Next departures from Chicago to Boston on 20 April
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 from Chicago to Boston on 21 April
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
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Next departures from Chicago to Boston on 22 April
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
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Next departures from Chicago to Boston on 23 April
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
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
Chicago (Union Station), IL
Boston Route 128, MA
No tags
Next departures from Chicago to Boston on 26 April
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
Last refresh of the prices: Today at 16:28 CDT.
Compare 2 ways to travel from Chicago to Boston
We recommend taking the bus
Among the sustainable travel choices, the Bus stands out as a good way to reach Boston. The journey takes about 1 day, 5 hours 35 minutes and with fares starting at just CLP 59,032, it presents an excellent value for a comfortable ride.
Based on 5788 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 Wi‑Fi. Amtrak ticket prices on this trip start at CLP 76,709
Frequently asked questions about travelling from Chicago to Boston, MA, US by train
Please note that timetables, routes, or operator details shown here may be updated or vary at the time of your journey.
How much does a train ticket cost from Chicago to Boston?
The cheapest train tickets from Chicago to Boston start from CLP 76,709. The average price for this train route is around CLP 196,734. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the train journey from Chicago to Boston?
The average train journey time from Chicago to Boston is 1d 3h, covering a distance of 846 miles. The fastest train gets you there in 21h 54m and is operated by Amtrak.
Which train operators serve the Chicago to Boston route?
Several major train operators run on this route with 11 trains available per day.
What are the earliest and latest departure times for the train from Chicago to Boston?
The earliest train from Chicago to Boston departs at 18:40. And the latest train departs at 21:30.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
17/04
CLP 269,362
18/04
CLP 1,760,435
Today
CLP 267,535
20/04
CLP 269,362
21/04
CLP 235,577
22/04
CLP 267,535
23/04
CLP 269,362
24/04
CLP 75,787
The cheapest trip from Chicago to Boston, MA, US was searched and found on 24 Apr 2026 with a price of CLP 75,787
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 CLP 75,787 to CLP 1,799,697 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 CLP 75,787, which is on 2026-04-24.