Next departures from Boston to Chicago on 28 December
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 29 December
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
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
Amtrak Acela + Amtrak
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Next departures from Boston to Chicago on 30 December
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
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
Amtrak Acela + Amtrak
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Next departures from Boston to Chicago on 31 December
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
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
Amtrak Acela + Amtrak
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Next departures from Boston to Chicago on 1 January
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
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
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 2 January
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
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
Amtrak Acela + Amtrak
Train
Boston Route 128, MA
Chicago (Union Station), IL
No tags
Next departures from Boston to Chicago on 3 January
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
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 05:15 EST.
Compare 2 ways to travel from Boston to Chicago
We recommend taking the train
Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 1 day, 2 hours 25 minutes and with fares starting at just £64, it presents an excellent value for a comfortable ride.
Based on 5683 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 £64
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 vary at the time of your journey.
How much does a train ticket cost from Boston to Chicago?
The cheapest train tickets from Boston to Chicago start from £64. The average price for this train route is around £135. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the train journey from Boston to Chicago?
The average train journey time from Boston to Chicago is 1d 2h, covering a distance of 844 miles. The fastest train gets you there in 22h 15m and is operated by Amtrak.
Which train operators serve the Boston to Chicago route?
Several major train operators run on this route with 9 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
25/12
£220
26/12
£223
Today
£721
28/12
£223
29/12
£223
30/12
£223
31/12
£153
The cheapest trip from Boston, MA, US to Chicago was searched and found on 31 Dec 2025 with a price of £153
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 £153 to £1,732 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 £153, which is on 2025-12-31.