Next train departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Chicago (Union Station), IL | Poughkeepsie Station | Cheapest | ||||
| Train | Chicago (Union Station), IL | Poughkeepsie Station | Fastest |
Last refresh of the prices: Yesterday at 10:48 AM CST.
Get from Chicago to Poughkeepsie
The journey takes about 19 hours, and with fares starting at just $185, it presents an excellent value for a comfortable ride.
Train companies
Based on 5675 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 $185
Frequently asked questions about travelling from Chicago to Poughkeepsie 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 Chicago to Poughkeepsie?
The cheapest train tickets from Chicago to Poughkeepsie start at $185. The average price for this train route is around $340. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Chicago to Poughkeepsie?
The average train trip from Chicago to Poughkeepsie takes 19h and covers 1136 km. The quickest train gets you there in 18h 43m and is operated by Amtrak.
Which train operators serve the Chicago to Poughkeepsie route?
Several major train operators serve this route, with 2 trains available per day.
What are the earliest and latest departure times for the train from Chicago to Poughkeepsie?
The earliest train from Chicago to Poughkeepsie departs at 9:30pm. The latest train departs at 9:30pm.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Chicago to Poughkeepsie was searched and found on Dec 30, 2025 with a price of $214To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to Poughkeepsie, as early as possible.
You can expect to pay from $214 to $2,745 for a train ticket from Chicago to Poughkeepsie based on the last 2 days. You can expect to find the cheapest price for the trip at $214 which is on 2025-12-30.
