Next train departures Today, Mar 19 Tomorrow, Mar 20 Sat, Mar 21 Sun, Mar 22 Mon, Mar 23 Tue, Mar 24 Wed, Mar 25 Thu, Mar 26 More dates
Next departures for Boston to Chicago on March 19 Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL Cheapest Fastest $307 Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL No tags $2,042 Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL No tags $351 Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL No tags $944 Train 12:50pm
South Station (Train Terminal) 22h 22m 10:12am
Chicago (Union Station), IL No tags $307
Next departures for Boston to Chicago on March 20 Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link NextGen Acela + Amtrak
Train 7:29am
Boston Route 128, MA 1d 2h 8:45am
Chicago (Union Station), IL Cheapest $682 Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL Fastest $2,042 Train 6:25am
Boston Route 128, MA 1d 3h 8:45am
Chicago (Union Station), IL No tags $685 NextGen Acela + Amtrak
Train 7:29am
Boston Route 128, MA 1d 2h 8:45am
Chicago (Union Station), IL No tags $925 Train 6:25am
Boston Route 128, MA 1d 3h 8:45am
Chicago (Union Station), IL No tags $734
Next departures for Boston to Chicago on March 21 Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL Cheapest Fastest $307 Train 6:50am
Boston Route 128, MA 1d 2h 8:45am
Chicago (Union Station), IL No tags $461 NextGen Acela + Amtrak
Train 7:30am
Boston Route 128, MA 1d 2h 8:45am
Chicago (Union Station), IL No tags $525 Train 6:50am
Boston Route 128, MA 1d 2h 8:45am
Chicago (Union Station), IL No tags $531 NextGen Acela + Amtrak
Train 7:30am
Boston Route 128, MA 1d 2h 8:45am
Chicago (Union Station), IL No tags $825
Next departures for Boston to Chicago on March 22 Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL Cheapest $351 Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL Fastest $2,042 Train 6:50am
Boston Route 128, MA 1d 2h 8:45am
Chicago (Union Station), IL No tags $638 Amtrak Acela + Amtrak
Train 7:30am
Boston Route 128, MA 1d 2h 8:45am
Chicago (Union Station), IL No tags $726 Train 6:50am
Boston Route 128, MA 1d 2h 8:45am
Chicago (Union Station), IL No tags $696
Next departures for Boston to Chicago on March 23 Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL Cheapest $269 Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL Fastest $307 Train 6:25am
Boston Route 128, MA 1d 3h 8:45am
Chicago (Union Station), IL No tags $423 NextGen Acela + Amtrak
Train 7:29am
Boston Route 128, MA 1d 2h 8:45am
Chicago (Union Station), IL No tags $487 Train 6:25am
Boston Route 128, MA 1d 3h 8:45am
Chicago (Union Station), IL No tags $549
Next departures for Boston to Chicago on March 24 Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL Cheapest $249 Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL Fastest $255 Train 6:25am
Boston Route 128, MA 1d 3h 8:45am
Chicago (Union Station), IL No tags $364 NextGen Acela + Amtrak
Train 7:29am
Boston Route 128, MA 1d 2h 8:45am
Chicago (Union Station), IL No tags $487 Train 6:25am
Boston Route 128, MA 1d 3h 8:45am
Chicago (Union Station), IL No tags $437
Next departures for Boston to Chicago on March 25 Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL Cheapest $285 Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL Fastest $307 Train 6:25am
Boston Route 128, MA 1d 3h 8:45am
Chicago (Union Station), IL No tags $313 NextGen Acela + Amtrak
Train 7:29am
Boston Route 128, MA 1d 2h 8:45am
Chicago (Union Station), IL No tags $589 Train 6:25am
Boston Route 128, MA 1d 3h 8:45am
Chicago (Union Station), IL No tags $476
Next departures for Boston to Chicago on March 26 Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 12:57pm
Back Bay Station 22h 15m 10:12am
Chicago (Union Station), IL Cheapest Fastest $85 Train 6:25am
Boston Route 128, MA 1d 3h 8:45am
Chicago (Union Station), IL No tags $461 NextGen Acela + Amtrak
Train 7:29am
Boston Route 128, MA 1d 2h 8:45am
Chicago (Union Station), IL No tags $525 Train 6:25am
Boston Route 128, MA 1d 3h 8:45am
Chicago (Union Station), IL No tags $531 NextGen Acela + Amtrak
Train 7:29am
Boston Route 128, MA 1d 2h 8:45am
Chicago (Union Station), IL No tags $744
Last refresh of the prices: Yesterday at 9:06 PM EDT.
View all departures Where are the popular train stations and stops in Boston, MA, US and Chicago? Chicago A
Union Station
225 S Canal St, Chicago, IL 60606, USA Map
Find cheapest prices for trains Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Boston, MA, US to Chicago was searched and found on Mar 24, 2026 with a price of $239 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 $239 to $2,389 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 $239 which is on 2026-03-24.
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Popular train departures from Boston Popular train routes to Chicago Continue your journey from Chicago 
The cheapest trip from Boston, MA, US to Chicago was searched and found on Mar 24, 2026 with a price of $239
