The cheapest and fastest trains from Chesapeake, VA to Boston, MA
Cheapest price
$209
Average price
$209
Fastest journey
17 h 42 m
Average duration
17 h 42 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 $209 if you buy it on the day, but the cheapest tickets can be found for only $209.
Of the 1 trains that leave Chesapeake, VA for Boston, MA on Mon, Dec 22, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Mon, Dec 22 the direct trains cover the 761 km distance in an average of 17 h 42 m but if you time it right, some trains will get you there in just 17 h 42 m .
On Mon, Dec 22 the slowest trains will take 17 h 42 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.


Travel Information
Compare train, bus, and flight for Chesapeake, VA to Boston, MA
Omio recommends booking the train as it is the most popular option from Chesapeake, VA to Boston, MA among Omio's users. If you are prioritising price take the bus with prices starting from €83. For those with little time consider booking a flight which can get you there in 4h 32m. The ticket price range depends on the travel mode: a bus costs an average of €83, and a flight costs an average of €214.
Distance: 472 miles (761 km)
Compare train with
Most popular Train | Flight | Bus |
|---|---|---|
€167 Average price | €223 Average price | €96 Average price Cheapest |
18h 12m Average total duration 17h 42m Onboard + 30m Additional time* | 7h 32m Average total duration Fastest 4h 32m Onboard + 3h 0m Additional time* | 15h 23m Average total duration 14h 53m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
Live departures
Chesapeake, VA to Boston, MA train times
The table below shows live departures for Chesapeake, VA to Boston, MA trains for tomorrow, Monday, December 22. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 10:14 AM Chesapeake, VA | 17h42 | 3:56 AM 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, bus, or flight
Compare train, bus, and flight 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.
Dec 22
Dec 23
Dec 24
Dec 25
Dec 26
Dec 27
Dec 28
Why should you book Chesapeake to Boston trains with Omio?
Amtrak operates all train services from Chesapeake to Boston. Omio is the only official third party seller for Amtrak tickets.
Why book with Omio vs Amtrak?
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare Amtrak with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from Chesapeake to Boston.
Why book with Omio over Trainline and Rail Europe?
- Official reseller: Amtrak tickets can only be bought on Omio or Amtrak's website as Omio is the only official third party seller for Amtrak tickets. Trainline, RailEurope, and Rail.Ninja do not sell Amtrak tickets as they are not official sellers.
- Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from Chesapeake to Boston.
Journey information
Overview: Train from Chesapeake, VA to Boston, MA
Trains from Chesapeake, VA to Boston, MA run on average 10 times per day, taking around 17h 42m. Cheap train tickets for this journey start at $209 (€167) but you can travel from only $103 (€83) by bus.
There are 2 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 17h 42m.
Distance 472 miles (761 km) |
Average train duration 17h 42m |
Cheapest ticket price $209 (€167) |
Trains per day 10 |
Direct trains 2 |
Fastest train 17h 42m |
First train 06:00 |
Last train 18:51 |
Train companies: Amtrak from Chesapeake, VA to Boston, MA trainsAmtrak trains will get you between Chesapeake, VA and Boston, MA from $103 (€83). 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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