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One passenger / one way
- This trip is recommended because it is: Cheapest + FastestDeparture time: May 21 atDeparture city: ChicagoDeparture location: Chicago (Union Station), ILArrival time: May 22 atDestination city: PoughkeepsieDestination location: Poughkeepsie StationOperated by: Amtrak
Vehicle: TrainDuration: - Departure time: May 21 atDeparture city: ChicagoDeparture location: Chicago (Union Station), ILArrival time: May 22 atDestination city: PoughkeepsieDestination location: Poughkeepsie StationOperated by: AmtrakVehicle: TrainDuration:
- Departure time: May 21 atDeparture city: ChicagoDeparture location: Chicago (Union Station), ILArrival time: May 22 atDestination city: PoughkeepsieDestination location: Poughkeepsie StationOperated by: AmtrakVehicle: TrainDuration:
- Departure time: May 21 atDeparture city: ChicagoDeparture location: Chicago (Union Station), ILArrival time: May 22 atDestination city: PoughkeepsieDestination location: Poughkeepsie StationOperated by: AmtrakVehicle: TrainDuration:
- Departure time: May 21 atDeparture city: ChicagoDeparture location: Chicago (Union Station), ILArrival time: May 22 atDestination city: PoughkeepsieDestination location: Poughkeepsie StationOperated by: AmtrakVehicle: TrainDuration:
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Train Chicago to Poughkeepsie: Trip Overview
Please note, this information is subject to change.
Train Companies
Based on 5131 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 $149.00
Chicago to Poughkeepsie Train
With Busbud, comparing and booking tickets for a train from Chicago to Poughkeepsie is a breeze. Browse through an extensive selection of train fares and train schedules to find the best deals.
Train service from Chicago to Poughkeepsie will be provided by the most trusted companies.
From train tickets to high-end trains trip from Chicago to Poughkeepsie, we offer a wide range of train services to best suit your needs depending on how much your budget is.
Frequently asked questions for your trip Chicago - Poughkeepsie
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 May 20, 2025 with a price of $219To 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 $219 to $2,028 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 $219 which is on 2025-05-21.
About Train Travel
Train Travel Tips
Taking the fastest trains allows you to travel at speeds greater than 300 km/h. Taking a trip from Chicago to Poughkeepsie is not only much quicker but more comfortable too! You can usually travel directly to the city centre and save time while you're at it.
No matter if you plan to take a regional or high-speed train to Poughkeepsie, the planet will thank you. You’ll help to protect the beautiful landscapes that will unfold before your very eyes.
The train emits up to 30x less CO2 for a trip between Chicago and Poughkeepsie compared to the same trip made by plane or car. A truly ecological mode of transport that will allow you to easily reduce your carbon footprint.
Tune out to the fine sounds of your best music playlist on your train trip from Chicago to Poughkeepsie while indulging in miles on end of beautiful scenic views.
Did you know?
You can find the straightest railway in the world in Australia. This railway line is 478 kilometres long and is also considered the longest and straightest railway line in the world.
Some trains in Sweden can recover more than a fifth of the energy they use by braking. This is especially true with ore trains as they descend from Narvik to Kiruna.
New York holds the record for the most platforms and track numbers in a single station. Grand Central Station in Manhattan is one of the largest rail terminals in the world with more than 44 platforms and 67 tracks to accommodate passengers.
Top Traveled Train Routes
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