Next train departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Poughkeepsie Station | Chicago (Union Station), IL | CheapestFastest | ||||
| Train | Poughkeepsie Station | Chicago (Union Station), IL | No tags | ||||
| Train | Poughkeepsie Station | Chicago (Union Station), IL | No tags | ||||
| Train | Poughkeepsie Station | Chicago (Union Station), IL | No tags |
Last refresh of the prices: Today at 2:23 AM EST.
Get from Poughkeepsie to Chicago
The journey takes about 19 hours 28 minutes, and with fares starting at just $109, it presents an excellent value for a comfortable ride.
Train companies
Based on 5638 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 WiFi. Amtrak ticket prices on this trip start at $109
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 $109. The average price for this train route is around $343. 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 19h 28m 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.
The cheapest trip from Poughkeepsie to Chicago was searched and found on Dec 13, 2025 with a price of $125To 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 $125 to $1,346 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 $125 which is on 2025-12-13.
