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: Yesterday at 2:01 PM EDT.
Get from Poughkeepsie to Chicago
The journey takes about 18 hours 2 minutes and with fares starting at just $77, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5768 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 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 from $77. The average price for this train route is around $156. 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 Poughkeepsie to Chicago?
The average train ride duration from Poughkeepsie to Chicago is 18h 2m, covering a distance of 704 miles (1136 km). The quickest train can get you there in 18h 2m and is operated by Amtrak.
Which train operators service the Poughkeepsie to Chicago route?
Several major train operators operate on this route with 1 trains available per day.
What is the earliest and latest departure time for the train from Poughkeepsie to Chicago?
The earliest train departs from Poughkeepsie to Chicago at 3:44pm. And 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 Mar 17, 2026 with a price of $182To 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 $182 to $1,958 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 $182 which is on 2026-03-17.
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