The cheapest and fastest trains from Chesapeake, VA to Boston, MA
Cheapest price
$444
Average price
$444
Fastest journey
13 h 3 m
Average duration
13 h 3 m
Trains per day
1
Distance
761 km
The best way to find a cheap train ticket from Chesapeake, VA to Boston, MA is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chesapeake, VA to Boston, MA will cost around $444 if you buy it on the day, but the cheapest tickets can be found for only $444.
Of the 1 trains that leave Chesapeake, VA for Boston, MA on Mon, Mar 23, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Mon, Mar 23 the direct trains cover the 761 km distance in an average of 13 h 3 m but if you time it right, some trains will get you there in just 13 h 3 m .
On Mon, Mar 23 the slowest trains will take 13 h 3 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.


Live departures
Chesapeake, VA to Boston, MA train times
The table below shows live departures for Chesapeake, VA to Boston, MA trains for tomorrow, Sunday, March 22. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 8:59 AM Chesapeake, VA | 13h03 | 10:02 PM Boston, MA | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chesapeake, VA to Boston, MA by train
Compare train prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Mar 23
Mar 24
Mar 25
Mar 26
Mar 27
Mar 28
Mar 29
Journey information
Overview: Train from Chesapeake, VA to Boston, MA
Trains from Chesapeake, VA to Boston, MA run on average 11 times per day, taking around 13h 6m. Cheap train tickets for this journey start at $257 (€208) if you book in advance.
There are 3 trains per day. The earliest train runs at 06:00, the last at 18:51. The fastest train covers the 472 miles (761 km) distance in 13h 3m.
Distance 472 miles (761 km) |
Average train duration 13h 6m |
Cheapest ticket price $257 (€208) |
Trains per day 11 |
Direct trains 3 |
Fastest train 13h 3m |
First train 06:00 |
Last train 18:51 |
Cheapest month May |
Cheapest day Mon |
High season Jan - Mar |
Low season Apr - Jun |
Best day to book ahead 84 days |
Train companies: Amtrak from Chesapeake, VA to Boston, MA trainsAmtrak trains will get you between Chesapeake, VA and Boston, MA from $257 (€208). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
FAQs: Trains from Chesapeake, VA to Boston, MA
Find answers to the most common questions about traveling from Chesapeake, VA to Boston, MA by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Boston, MA, this guide helps you travel smarter and with confidence.

popular train stations
Popular train stations from Chesapeake, VA to Boston, MA
- 5:00 AM - 11:00 PM Monday - Sunday
- Free
- The car park is open 24/7. Access via Atlantic Avenue.
- Legal Sea Foods
- Tavern in the Square
- Outside the main entrance.
- Elevators, restrooms.
- $0.50
- InterContinental Boston
- The Langham, Boston
- Boston Harbor Hotel
- Located in the main hall
- Avis
- Budget
- Enterprise
- Located in the main hall
- Free
- Hall 1: main entrance, platforms 1-5 for Amtrak services
- Hall 2: platforms 6-13 for MBTA Commuter Rail services
- Bus terminal located on the upper level.
- Subway: Red Line
- Bus: Several lines available
- Commuter Rail: Multiple lines
- 5:00 AM - 1:00 AM Monday - Sunday
- Free
- Parking is available nearby with several garages in the vicinity.
- Sorellina
- Atlantic Fish Company
- Outside the main entrance.
- Elevators, ramps, restrooms.
- $0.50
- Copley Square Hotel
- The Westin Copley Place
- Fairmont Copley Plaza
- Located in the main hall
- Avis
- Enterprise
- Located in the main hall
- Free
- Hall 1: main entrance, platform 1-3 for Amtrak and MBTA Commuter Rail
- Hall 2: Orange Line subway platforms
- Subway: Orange Line
- Bus: Several lines available
- Commuter Rail: Framingham/Worcester Line, Franklin Line, Needham Line, Providence/Stoughton Line
Most popular train connections from Chesapeake, VA
More options for your journey from Chesapeake, VA to Boston, MA
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