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 | ||||
| Train | Chicago (Union Station), IL | Poughkeepsie Station | No tags |
Last refresh of the prices: Yesterday at 7:30 AM CST.
Get from Chicago to Poughkeepsie
The journey takes about 19 hours, and with fares starting at just $134, it presents an excellent value for a comfortable ride.
Train companies
Based on 5606 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 $134
Frequently asked questions about travelling from Chicago to Poughkeepsie by train
How much does a cheap train ticket from Chicago to Poughkeepsie cost?
The average train ticket price from Chicago to Poughkeepsie is $249. The best way to find cheap train tickets from Chicago to Poughkeepsie is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the trip from Chicago to Poughkeepsie?
A train trip between Chicago and Poughkeepsie is around 19h, although the fastest train will take about 18h 43m. This is the time it takes to travel the 1138 km that separates the two cities.
How many daily trains are there between Chicago and Poughkeepsie?
The number of trains from Chicago to Poughkeepsie can differ depending on the day of the week. On average, there are 2. Some trains are direct while others include transferring trains. Simplify your train trip from Chicago to Poughkeepsie by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Chicago to Poughkeepsie?
When taking the train from Chicago to Poughkeepsie, you can travel comfortably and safely with Amtrak.
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 Nov 22, 2025 with a price of $152To 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 $152 to $2,472 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 $264 which is on 2025-11-27.
