There are 8 ways to get from Chappaqua to South Station by train (Amtrak), bus (Greyhound, Flixbus), car, train, plane, 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.
Train
best- Take the train from Chappaqua to 125th Street - Harlemtrain
- Take the train from 125th Street - Harlem to Stamfordtrain
- Take the train from Stamford Amtrak Station to Bostontrain
5h 40m$120–203Drive 185 mi
cheapest- Drive from Chappaqua to South Stationcar 185 mi
3h 24m$34–49Bus
- Take the bus from White Plains Bus Station to Hartford Union Stationbus Greyhound US0240
- Take the bus from Hartford Union Station to Bostonbus Greyhound US0230 / ...
6h 25m$39–63Train to Laguardia Airport, fly
- Take the train from Chappaqua to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Boston Logan Airport (BOS)plane LGA - BOS
3h 53m$74–479Train, bus
- Take the train from Chappaqua to Grand Central Terminaltrain Harlem
- Take the bus from New York to Bostonbus Ppb 5623 / ...
6h 49m$54–100Train to John F. Kennedy International Airport, fly
- Take the train from Chappaqua to Grand Central Terminaltrain
- Fly from John F. Kennedy International Airport (JFK) to Boston Logan Airport (BOS)plane JFK - BOS
4h 17m$446–1,340Train, bus to Newark Liberty International Airport, fly
- Take the train from Chappaqua to Grand Central Terminaltrain
- Take the bus from Bryant Park to Terminal Bbus
- Fly from Newark Liberty International Airport (EWR) to Boston Logan Airport (BOS)plane EWR - BOS
4h 52m$517–1,047Train, train to Long Island Mac Arthur Airport, fly
- Take the train from Chappaqua to Grand Central Terminaltrain
- Take the train from Jamaica to Central Isliptrain
- Fly from Long Island Mac Arthur Airport (ISP) to Boston Logan Airport (BOS)plane ISP - BOS
6h 8m$277–402
Chappaqua to South Station by train
Comparing Your Travel Options
The cheapest way to get from Chappaqua to South Station is to drive which costs $30 - $50 and takes 3h 24m.
The fastest way to get from Chappaqua to South Station is to drive which takes 3h 24m and costs $30 - $50.
No, there is no direct bus from Chappaqua station to South Station. However, there are services departing from White Plains Bus Station and arriving at Boston via Hartford Union Station. The journey, including transfers, takes approximately 6h 25m.
No, there is no direct train from Chappaqua to South Station. However, there are services departing from Chappaqua and arriving at Boston via 125th Street - Harlem and Stamford Amtrak Station. The journey, including transfers, takes approximately 5h 40m.
The distance between Chappaqua and South Station is 254 miles. The road distance is 186.1 miles.
The best way to get from Chappaqua to South Station without a car is to train which takes 5h 40m and costs $120 - $210.
It takes approximately 5h 40m to get from Chappaqua to South Station, including transfers.
Chappaqua to South Station bus services, operated by Greyhound USA, depart from White Plains Bus Station.
Chappaqua to South Station train services, operated by Metro-North Railroad (MNR), depart from Chappaqua station.
The best way to get from Chappaqua to South Station is to train which takes 5h 40m and costs $120 - $210. Alternatively, you can bus, which costs $35 - $65 and takes 6h 25m.
What companies run services between Chappaqua, NY, USA and South Station, MA, USA?
You can take a train from Chappaqua to Boston via 125th Street - Harlem, Stamford, and Stamford Amtrak Station in around 5h 40m. Alternatively, you can take a train from Chappaqua to Boston via White Plains, White Plains Bus Station, and Hartford Union Station in around 6h 25m.
- Website
- aa.com
Flights from Laguardia Airport to Boston Logan Airport
- Ave. Duration
- 1h 17m
- When
- Every day
- Estimated price
- $60–450
Flights from John F. Kennedy International Airport to Boston Logan Airport
- Ave. Duration
- 1h 22m
- When
- Every day
- Estimated price
- $35–290
- Website
- delta.com
Flights from Laguardia Airport to Boston Logan Airport
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $60–450
Flights from John F. Kennedy International Airport to Boston Logan Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $35–290
Flights from Newark Liberty International Airport to Boston Logan Airport
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $50–360
- Website
- united.com
Flights from Newark Liberty International Airport to Boston Logan Airport
- Ave. Duration
- 1h 18m
- When
- Every day
- Estimated price
- $50–360
- Website
- jetblue.com
Flights from John F. Kennedy International Airport to Boston Logan Airport
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $35–290
- Website
- capeair.com
Flights from John F. Kennedy International Airport to Boston Logan Airport via Martha's Vineyard
- Ave. Duration
- 3h
- When
- Thursday
- Estimated price
- $380–900
Flights from Long Island Mac Arthur Airport to Boston Logan Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $250–350
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from Chappaqua to 125th Street - Harlem
- Ave. Duration
- 46 min
- Frequency
- Hourly
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from 125th Street - Harlem to Stamford
- Ave. Duration
- 1h 5m
- Frequency
- Every 20 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from Chappaqua to 125th Street - Harlem
- Ave. Duration
- 46 min
- Frequency
- Hourly
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from Chappaqua to Grand Central Terminal
- Ave. Duration
- 1h
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Chappaqua to Grand Central Terminal
- Ave. Duration
- 1h
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Chappaqua to Grand Central Terminal
- Ave. Duration
- 1h
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Chappaqua to Grand Central Terminal
- Ave. Duration
- 1h
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Stamford Amtrak Station to Boston
- Ave. Duration
- 2h 57m
- Frequency
- Every 4 hours
- Estimated price
- $45–700
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $45–480
- First Class
- $180–700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Stamford Amtrak Station to Boston
- Ave. Duration
- 3h 31m
- Frequency
- Every 3 hours
- Estimated price
- $100–170
- Website
- Amtrak
- Phone
- +1-718-217-5477
- Website
- Long Island Rail Road
Train from Jamaica to Central Islip
- Ave. Duration
- 52 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–18
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $7–10
- Peak
- $14–18
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from White Plains Bus Station to Hartford Union Station
- Ave. Duration
- 2h 25m
- Frequency
- Once daily
- Estimated price
- $16–25
- Website
- Greyhound
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $18–27
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 55m
- Frequency
- Twice daily
- Estimated price
- $16–24
- Schedules at
- Flixbus USA
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from New York to Boston
- Ave. Duration
- 4h 35m
- Frequency
- Hourly
- Estimated price
- $40–75
- Website
- Peter Pan
- Phone
- +1 (866) 912-6224
- [email protected]
- Website
- newarkairportexpress.com
Bus from Bryant Park to Terminal B
- Ave. Duration
- 50 min
- Frequency
- Every 30 minutes
- Estimated price
- $25
- Book at
- Coach USA
- One Way - Adult
- $25
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Booking & Getting There
Chappaqua to South Station bus services, operated by Greyhound USA, arrive at Hartford Union Station.
Chappaqua to South Station train services, operated by Metro-North Railroad (MNR), arrive at 125th Street - Harlem station.
Yes, the driving distance between Chappaqua to South Station is 186 miles. It takes approximately 3h 24m to drive from Chappaqua to South Station.
There are 1628+ hotels available in South Station.
















