There are 8 ways to get from Chicago to Walpole by plane, train, train (Amtrak), bus (Flixbus, Greyhound), car, 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.
Fly Chicago O'Hare International Airport to Boston Logan Airport, train
best- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)ORD - BOS
- Take the train from Back Bay to Walpole
6h 8m$114–333Fly Chicago O'Hare International Airport to Theodore Francis Green State Airport, train
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Theodore Francis Green State Airport (PVD)ORD - PVD
- Take the train from Providence to Readville
8h 18m$64–311Train (Amtrak)
- Take the train from Chicago Union Station to BostonLake Shore Limited
23h 40m$136–671Bus
- Take the bus from Chicago Bus Station to Newark Penn StationFlixBus N2640
- Take the bus from Newark Penn Station to BostonGreyhound US0235 / ...
27h 47m$151–345Drive 976.1 mi
- Drive from Chicago to Walpole976.1 mi
16h 40m$179–258Fly Chicago Midway International Airport to Boston Logan Airport
- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)MDW - BOS
5h 48m$104–493Fly Chicago Midway International Airport to Manchester Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)MDW - MHT
- Take the bus from Boston Manchester Airport to Boston
7h 45m$120–600Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train
- Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)MDW - PVD
- Take the train from Providence to Readville
7h 50m$74–361
Chicago to Walpole by train (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Walpole is to fly and train which costs $60 - $320 and takes 8h 18m.
The fastest way to get from Chicago to Walpole is to fly which takes 5h 48m and costs $100 - $500.
No, there is no direct train from Chicago station to Walpole. However, there are services departing from Chicago Union Station and arriving at Walpole via South Station. The journey, including transfers, takes approximately 23h 40m.
The distance between Chicago and Walpole is 916 miles. The road distance is 981.8 miles.
The best way to get from Chicago to Walpole without a car is to train which takes 23h 40m and costs $130 - $700.
It takes approximately 6h 8m to get from Chicago to Walpole, including transfers.
Chicago to Walpole train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Walpole is to train which takes 23h 40m and costs $130 - $700. Alternatively, you can bus, which costs $150 - $350 and takes 27h 47m, you could also fly, which costs $100 - $500 and takes 5h 48m.
Walpole is 1h ahead of Chicago. It is currently 9:41 PM in Chicago and 10:41 PM in Walpole.
Chicago to Walpole train services, operated by Amtrak, arrive at Boston station.
What companies run services between Chicago, IL, USA and Walpole, MA, USA?
Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $130–700 and the journey takes 22h 2m. Alternatively, you can take a bus from Chicago Bus Station to Main St @ Glenwood Ave via Newark Penn Station, Boston, South Station, Forest Hills, and Forest Hills in around 27h 47m.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Boston Logan Airport via Syracuse
- Ave. Duration
- 4h 18m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Boston Logan Airport via Rochester
- Ave. Duration
- 5h 24m
- When
- Saturday
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $55–290
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $60–300
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Philadelphia
- Ave. Duration
- 4h 48m
- When
- Every day
- Estimated price
- $55–300
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $90–470
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 55m
- When
- Monday to Saturday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $65–340
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 10m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $70–360
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $55–290
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $60–300
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 28m
- When
- Every day
- Estimated price
- $55–290
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 3h 54m
- When
- Saturday
- Estimated price
- $65–340
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $75–390
- Phone
- +1-617-222-3200
- Website
- mbta.com
Train from Back Bay to Walpole
- Ave. Duration
- 37 min
- Frequency
- Every 4 hours
- Estimated price
- $3–9
- Website
- https://www.mbta.com
- Adult
- $3–9
Train from Providence to Readville
- Ave. Duration
- 52 min
- Frequency
- Every 3 hours
- Estimated price
- $4–12
- Website
- https://www.mbta.com
- Adult
- $4–12
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
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
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Newark Penn Station
- Ave. Duration
- 19h 25m
- Frequency
- Once daily
- Estimated price
- $110–240
- Schedules at
- flixbus.com
Bus from Newark Penn Station to Boston
- Ave. Duration
- 4h 30m
- Frequency
- Twice daily
- Estimated price
- $35–100
- 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 Newark Penn Station to Boston
- Ave. Duration
- 5h 5m
- Frequency
- 4 times a day
- Estimated price
- $35–100
- Website
- https://www.greyhound.com/
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $14–35
- Website
- https://www.greyhound.com/
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More Questions & Answers
Yes, the driving distance between Chicago to Walpole is 982 miles. It takes approximately 16h 40m to drive from Chicago to Walpole.
There are 224+ hotels available in Walpole.












