There are 8 ways to get from Wisconsin to Massachusetts by plane, train (Amtrak), bus (Greyhound, Flixbus), car, bus, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly General Mitchell International Airport to Boston Logan Airport
best- Fly from General Mitchell International Airport (MKE) to Boston Logan Airport (BOS)plane MKE - BOS
4h 19m$655–1,905Train to Chicago Midway International Airport, fly to Boston Logan Airport
cheapest- Take the train from Kenosha to Chicago OTCtrain
- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
6h 27m$112–566Train (Amtrak)
- Take the train from Milwaukee to Chicago Union Stationtrain Hiawatha Service / ...
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
24h 31m$282–648Bus
- 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
28h 5m$183–292Drive 1,069.3 mi
- Drive from Milwaukee to Bostoncar 1,069.3 mi
18h 31m$196–282Fly Dane County Regional Airport-Truax Field to Boston Logan Airport
- Fly from Dane County Regional Airport-Truax Field (MSN) to Boston Logan Airport (BOS)plane MSN - BOS
4h 37m$125–655Bus to Chicago O'Hare International Airport, fly to Boston Logan Airport
- 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 Boston Logan Airport (BOS)plane ORD - BOS
5h 38m$641–944Bus to Chicago O'Hare International Airport, fly to Bradley International Airport
- 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
6h 49m$122–483
Wisconsin to Massachusetts by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Wisconsin to Massachusetts is to bus which costs $180 - $300 and takes 28h 5m.
The fastest way to get from Wisconsin to Massachusetts is to fly which takes 4h 19m and costs $650 - $2,000.
No, there is no direct bus from Wisconsin station to Massachusetts. However, there are services departing from Milwaukee Intermodal Station and arriving at Boston via Chicago Bus Station and New York Midtown. The journey, including transfers, takes approximately 28h 5m.
No, there is no direct train from Wisconsin to Massachusetts. However, there are services departing from Milwaukee and arriving at Boston via Chicago Union Station. The journey, including transfers, takes approximately 24h 31m.
The distance between Wisconsin and Massachusetts is 873 miles. The road distance is 1075.6 miles.
The best way to get from Wisconsin to Massachusetts without a car is to train which takes 24h 31m and costs $280 - $650.
It takes approximately 4h 19m to get from Wisconsin to Massachusetts, including transfers.
Wisconsin to Massachusetts bus services, operated by Greyhound USA, depart from Milwaukee Intermodal Station.
Wisconsin to Massachusetts train services, operated by Amtrak, depart from Milwaukee station.
The best way to get from Wisconsin to Massachusetts is to fly which takes 4h 19m and costs $650 - $2,000. Alternatively, you can train, which costs $280 - $650 and takes 24h 31m, you could also bus, which costs $180 - $300 and takes 28h 5m.
What companies run services between Wisconsin, USA and Massachusetts, USA?
JetBlue Airways, Delta, and two other airlines fly from General Mitchell International Airport (MKE) to Boston Logan Airport (BOS) every 3 hours. Alternatively, you can take a train from Milwaukee to Boston via Chicago Union Station in around 24h 31m.
- Website
- aa.com
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $120–650
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via New York La Guardia
- Ave. Duration
- 4h 46m
- When
- Every day
- Estimated price
- $130–650
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Reagan Washington
- Ave. Duration
- 4h 49m
- When
- Every day
- Estimated price
- $140–700
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Philadelphia
- Ave. Duration
- 4h 56m
- When
- Every day
- Estimated price
- $130–650
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 4m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $80–430
Flights from Chicago O'Hare International Airport to Bradley International Airport via Reagan Washington
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $90–460
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $21–50
- Website
- Amtrak
Train from Chicago Union Station to Boston
- Ave. Duration
- 22h 2m
- Frequency
- Once daily
- Estimated price
- $260–600
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 1h 35m
- Frequency
- 4 times a day
- Estimated price
- $13–22
- Website
- Greyhound
Want to know more about travelling around United States
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Booking & Getting There
Wisconsin to Massachusetts bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Massachusetts is 1h ahead of Wisconsin. It is currently 4:33 PM in Wisconsin and 5:33 PM in Massachusetts.
Wisconsin to Massachusetts train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Wisconsin to Massachusetts is 1076 miles. It takes approximately 18h 31m to drive from Wisconsin to Massachusetts.
Book your Wisconsin to Massachusetts train tickets online with Omio.
Book your Wisconsin to Massachusetts bus tickets online with Omio and FlixBus.
There are 1762+ hotels available in Massachusetts.






