How much is the train ticket from Poughkeepsie to Chicago?

The cheapest train tickets from Poughkeepsie to Chicago start at $108. The average price for this train route is around $219. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.

How long is the train ride from Poughkeepsie to Chicago?

The average train trip from Poughkeepsie to Chicago takes 18h 2m and covers 1136 km. The quickest train gets you there in 18h 2m and is operated by Amtrak .

Which train operators serve the Poughkeepsie to Chicago route?

Several major train operators serve this route, with 1 trains available per day.

What are the earliest and latest departure times for the train from Poughkeepsie to Chicago?

The earliest train from Poughkeepsie to Chicago departs at 3:44pm. The latest train departs at 5:10pm.

Train Poughkeepsie to Chicago from $103 | Refundable Tickets

Next train departures

Next departures for Poughkeepsie to Chicago on March 18
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	5:10pm	Poughkeepsie Station	18h 2m	10:12am	Chicago (Union Station), IL	CheapestFastest
Train	5:10pm	Poughkeepsie Station	18h 2m	10:12am	Chicago (Union Station), IL	No tags
Train	3:44pm	Poughkeepsie Station	19h 28m	10:12am	Chicago (Union Station), IL	No tags
Train	3:44pm	Poughkeepsie Station	19h 28m	10:12am	Chicago (Union Station), IL	No tags
Train	3:44pm	Poughkeepsie Station	19h 28m	10:12am	Chicago (Union Station), IL	No tags

Next departures for Poughkeepsie to Chicago on March 20
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	5:10pm	Poughkeepsie Station	18h 2m	10:12am	Chicago (Union Station), IL	CheapestFastest
Train	5:10pm	Poughkeepsie Station	18h 2m	10:12am	Chicago (Union Station), IL	No tags
Train	3:44pm	Poughkeepsie Station	19h 28m	10:12am	Chicago (Union Station), IL	No tags
Train	3:44pm	Poughkeepsie Station	19h 28m	10:12am	Chicago (Union Station), IL	No tags
Train	3:44pm	Poughkeepsie Station	19h 28m	10:12am	Chicago (Union Station), IL	No tags

Next departures for Poughkeepsie to Chicago on March 21
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	5:10pm	Poughkeepsie Station	18h 2m	10:12am	Chicago (Union Station), IL	CheapestFastest
Train	5:10pm	Poughkeepsie Station	18h 2m	10:12am	Chicago (Union Station), IL	No tags
Train	3:44pm	Poughkeepsie Station	19h 28m	10:12am	Chicago (Union Station), IL	No tags
Train	3:44pm	Poughkeepsie Station	19h 28m	10:12am	Chicago (Union Station), IL	No tags
Train	3:44pm	Poughkeepsie Station	19h 28m	10:12am	Chicago (Union Station), IL	No tags

Next departures for Poughkeepsie to Chicago on March 23
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	5:10pm	Poughkeepsie Station	18h 2m	10:12am	Chicago (Union Station), IL	CheapestFastest
Train	5:10pm	Poughkeepsie Station	18h 2m	10:12am	Chicago (Union Station), IL	No tags
Train	3:44pm	Poughkeepsie Station	19h 28m	10:12am	Chicago (Union Station), IL	No tags
Train	3:44pm	Poughkeepsie Station	19h 28m	10:12am	Chicago (Union Station), IL	No tags

Next departures for Poughkeepsie to Chicago on March 24
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	5:10pm	Poughkeepsie Station	18h 2m	10:12am	Chicago (Union Station), IL	CheapestFastest
Train	5:10pm	Poughkeepsie Station	18h 2m	10:12am	Chicago (Union Station), IL	No tags
Train	3:44pm	Poughkeepsie Station	19h 28m	10:12am	Chicago (Union Station), IL	No tags
Train	3:44pm	Poughkeepsie Station	19h 28m	10:12am	Chicago (Union Station), IL	No tags
Train	3:44pm	Poughkeepsie Station	19h 28m	10:12am	Chicago (Union Station), IL	No tags

Last refresh of the prices: Today at 1:13 AM EDT.

Get from Poughkeepsie to Chicago

This route is served by train only

The journey takes about 18 hours 2 minutes, and with fares starting at just $108, it presents an excellent value for a comfortable ride.

1train per day

18h 2mAverage Duration

1136 kmDistance

103kgCO₂ emissions

Train companies

Amtrak

4/55,768 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wi‑Fi3.6

Based on 5768 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 $108

US train companies:Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

Frequently asked questions about travelling from Poughkeepsie to Chicago by train

Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.

How much is the train ticket from Poughkeepsie to Chicago?
The cheapest train tickets from Poughkeepsie to Chicago start at $108. The average price for this train route is around $219. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Poughkeepsie to Chicago?
The average train trip from Poughkeepsie to Chicago takes 18h 2m and covers 1136 km. The quickest train gets you there in 18h 2m and is operated by Amtrak.
Which train operators serve the Poughkeepsie to Chicago route?
Several major train operators serve this route, with 1 trains available per day.
What are the earliest and latest departure times for the train from Poughkeepsie to Chicago?
The earliest train from Poughkeepsie to Chicago departs at 3:44pm. The latest train departs at 5:10pm.

Find cheapest prices for trains

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

Best price found

03-15

$2,751

03-16

$373

Today

$256

03-18

$308

03-19

No data

03-20

$308

03-21

$308

03-22

$328

The cheapest trip from Poughkeepsie to Chicago was searched and found on Mar 17, 2026 with a price of $256

To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Poughkeepsie to Chicago, as early as possible.

You can expect to pay from $256 to $2,751 for a train ticket from Poughkeepsie to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $308 which is on 2026-03-18.