Next departures for Chicago to Boston on November 26
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Chicago (Union Station), IL
South Station (Train Terminal)
CheapestFastest
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Chicago (Union Station), IL
Boston Route 128, MA
No tags
Chicago (Union Station), IL
Boston Route 128, MA
No tags
Chicago (Union Station), IL
Boston Route 128, MA
No tags
Next departures for Chicago to Boston on November 27
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Amtrak + Amtrak Acela
Chicago (Union Station), IL
South Station (Train Terminal)
Cheapest
Amtrak + NextGen Acela
Chicago (Union Station), IL
Boston Route 128, MA
Fastest
Amtrak + NextGen Acela
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Chicago (Union Station), IL
Boston Route 128, MA
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Next departures for Chicago to Boston on November 28
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Chicago (Union Station), IL
Boston Route 128, MA
Cheapest
Amtrak + NextGen Acela
Chicago (Union Station), IL
Boston Route 128, MA
Fastest
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
Boston Route 128, MA
No tags
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
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
Chicago (Union Station), IL
South Station (Train Terminal)
Cheapest
Chicago (Union Station), IL
Back Bay Station
Fastest
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
Boston Route 128, MA
No tags
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
Chicago (Union Station), IL
South Station (Train Terminal)
Cheapest
Chicago (Union Station), IL
Back Bay Station
Fastest
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
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
Chicago (Union Station), IL
South Station (Train Terminal)
Cheapest
Chicago (Union Station), IL
Back Bay Station
Fastest
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
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
Chicago (Union Station), IL
South Station (Train Terminal)
Cheapest
Chicago (Union Station), IL
Back Bay Station
Fastest
Amtrak + NextGen Acela
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
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
Chicago (Union Station), IL
South Station (Train Terminal)
Cheapest
Chicago (Union Station), IL
Back Bay Station
Fastest
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Last refresh of the prices: Last Monday at 5:43 AM 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 the good way to reach Boston. The journey takes about 1 day, 2 hours 18 minutes and with fares starting at just $85, it presents an excellent value for a comfortable ride.
Based on 5607 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $85
Frequently asked questions about traveling from Chicago to Boston, MA, US by train
How much does a train ticket from Chicago to Boston cost?
The average train ticket price from Chicago to Boston is $235. The best way to find 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 train 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 849 miles 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 have layovers. 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.
What are the best sights and things to do in Boston?
Once in Boston, you can explore the city. The top sights and things to do are Freedom Trail, Boston Public Library, New England Aquarium, Boston Bruins at TD Garden, Duck Tour.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/24
$613
11/25
$613
Today
$243
11/27
$405
11/28
$613
11/29
$701
11/30
$293
12/01
$210
The cheapest trip from Chicago to Boston, MA, US was searched and found on Dec 1, 2025 with a price of $210
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 $210 to $1,779 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 $210 which is on 2025-12-01.