There are 9 ways to get from Milwaukee to Brattleboro by bus, plane, train, train (Amtrak), bus (Greyhound, Flixbus), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus to Chicago O'Hare International Airport, fly to Bradley International Airport, train
best- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane ORD - BDL
- Take the train from Windsor Locks to Brattleboro Stationtrain
8h 52m$143–529Train (Amtrak)
- Take the train from Milwaukee to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Springfieldtrain
- Take the train from Springfield to Brattleboro Stationtrain
24h 29m$277–634Bus
- 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 Springfield Union Stationbus
- Take the bus from Springfield Union Station to Brattleborobus
28h 40m$181–317Drive 971.4 mi
- Drive from Milwaukee to Brattleborocar 971.4 mi
17h 27m$178–257Train to Chicago Midway International Airport, fly to Bradley International Airport, train
- Take the train from Milwaukee to Chicago Union Stationtrain
- Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane MDW - BDL
- Take the train from Windsor Locks to Brattleboro Stationtrain
9h 22m$157–705Fly General Mitchell International Airport to Laguardia Airport, train
- Fly from General Mitchell International Airport (MKE) to Laguardia Airport (LGA)plane MKE - LGA
- Take the train from Ny Moynihan Train Hall At Penn Station to Brattleboro Stationtrain
10h 49m$205–928Fly General Mitchell International Airport to Boston Logan Airport, train
- Fly from General Mitchell International Airport (MKE) to Boston Logan Airport (BOS)plane MKE - BOS
- Take the train from Boston to Springfieldtrain
- Take the train from Springfield to Brattleboro Stationtrain
10h 35m$701–2,006Bus to Chicago O'Hare International Airport, fly to Albany County Airport, bus, train
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Albany County Airport (ALB)plane ORD - ALB
- Take the bus from Albany Bus Terminal, NY to Northamptonbus
- Take the train from Northampton to Brattleboro Stationtrain
10h 39m$174–689Train to Chicago Midway International Airport, fly to Albany County Airport, bus, train
- Take the train from Milwaukee to Chicago Union Stationtrain
- Fly from Chicago Midway International Airport (MDW) to Albany County Airport (ALB)plane MDW - ALB
- Take the bus from Albany Bus Terminal, NY to Northamptonbus
- Take the train from Northampton to Brattleboro Stationtrain
11h 6m$203–905
Milwaukee to Brattleboro by train (Amtrak)
Questions & Answers
The cheapest way to get from Milwaukee to Brattleboro is to drive which costs $170 - $260 and takes 17h 27m.
The fastest way to get from Milwaukee to Brattleboro is to bus and fly and train which takes 8h 52m and costs $140 - $550.
No, there is no direct bus from Milwaukee station to Brattleboro. However, there are services departing from Milwaukee Intermodal Station and arriving at Brattleboro via Chicago Bus Station, New York Midtown and Springfield Union Station. The journey, including transfers, takes approximately 28h 40m.
No, there is no direct train from Milwaukee to Brattleboro station. However, there are services departing from Milwaukee and arriving at Brattleboro Station via Chicago Union Station and Springfield. The journey, including transfers, takes approximately 24h 29m.
The distance between Milwaukee and Brattleboro is 948 miles. The road distance is 977.1 miles.
The best way to get from Milwaukee to Brattleboro without a car is to train which takes 24h 29m and costs $270 - $650.
It takes approximately 8h 52m to get from Milwaukee to Brattleboro, including transfers.
Milwaukee to Brattleboro bus services, operated by Greyhound USA, depart from Milwaukee Intermodal Station.
Milwaukee to Brattleboro train services, operated by Amtrak, depart from Milwaukee station.
The best way to get from Milwaukee to Brattleboro is to train which takes 24h 29m and costs $270 - $650. Alternatively, you can bus, which costs $180 - $320 and takes 28h 40m.
What companies run services between Milwaukee, WI, USA and Brattleboro, VT, USA?
You can take a train from Milwaukee to Brattleboro Station via Chicago Union Station and Springfield in around 24h 29m. Alternatively, you can take a bus from Milwaukee Intermodal Station to Brattleboro via Chicago Bus Station, New York Midtown, and Springfield Union Station in around 28h 40m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 3m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Laguardia Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 18m
- When
- Saturday, Tuesday, and Wednesday
- Estimated price
- $150–850
Flights from General Mitchell International Airport to Laguardia Airport via St. Louis
- Ave. Duration
- 4h 35m
- When
- Monday, Thursday, and Friday
- Estimated price
- $210–1,000
Flights from General Mitchell International Airport to Laguardia Airport via Nashville
- Ave. Duration
- 4h 40m
- When
- Monday, Thursday, and Friday
- Estimated price
- $210–1,000
Flights from General Mitchell International Airport to Boston Logan Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 13m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Boston Logan Airport via Baltimore
- Ave. Duration
- 4h 22m
- When
- Saturday, Monday, Thursday, and Friday
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Albany County Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $150–800
Flights from Chicago Midway International Airport to Albany County Airport via Baltimore
- Ave. Duration
- 4h 13m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $170–900
Flights from Chicago Midway International Airport to Albany County Airport via Nashville
- Ave. Duration
- 4h 25m
- When
- Tuesday and Wednesday
- Estimated price
- $210–1,000
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Windsor Locks to Brattleboro Station
- Ave. Duration
- 2h 28m
- Frequency
- Once daily
- Estimated price
- $19–45
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–50
- Website
- Amtrak
Train from Chicago Union Station to Springfield
- Ave. Duration
- 19h 19m
- Frequency
- Once daily
- Estimated price
- $240–550
- Website
- Amtrak
Train from Springfield to Brattleboro Station
- Ave. Duration
- 1h 41m
- Frequency
- Once daily
- Estimated price
- $15–35
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–50
- Website
- Amtrak
Train from Windsor Locks to Brattleboro Station
- Ave. Duration
- 2h 28m
- Frequency
- Once daily
- Estimated price
- $19–45
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Brattleboro Station
- Ave. Duration
- 5h 23m
- Frequency
- Once daily
- Estimated price
- $50–120
- Website
- Amtrak
Train from Boston to Springfield
- Ave. Duration
- 2h 24m
- Frequency
- Once daily
- Estimated price
- $25–60
- Website
- Amtrak
Train from Springfield to Brattleboro Station
- Ave. Duration
- 1h 41m
- Frequency
- Once daily
- Estimated price
- $15–35
- Website
- Amtrak
Train from Northampton to Brattleboro Station
- Ave. Duration
- 59 min
- Frequency
- Once daily
- Estimated price
- $11–26
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–50
- Website
- Amtrak
Train from Northampton to Brattleboro Station
- Ave. Duration
- 59 min
- Frequency
- Once daily
- Estimated price
- $11–26
- Website
- Amtrak
- Phone
- (866) 912 6224
- [email protected]
- Website
- coachusa.com
Bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $38–42
- Website
- coachusa.com
Bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $38–42
- Website
- coachusa.com
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More Questions & Answers
Milwaukee to Brattleboro bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Brattleboro is 1h ahead of Milwaukee. It is currently 8:15 PM in Milwaukee and 9:15 PM in Brattleboro.
Milwaukee to Brattleboro train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Milwaukee to Brattleboro is 977 miles. It takes approximately 17h 27m to drive from Milwaukee to Brattleboro.
Book your Milwaukee to Brattleboro train tickets online with Omio.
Book your Milwaukee to Brattleboro bus tickets online with Omio and FlixBus.
There are 78+ hotels available in Brattleboro.






