website
- aa.com
Flights from La Crosse to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 5h 35m
- When
- Every day
- Estimated price
- $100–480
Flights from La Crosse to Boston Logan Airport via Chicago O'Hare, Buffalo
- Ave. Duration
- 8h 29m
- When
- Sunday
- Estimated price
- $100–480
Flights from La Crosse to Theodore Francis Green State Airport via Chicago O'Hare
- Ave. Duration
- 5h 27m
- When
- Every day
- Estimated price
- $70–350
Flights from La Crosse to Theodore Francis Green State Airport via Chicago O'Hare, Philadelphia
- Ave. Duration
- 10h 13m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $75–360
Flights from Rochester to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 5h 43m
- When
- Every day
- Estimated price
- $100–490
- Website
- suncountry.com
Flights from Minneapolis–Saint Paul International Airport to Boston Logan Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $130–650
- Website
- united.com
Flights from Rochester to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 5h 20m
- When
- Every day
- Estimated price
- $100–490
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
- $55–170
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Boston
- Ave. Duration
- 22h 2m
- Frequency
- Once daily
- Estimated price
- $130–700
- 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
- $15–40
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-617-222-3200
- Website
- mbta.com
Train from Providence to South Station
- Ave. Duration
- 1h 15m
- Frequency
- Hourly
- Estimated price
- $5–14
- Website
- https://www.mbta.com
- Adult
- $5–14
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Providence to South Station
- Ave. Duration
- 48 min
- Frequency
- Every 3 hours
- Estimated price
- $6–210
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $6–210
- Business Class
- $45–240
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Providence to South Station
- Ave. Duration
- 47 min
- Frequency
- Every 4 hours
- Estimated price
- $10–600
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $10–450
- First Class
- $110–600
- Phone
- +1-858-800-8898
- Website
- 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
- +1 608-752-5407
- 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
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Once daily
- Estimated price
- $100–260
- Schedules at
- flixbus.com
Bus from New York Midtown to Boston
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $30–85
- Schedules at
- flixbus.com
- 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
More Questions & Answers
Winona to Boston bus services, operated by Jefferson Lines, arrive at Madison station.
Boston is 1h ahead of Winona. It is currently 5:22 PM in Winona and 6:22 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 1293 miles. It takes approximately 21h 36m to drive from Winona to Boston.
Book your Winona to Boston train tickets online with Omio.
There are 709+ hotels available in Boston.

















