There are 7 ways to get from Chesapeake to Boston by plane, train, train (Amtrak), bus (Flixbus), car, bus, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Theodore Francis Green State Airport, train
best- Fly from Norfolk International Airport (ORF) to Theodore Francis Green State Airport (PVD)plane ORF - PVD
- Take the train from TF Green Airport to South Stationtrain
4h 22m$177–409Bus via New York
cheapest- Take the bus from Norfolk to New York, Chinatown-152 East Broadwaybus Hampton
- Take the bus from NYC Downtown to Bostonbus FlixBus 2611
13h 56m$62–152Train (Amtrak)
- Take the train from Norfolk to Bostontrain Northeast Regional
13h 12m$160–400Drive 557.9 mi
- Drive from Chesapeake to Bostoncar 557.9 mi
11h 4m$102–148Fly to Bradley International Airport, bus
- Fly from Norfolk International Airport (ORF) to Bradley International Airport (BDL)plane ORF - BDL
- Take the bus from Hartford Union Station to Bostonbus
5h 21m$143–662Fly to Portland, bus
- Fly from Norfolk International Airport (ORF) to Portland (PWM)plane ORF - PWM
- Take the bus from Portland, ME to Boston, MA - South Stationbus
7h 13m$273–886Bus (Greyhound)
- Take the bus from Norfolk to Port Authority Bus Terminalbus Greyhound US0355
- Take the bus from Port Authority Bus Terminal to Bostonbus Greyhound US0230 / ...
16h 16m$92–157
Chesapeake to Boston by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Chesapeake to Boston is to bus via New York which costs $60 - $160 and takes 13h 56m.
The fastest way to get from Chesapeake to Boston is to fly and train which takes 4h 22m and costs $170 - $410.
No, there is no direct bus from Chesapeake to Boston. However, there are services departing from Dntc and arriving at Boston via Norfolk and NYC Downtown. The journey, including transfers, takes approximately 13h 56m.
Yes, there is a direct train departing from Norfolk and arriving at Boston. Services depart five times a week, and operate Monday to Friday. The journey takes approximately 13h 12m.
The distance between Chesapeake and Boston is 483 miles. The road distance is 561.1 miles.
The best way to get from Chesapeake to Boston without a car is to train which takes 13h 12m and costs $160 - $400.
It takes approximately 4h 22m to get from Chesapeake to Boston, including transfers.
Chesapeake to Boston bus services, operated by Hi Bus, depart from Norfolk station.
Chesapeake to Boston train services, operated by Amtrak, depart from Norfolk station.
The best way to get from Chesapeake to Boston is to train which takes 13h 12m and costs $160 - $400. Alternatively, you can bus via New York, which costs $60 - $160 and takes 13h 56m.
What companies run services between Chesapeake, City of Chesapeake, VA, USA and Boston, MA, USA?
Amtrak operates a train from Norfolk to Boston 5 times a week. Tickets cost $160–400 and the journey takes 13h 12m. Alternatively, you can take a bus from Dntc to Boston via Virginia Beach & Poplar Hall, Norfolk , New York, Chinatown-152 East Broadway, and NYC Downtown in around 13h 56m.
- Website
- southwest.com
Flights from Norfolk International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 3h 30m
- When
- Every day
- Estimated price
- $45–280
Flights from Norfolk International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 3h 40m
- When
- Monday, Thursday, and Friday
- Estimated price
- $70–450
Flights from Norfolk International Airport to Portland via Baltimore
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $75–450
Train from TF Green Airport to South Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
- Phone
- +1 212 625 8882
- [email protected]
- Website
- hibusny.com
Bus from Norfolk to New York, Chinatown-152 East Broadway
- Ave. Duration
- 6h 20m
- Frequency
- Once daily
- Estimated price
- $30–100
- Schedules at
- hibusny.com
- Adult
- $30–100
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Booking & Getting There
Chesapeake to Boston bus services, operated by Hi Bus, arrive at New York, Chinatown-152 East Broadway station.
Chesapeake to Boston train services, operated by Amtrak, arrive at Boston station.
Yes, the driving distance between Chesapeake to Boston is 561 miles. It takes approximately 11h 4m to drive from Chesapeake to Boston.
Book your Chesapeake to Boston train tickets online with Omio.
There are 1761+ hotels available in Boston.





