Next train departures

Next departures from Boston to Chicago on 18 April
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
NextGen Acela + Amtrak	Train	07:30	Boston Route 128, MA	1d 2h	08:45	Chicago (Union Station), IL	Cheapest
	Train	12:57	Back Bay Station	22h 15m	10:12	Chicago (Union Station), IL	Fastest
NextGen Acela + Amtrak	Train	07:30	Boston Route 128, MA	1d 2h	08:45	Chicago (Union Station), IL	No tags
	Train	12:50	South Station (Train Terminal)	22h 22m	10:12	Chicago (Union Station), IL	No tags
NextGen Acela + Amtrak	Train	07:30	Boston Route 128, MA	1d 2h	08:45	Chicago (Union Station), IL	No tags

Next departures from Boston to Chicago on 19 April
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Train	09:55	Boston Route 128, MA	1d 1h	10:12	Chicago (Union Station), IL	CheapestFastest
	Train	06:50	Boston Route 128, MA	1d 2h	08:45	Chicago (Union Station), IL	No tags
Amtrak Acela + Amtrak	Train	07:30	Boston Route 128, MA	1d 2h	08:45	Chicago (Union Station), IL	No tags
	Train	06:50	Boston Route 128, MA	1d 2h	08:45	Chicago (Union Station), IL	No tags
Amtrak Acela + Amtrak	Train	07:30	Boston Route 128, MA	1d 2h	08:45	Chicago (Union Station), IL	No tags

Next departures from Boston to Chicago on 20 April
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Train	12:57	Back Bay Station	22h 15m	10:12	Chicago (Union Station), IL	Cheapest
	Train	12:57	Back Bay Station	22h 15m	10:12	Chicago (Union Station), IL	Fastest
	Train	06:25	Boston Route 128, MA	1d 3h	08:45	Chicago (Union Station), IL	No tags
NextGen Acela + Amtrak	Train	07:29	Boston Route 128, MA	1d 2h	08:45	Chicago (Union Station), IL	No tags
	Train	06:25	Boston Route 128, MA	1d 3h	08:45	Chicago (Union Station), IL	No tags

Next departures from Boston to Chicago on 21 April
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Train	12:57	Back Bay Station	22h 15m	10:12	Chicago (Union Station), IL	CheapestFastest
	Train	06:25	Boston Route 128, MA	1d 3h	08:45	Chicago (Union Station), IL	No tags
NextGen Acela + Amtrak	Train	07:29	Boston Route 128, MA	1d 2h	08:45	Chicago (Union Station), IL	No tags
	Train	06:25	Boston Route 128, MA	1d 3h	08:45	Chicago (Union Station), IL	No tags
NextGen Acela + Amtrak	Train	07:29	Boston Route 128, MA	1d 2h	08:45	Chicago (Union Station), IL	No tags

Next departures from Boston to Chicago on 22 April
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Train	12:57	Back Bay Station	22h 15m	10:12	Chicago (Union Station), IL	CheapestFastest
	Train	06:25	Boston Route 128, MA	1d 3h	08:45	Chicago (Union Station), IL	No tags
NextGen Acela + Amtrak	Train	07:29	Boston Route 128, MA	1d 2h	08:45	Chicago (Union Station), IL	No tags
	Train	06:25	Boston Route 128, MA	1d 3h	08:45	Chicago (Union Station), IL	No tags
NextGen Acela + Amtrak	Train	07:29	Boston Route 128, MA	1d 2h	08:45	Chicago (Union Station), IL	No tags

Next departures from Boston to Chicago on 23 April
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Train	06:25	Boston Route 128, MA	1d 3h	08:45	Chicago (Union Station), IL	Cheapest
	Train	12:57	Back Bay Station	22h 15m	10:12	Chicago (Union Station), IL	Fastest
	Train	06:25	Boston Route 128, MA	1d 3h	08:45	Chicago (Union Station), IL	No tags
NextGen Acela + Amtrak	Train	07:29	Boston Route 128, MA	1d 2h	08:45	Chicago (Union Station), IL	No tags
	Train	06:25	Boston Route 128, MA	1d 3h	08:45	Chicago (Union Station), IL	No tags

Next departures from Boston to Chicago on 24 April
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Train	12:57	Back Bay Station	22h 15m	10:12	Chicago (Union Station), IL	Cheapest
	Train	12:57	Back Bay Station	22h 15m	10:12	Chicago (Union Station), IL	Fastest
	Train	06:25	Boston Route 128, MA	1d 3h	08:45	Chicago (Union Station), IL	No tags
NextGen Acela + Amtrak	Train	07:29	Boston Route 128, MA	1d 2h	08:45	Chicago (Union Station), IL	No tags
	Train	06:25	Boston Route 128, MA	1d 3h	08:45	Chicago (Union Station), IL	No tags

Last refresh of the prices: Today at 14:33 EDT.

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 ZAR 1,398, it presents an excellent value for a comfortable ride.

12train per day

1d 2hAverage duration

846 milesDistance

124kgCO₂ emissions

	Average price	Average duration	CO₂ emissions	Actions
Bus	Average priceZAR 1,159 - ZAR 5,791	Average duration1d 6h	CO₂ emissions 34kg CO₂e
Train	Average priceZAR 1,398 - ZAR 33,025	Average duration1d 2h	CO₂ emissions 124kg CO₂e

Where are the popular train stations and stops in Boston, MA, US and Chicago?

Boston, MA, US

A
Back Bay Station
145 Dartmouth St, Boston, MA 02116, USA
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B
North Station
100 Legends Way, Boston, MA 02114, USA
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C
South Station
700 Atlantic Ave, Boston, MA 02205, USA
Visit page

Chicago

A
Union Station
225 S Canal St, Chicago, IL 60606, USA

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found

15/04

ZAR 2,828

16/04

ZAR 16,701

Today

ZAR 32,787

18/04

ZAR 22,307

19/04

ZAR 10,181

20/04

ZAR 4,874

21/04

ZAR 4,076

22/04

ZAR 4,076

The cheapest trip from Boston, MA, US to Chicago was searched and found on 15 Apr 2026 with a price of ZAR 2,828

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 ZAR 2,828 to ZAR 39,740 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 ZAR 4,076, which is on 2026-04-21.