There are 5 ways to get from Boston to Chesapeake by plane, bus, train (Amtrak), car, 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
best- Fly from Boston Logan Airport (BOS) to Norfolk International Airport (ORF)BOS - ORF
2h 2m$145–475Bus
cheapest- Take the bus from Boston, MA - 177 Huntington Ave to Times Square – 37th St.Boston
- Take the bus from Times Square – 37th St. to Norfolk, VA - Best SquareSprinter Bus
12h 38m$70–107Train (Amtrak)
- Take the train from Boston to NorfolkNortheast Regional
12h 59m$90–550Drive 559.1 mi
- Drive from Boston to Chesapeake559.1 mi
10h 58m$102–148Bus via South Station
- Take the bus from South Station to Port Authority Bus TerminalBoston
- Take the bus from Port Authority Bus Terminal to NorfolkGreyhound US0355
15h 18m$87–191
Boston to Chesapeake by train (Amtrak)
Questions & Answers
The cheapest way to get from Boston to Chesapeake is to bus which costs $70 - $110 and takes 12h 38m.
The fastest way to get from Boston to Chesapeake is to fly which takes 2h 2m and costs $140 - $480.
No, there is no direct bus from Boston to Chesapeake. However, there are services departing from Boston, MA - 177 Huntington Ave and arriving at Robert Hall & Military via Times Square – 37th St. and Military & Poplar Hall. The journey, including transfers, takes approximately 12h 38m.
Yes, there is a direct train departing from Boston and arriving at Norfolk. Services depart twice daily, and operate every day. The journey takes approximately 12h 59m.
The distance between Boston and Chesapeake is 479 miles. The road distance is 562.4 miles.
The best way to get from Boston to Chesapeake without a car is to bus which takes 12h 38m and costs $70 - $110.
It takes approximately 2h 2m to get from Boston to Chesapeake, including transfers.
Boston to Chesapeake bus services, operated by CoachRun, depart from Boston, MA - 177 Huntington Ave station.
Boston to Chesapeake train services, operated by Amtrak Northeast Regional, depart from Boston station.
The best way to get from Boston to Chesapeake is to fly which takes 2h 2m and costs $140 - $480. Alternatively, you can bus, which costs $70 - $110 and takes 12h 38m, you could also train, which costs $90 - $550 and takes 12h 59m.
What companies run services between Boston, MA, USA and Chesapeake, City of Chesapeake, VA, USA?
JetBlue Airways, Delta, and three other airlines fly from Boston Logan Airport (BOS) to Norfolk International Airport (ORF) every 3 hours. Alternatively, you can take a bus from Boston, MA - 177 Huntington Ave to Robert Hall & Military via Times Square – 37th St., Norfolk, VA - Best Square, and Military & Poplar Hall in around 12h 38m.
- Website
- delta.com
Flights from Boston Logan Airport to Norfolk International Airport
- Ave. Duration
- 1h 55m
- When
- Saturday and Sunday
- Estimated price
- $70–410
Flights from Boston Logan Airport to Norfolk International Airport via New York La Guardia
- Ave. Duration
- 4h 2m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $70–420
- Website
- southwest.com
Flights from Boston Logan Airport to Norfolk International Airport via Baltimore
- Ave. Duration
- 3h 41m
- When
- Every day
- Estimated price
- $70–430
- Website
- aa.com
Flights from Boston Logan Airport to Norfolk International Airport via Philadelphia
- Ave. Duration
- 3h 46m
- When
- Every day
- Estimated price
- $70–420
Flights from Boston Logan Airport to Norfolk International Airport via New York La Guardia
- Ave. Duration
- 4h
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $70–420
- Website
- jetblue.com
Flights from Boston Logan Airport to Norfolk International Airport
- Ave. Duration
- 1h 48m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $70–410
- Website
- united.com
Flights from Boston Logan Airport to Norfolk International Airport via Washington Dulles
- Ave. Duration
- 3h 57m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $75–440
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Boston to Norfolk
- Ave. Duration
- 12h 59m
- Frequency
- Twice daily
- Estimated price
- $90–550
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $90–550
- Business Class
- $210–650
- Phone
- +1 617-681-0820
- support@coachrun.com
- Website
- coachrun.com
Bus from Boston, MA - 177 Huntington Ave to Times Square – 37th St.
- Ave. Duration
- 3h 50m
- Frequency
- Twice daily
- Estimated price
- $17–45
- Website
- https://www.coachrun.com
- Phone
- +1 757-456-5555
- Website
- sprinterbus.net
Bus from Times Square – 37th St. to Norfolk, VA - Best Square
- Ave. Duration
- 7h
- Frequency
- Once daily
- Estimated price
- $50–60
- Website
- https://www.sprinterbus.net
- Passenger
- $50–60
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from South Station to Port Authority Bus Terminal
- Ave. Duration
- 4h 35m
- Frequency
- Every 2 hours
- Estimated price
- $29–60
- Website
- https://peterpanbus.com
- Adult
- $29–60
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from South Station to Port Authority Bus Terminal
- Ave. Duration
- 4h 45m
- Frequency
- Hourly
- Estimated price
- $30–60
- Website
- https://www.greyhound.com/
Bus from Port Authority Bus Terminal to Norfolk
- Ave. Duration
- 8h 55m
- Frequency
- Once daily
- Estimated price
- $55–130
- Website
- https://www.greyhound.com/
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More Questions & Answers
Boston to Chesapeake bus services, operated by CoachRun, arrive at Times Square – 37th St. station.
Boston to Chesapeake train services, operated by Amtrak Northeast Regional, arrive at Norfolk station.
Yes, the driving distance between Boston to Chesapeake is 562 miles. It takes approximately 10h 58m to drive from Boston to Chesapeake.
Book your Boston to Chesapeake train tickets online with Omio.
There are 283+ hotels available in Chesapeake.










