Next departures from Boston to Chicago on 25 March
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Back Bay Station
Chicago (Union Station), IL
CheapestFastest
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
NextGen Acela + Amtrak
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
NextGen Acela + Amtrak
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Next departures from Boston to Chicago on 26 March
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Back Bay Station
Chicago (Union Station), IL
Cheapest
Train
Back Bay Station
Chicago (Union Station), IL
Fastest
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
NextGen Acela + Amtrak
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Next departures from Boston to Chicago on 27 March
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Boston Route 128, MA
Chicago (Union Station), IL
Cheapest
Train
Back Bay Station
Chicago (Union Station), IL
Fastest
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
NextGen Acela + Amtrak
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Next departures from Boston to Chicago on 28 March
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Back Bay Station
Chicago (Union Station), IL
Cheapest
Train
Back Bay Station
Chicago (Union Station), IL
Fastest
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
NextGen Acela + Amtrak
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Next departures from Boston to Chicago on 29 March
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Boston Route 128, MA
Chicago (Union Station), IL
Cheapest
Train
Back Bay Station
Chicago (Union Station), IL
Fastest
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Amtrak Acela + Amtrak
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Next departures from Boston to Chicago on 30 March
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Boston Route 128, MA
Chicago (Union Station), IL
Cheapest
Train
Back Bay Station
Chicago (Union Station), IL
Fastest
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
NextGen Acela + Amtrak
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Next departures from Boston to Chicago on 31 March
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Boston Route 128, MA
Chicago (Union Station), IL
Cheapest
Train
Back Bay Station
Chicago (Union Station), IL
Fastest
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
NextGen Acela + Amtrak
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Last refresh of the prices: Today at 5:23 PM EDT.
Compare 2 ways to travel from Boston to Chicago
We recommend taking the bus
Among the sustainable travel choices, the Bus stands out as a good way to reach Chicago. The journey takes about 1 day, 6 hours 50 minutes and with fares starting at just R 1 295, it presents an excellent value for a comfortable ride.
Based on 5775 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained about the Wi-Fi. Amtrak ticket prices on this trip start at R 1 457
Frequently asked questions about travelling from Boston, MA, US to Chicago by train
Please note that timetables, routes, or operator details shown here may be updated or differ at the time of your trip.
How much is the train ticket from Boston to Chicago?
The cheapest train tickets from Boston to Chicago start from R 1 457. The average price for this train route is around R 3 736. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.
Which train operators serve the Boston to Chicago 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 Boston to Chicago?
The earliest train from Boston to Chicago departs at 06:10. And the latest train departs at 19:01.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
22/03
R 13 022
23/03
R 5 116
Today
R 5 081
25/03
R 5 116
26/03
R 5 844
27/03
R 12 225
28/03
R 5 514
29/03
R 11 479
The cheapest trip from Boston, MA, US to Chicago was searched and found on 24 Mar 2026 with a price of R 5 081
To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Boston, MA, US to Chicago as early as possible.
You can expect to pay from R 5 081 to R 39 620 for a train ticket from Boston, MA, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at R 5 116, which is on 2026-03-25.