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Cheap train tickets from Chicago to Poughkeepsie
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Trip Summary
There are usually 3 daily train trips available from Chicago to Poughkeepsie. Travelling by train from Chicago to Poughkeepsie usually takes 19 hours and 36 minutes, but the fastest Amtrak Lake Shore Limited train can make the trip in 18 hours and 43 minutes.
- Distance
- 706 mi (1136 km)
- Fastest train
- 18h 43m
- Lowest price
- £114.14
- Trains per day
- 3
- Most frequent service
- Amtrak
- Train lines
- 2
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Chicago to Poughkeepsie Train Timetable
There are several train options that can take you from Chicago to Poughkeepsie:
See more detailsPrice trends for trains from Chicago to Poughkeepsie
Average train ticket prices from Chicago to Poughkeepsie by travel date
Average train ticket prices from Chicago to Poughkeepsie by month
Prices as travel date approaches
Which train should you take from Chicago to Poughkeepsie?
2 train services operate from Chicago to Poughkeepsie. Amtrak usually has more trains scheduled, with 2 trips per day. That said, it's still worth comparing the prices and trip durations:
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 2 | 20h 3m | £129.34 |
| Amtrak Lake Shore Limited | 1 | 18h 43m | £119.33 |
Amtrak is the largest passenger railway service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned toilet, free WiFi and power sockets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 2 Amtrak trains from Chicago to Poughkeepsie every day, as well as 2 trips at the weekends, with prices starting from £114.14.
The Amtrak Lake Shore Limited is an overnight train that runs along some of the best shorelines in the U.S., connecting New York City and Boston with Chicago. The service provides top-tier amenities to its passengers, including free WiFi and dining onboard. The Lake Shore Limited departs from Union Station in Chicago and arrives at 41 Main St in Poughkeepsie. The route takes about 18 hours and 43 minutes and ticket prices start at £119.33.
Frequently asked questions about travelling by train from Chicago to Poughkeepsie
There are 3 scheduled trains on most days. There is one direct train, which you can stay on for the entire journey from Chicago to Poughkeepsie. In contrast, taking a non-direct train would require you to transfer trains during your trip. You can also take a train for your return trip from Poughkeepsie to Chicago.
Trains per day
3
Direct trains
1
The distance between Chicago and Poughkeepsie is approximately 706 miles. The average train journey between these two cities takes 19 hours and 36 minutes, although the absolute fastest you could get there is 18 hours and 43 minutes. Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a patchy signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and films to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
Distance (mi)
706
Distance (km)
1136
The earliest train departs Chicago at 21:30 while the last train of the day leaves at 21:30. To see all scheduled departure times, use the search function on this page to get the full timetable for your specific travel dates.
First train
9:30pm
Last train
9:30pm
Trains from Chicago to Poughkeepsie are the most crowded on Saturday. Tickets also tend to be more expensive then. If you are looking for a great deal on your train tickets or just want extra room to stretch out, consider travelling on Saturday instead, as it tends to be the least crowded day of the week.
Busiest
Saturday
Least crowded
Saturday
City Information
Chicago
Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban holiday destinations for millennials and a top destination in Illinois.
You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.
Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighbourhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theatre, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transport hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of coach and train stations throughout the city, getting to the Windy City is a breeze.
Poughkeepsie
Poughkeepsie is nicknamed the second capital of New York for a good reason – the bustling city has breathtaking views of the Hudson River and is a quick weekend destination for New Yorkers. Art buffs can visit the Barrett Art Center and Frances Lehman Loeb Art Center, while history lovers will enjoy the National Register of Historic Places. Poughkeepsie is a true university town with campuses for the Culinary Institute of America, Vassar College, and Marist College. If music is your thing, you can check what's playing at the iconic Bardavon Opera House. The city is also an excellent place for picnics and outdoor activities, especially on the riverfront.
Poughkeepsie is known for its wide range of restaurants, ranging from farm-to-table establishments to breweries and brewpubs. The craft beer scene is upcoming, with beer gardens and pubs to check out. Nightlife keeps the fun going with comedy clubs, champagne bars, and lounges.
Poughkeepsie is easily accessible via Amtrak. The Amtrak Lake Shore Limited, Maple Leaf, Empire Service, and Ethan Allen Express stop in Poughkeepsie en route to New York City, Philadelphia, Rensselaer, Newark, and other cities. The central and busiest station is 41 Main St, and many other trains make stops in and around Poughkeepsie. Poughkeepsie is also accessible by Greyhound coaches. Most visitors and locals use the Newburgh Airport, only about 15 miles away, for air travel.
Station Information
Where is the train station in Chicago?
Main departure station: Union Station
The historic Chicago Union Station is the United States' third busiest train station and a hub for 15 Amtrak train lines with destinations throughout the country. The station also serves coach carriers like Greyhound, Indian Trails and Jefferson Lines, and offers connections to Metra commuter lines. Union Station is also just a quick walk to the nearest Chicago L lines. The current station was built in 1925, to replace the original one dating back to 1881, and today wows visitors with its impressive facade, massive columns, and opulent Great Hall. Located right in downtown and adjacent to the Chicago Loop, Union Station is equipped with many services and amenities, including phone charging stations, shops, and various food and drink options.
All train stations in Chicago:
- Union Station
Where is the train station in Poughkeepsie?
Main arrival station: 41 Main St
Poughkeepsie has one train station.
Train stations in Poughkeepsie:
- 41 Main St
Need a return trip from Poughkeepsie to Chicago?
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