There are 8 ways to get from Chicago to Walpole by 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.
Fly Chicago Midway International Airport to Boston Logan Airport
best- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
5h 50m$124–623Fly 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)plane ORD - PVD
- Take the train from TF Green Airport to Canton Junctiontrain
7h 40m$74–353Train (Amtrak)
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
23h 25m$299–632Bus
- Take the bus from Chicago Bus Station to Newark Penn Stationbus FlixBus N2640 / ...
- Take the bus from Newark Penn Station to Bostonbus Greyhound US0235 / ...
27h 37m$155–295Drive 975.5 mi
- Drive from Chicago to Walpolecar 975.5 mi
16h 49m$178–258Fly Chicago O'Hare International Airport to Boston Logan Airport
- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
6h 20m$174–573Fly 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)plane MDW - PVD
- Take the train from TF Green Airport to Canton Junctiontrain
6h 44m$104–503Fly Chicago Midway International Airport to Manchester Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane MDW - MHT
- Take the bus from Boston Manchester Airport to Bostonbus
7h 55m$144–730
Chicago to Walpole by train, subway, and bus (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Walpole is to fly and train which costs $70 - $360 and takes 7h 40m.
The fastest way to get from Chicago to Walpole is to fly which takes 5h 50m and costs $120 - $650.
The distance between Chicago and Walpole is 901 miles. The road distance is 981.2 miles.
The best way to get from Chicago to Walpole without a car is to train which takes 23h 25m and costs $290 - $650.
It takes approximately 5h 50m to get from Chicago to Walpole, including transfers.
The best way to get from Chicago to Walpole is to fly which takes 5h 50m and costs $120 - $650. Alternatively, you can train, which costs $290 - $650 and takes 23h 25m, you could also bus, which costs $150 - $300 and takes 27h 37m.
Walpole is 1h ahead of Chicago. It is currently 9:23 AM in Chicago and 10:23 AM in Walpole.
Yes, the driving distance between Chicago to Walpole is 981 miles. It takes approximately 16h 49m to drive from Chicago to Walpole.
There are 189+ hotels available in Walpole.
What companies run services between Chicago, IL, USA and Walpole, MA, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $290–650 and the journey takes 21h 54m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 16m
- When
- Every day
- 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
- $95–480
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 8m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $100–500
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 18m
- When
- Monday to Saturday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $150–750
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $65–330
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 47m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $70–360
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Philadelphia
- Ave. Duration
- 5h 14m
- When
- Every day
- Estimated price
- $70–350
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $65–330
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 36m
- When
- Every day
- Estimated price
- $70–350
- Website
- delta.com
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 58m
- When
- Every day
- Estimated price
- $65–330
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $80–400
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Boston
- Ave. Duration
- 21h 54m
- Frequency
- Once daily
- Estimated price
- $290–650
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-617-222-3200
- Website
- mbta.com
Train from TF Green Airport to Canton Junction
- Ave. Duration
- 59 min
- Frequency
- 3 times a day
- Estimated price
- $6–13
- Website
- https://www.mbta.com
- Website
- https://www.mbta.com/guides/world-cup-guide
- Adult
- $6–13
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to Newark Penn Station
- Ave. Duration
- 19h 25m
- Frequency
- Twice daily
- Estimated price
- $120–210
- Schedules at
- flixbus.com
Bus from Newark Penn Station to Boston
- Ave. Duration
- 4h 30m
- Frequency
- 3 times a day
- 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 Newark Penn Station to Boston
- Ave. Duration
- 5h 5m
- Frequency
- 5 times a day
- Estimated price
- $40–80
- Website
- https://www.greyhound.com/
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- https://www.greyhound.com/
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