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 | CheapestFastest | ||||
| Train | Chicago (Union Station), IL | Poughkeepsie Station | No tags | ||||
| Train | Chicago (Union Station), IL | Poughkeepsie Station | No tags | ||||
| Train | Chicago (Union Station), IL | Poughkeepsie Station | No tags | ||||
| Train | Chicago (Union Station), IL | Poughkeepsie Station | No tags |
Last refresh of the prices: Today at 5:38 PM CST.
Get from Chicago to Poughkeepsie
The journey takes about 19 hours and with fares starting at just $77, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5745 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $77
Frequently asked questions about traveling 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 from $77. The average price for this train route is around $181. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the train journey from Chicago to Poughkeepsie?
The average train ride duration from Chicago to Poughkeepsie is 19h, covering a distance of 704 miles (1136 km). The quickest train can get you there in 18h 43m and is operated by Amtrak.
Which train operators service the Chicago to Poughkeepsie route?
Several major train operators operate on this route with 2 trains available per day.
What is the earliest and latest departure time for the train from Chicago to Poughkeepsie?
The earliest train departs from Chicago to Poughkeepsie at 9:30pm. And 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 Jan 17, 2026 with a price of $126To 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 $126 to $2,021 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 $126 which is on 2026-01-20.
