Next departures for Chicago to Boston on November 29
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
Boston Route 128, MA
Cheapest
Train
Chicago (Union Station), IL
Back Bay Station
Fastest
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Train
Chicago (Union Station), IL
Boston Route 128, MA
No tags
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Next departures for Chicago to Boston on November 30
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
South Station (Train Terminal)
Cheapest
Train
Chicago (Union Station), IL
Back Bay Station
Fastest
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Next departures for Chicago to Boston on December 1
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
South Station (Train Terminal)
Cheapest
Train
Chicago (Union Station), IL
Back Bay Station
Fastest
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Next departures for Chicago to Boston on December 2
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
South Station (Train Terminal)
Cheapest
Train
Chicago (Union Station), IL
Back Bay Station
Fastest
Amtrak + NextGen Acela
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Next departures for Chicago to Boston on December 3
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
South Station (Train Terminal)
Cheapest
Train
Chicago (Union Station), IL
Back Bay Station
Fastest
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Next departures for Chicago to Boston on December 4
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
South Station (Train Terminal)
Cheapest
Train
Chicago (Union Station), IL
Back Bay Station
Fastest
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Next departures for Chicago to Boston on December 5
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
South Station (Train Terminal)
Cheapest
Train
Chicago (Union Station), IL
Back Bay Station
Fastest
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Next departures for Chicago to Boston on December 6
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
South Station (Train Terminal)
Cheapest
Train
Chicago (Union Station), IL
Back Bay Station
Fastest
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Train
Chicago (Union Station), IL
Boston Route 128, MA
No tags
Train
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Last refresh of the prices: Yesterday at 2:58 PM CST.
Compare 2 ways to go from Chicago to Boston
We recommend taking the train
Among the sustainable travel choices, the train stands out as a good way to reach Boston. The journey takes about 1 day, 2 hours 18 minutes, and with fares starting at just $121, it presents an excellent value for a comfortable ride.
Based on 5614 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the WiFi. Amtrak ticket prices on this trip start at $121
Frequently asked questions about travelling from Chicago to Boston, MA, US by train
How much does a cheap train ticket from Chicago to Boston cost?
The average train ticket price from Chicago to Boston is $336. The best way to find cheap train tickets from Chicago to Boston is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the trip from Chicago to Boston?
A train trip between Chicago and Boston is around 1d 2h, although the fastest train will take about 21h 54m. This is the time it takes to travel the 1370 km that separates the two cities.
How many daily trains are there between Chicago and Boston?
The number of trains from Chicago to Boston can differ depending on the day of the week. On average, there are 10. Some trains are direct while others include transferring trains. Simplify your train trip from Chicago to Boston by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Chicago to Boston?
When taking the train from Chicago to Boston, you can travel comfortably and safely with Amtrak.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11-27
$349
11-28
$879
Today
$1,006
11-30
$421
12-01
$302
12-02
$289
12-03
$203
12-04
$203
The cheapest trip from Chicago to Boston, MA, US was searched and found on Dec 3, 2025 with a price of $203
To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to Boston, MA, US, as early as possible.
You can expect to pay from $203 to $2,823 for a train ticket from Chicago to Boston, MA, US based on the last 2 days. You can expect to find the cheapest price for the trip at $203 which is on 2025-12-03.