Previously seen journeys
| 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 | 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 | ||||
| Train | Chicago (Union Station), IL | Poughkeepsie Station | No tags |
Get from Chicago to Poughkeepsie
The journey takes about 19 hours, and with fares starting at just R 2 268, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5650 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 R 1 590
Frequently asked questions about travelling from Chicago to Poughkeepsie by train
Please note that timetables, routes, or operator details shown here may be updated or differ 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 R 2 268. The average price for this train route is around R 4 050. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.
How long is the train journey from Chicago to Poughkeepsie?
The average train journey time from Chicago to Poughkeepsie is 19h, covering a distance of 1136 km. The quickest train can get you there in 18h 43m and is operated by Amtrak.
Which train operators serve the Chicago to Poughkeepsie route?
Several major train operators run on 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 21:30. And the latest train departs at 21:30.
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 14 Dec 2025 with a price of R 1 516To 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 R 1 516 to R 26 871 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 R 1 809, which is on 2025-12-18.
