Cheap train tickets from Poughkeepsie to Chicago
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Trip Summary
There are usually 2 daily train trips available from Poughkeepsie to Chicago. Traveling by train from Poughkeepsie to Chicago usually takes 18 hours and 43 minutes, but the fastest Amtrak Lake Shore Limited train can make the trip in 18 hours and 2 minutes.
| Distance | 706 mi (1136 km) |
| Fastest train | 18h 2m |
| Lowest price | $133.00 |
| Trains per day | 1 |
| Most frequent service | Amtrak Lake Shore Limited |
| Train lines | 2 |
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Poughkeepsie to Chicago Train Schedule
There are several train options that can take you from Poughkeepsie to Chicago:
See more detailsWhat is the price of a train ticket from Poughkeepsie to Chicago?
In the last month, the average price of a train ticket from Poughkeepsie to Chicago was $144.00. This is somewhat expensive compared to other train fares, but it makes sense given the route’s long distance. Good news! You can find the cheapest tickets if you book your trip at least 22 days prior to the travel date. You’ll likely pay around $480.00 more if you wait to book until the last minute.
Average train ticket prices from Poughkeepsie to Chicago by travel date
Over the next 30 days, a one-way train trip from Poughkeepsie to Chicago will cost between $99 and $196. Book in advance to secure the best price in the next few weeks.
Average train ticket prices from Poughkeepsie to Chicago by month
Ticket prices for the train from Poughkeepsie to Chicago often fluctuate based on the time of year. For the best prices on this route, book in February when the average ticket price is only $187. If you're thinking of traveling from Poughkeepsie to Chicago during November, keep in mind that train ticket prices may be higher than usual, with an average price of $338 during this time of year. The best way to score a cheap deal, even in November, is to book your trip well in advance.
Prices as travel date approaches
By booking your train trip from Poughkeepsie to Chicago on Wanderu at least 22 days ahead of time, you can save about $480.00 on your ticket. Waiting until the last minute means missing out on these savings!
What train companies travel from Poughkeepsie to Chicago?
There are multiple trains that travel from Poughkeepsie to Chicago, including Amtrak Lake Shore Limited, Amtrak. Here is what you should know about the 2 most popular train lines:
| TRAIN | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak Lake Shore Limited | 1 | 18h 2m | $348.55 |
| Amtrak | 1 | 19h 28m | $214.50 |
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 41 Main St in Poughkeepsie and arrives at Union Station in Chicago. The route takes about 18 hours and 2 minutes and ticket prices start at $131.
Amtrak is the largest passenger railroad 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 restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 1 Amtrak trains from Poughkeepsie to Chicago every day, as well as 1 trips on the weekends, with prices starting from $149.
Frequently asked questions about traveling by train from Poughkeepsie to Chicago
Trains leave the station in Poughkeepsie twice a day, so there are a couple of options depending on your preferred travel time. One of these is a direct train, which will typically get you to Chicago faster. While it might still have stops along the way, you will not need to switch trains during your trip. You can also take a train for your return trip from Chicago to Poughkeepsie.
TRIPS PER DAY
2
DIRECT TRIPS
1
The distance between Poughkeepsie and Chicago is approximately 706 miles, or 1136 kilometers. The average train journey between these two cities takes 18 hours and 43 minutes, although the absolute fastest you could get there is 18 hours and 2 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 spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies 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 Poughkeepsie at 3:44pm while the last train of the day leaves at 5:10pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
EARLIEST TRAIN
3:44pm
LATEST TRAIN
5:10pm
Trains from Poughkeepsie to Chicago 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 traveling on Sunday instead, as it tends to be the least crowded day of the week.
MOST CROWDED
Saturday
LEAST CROWDED
Sunday
City Information
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 Barvadon 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 buses. Most visitors and locals use the Newburgh Airport, only about 15 miles away, for air travel.
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 vacation 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 neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transportation 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 bus and train stations throughout the city, getting to the Windy City is a breeze.
Station Information
Where does the train leave from in Poughkeepsie?
Main departure station: 41 Main St
There is one train station in Poughkeepsie.
All train stations in Poughkeepsie:
- 41 Main St
Where does the train arrive in Chicago?
Main arrival 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 bus 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
Need a return trip from Chicago to Poughkeepsie?
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