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Franklin D. Roosevelt Presidential Library and Museum
Presidential library chronicling Franklin and Eleanor Roosevelt through exhibits, archives, and a nationally significant collection.
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The cheapest and fastest trains from Chicago, IL to Poughkeepsie, NY
Showing times, prices and bookable tickets for Sep 20
Cheapest price on Sep 20
$297
Average ticket price on Sep 20
$297
Fastest journey on Sep 20
18 h 43 m
Average journey duration on Sep 20
18 h 43 m
Trains on Sep 20
1
Distance
1137 km
Cheap tickets
The best way to find a cheap train ticket from Chicago, IL to Poughkeepsie, NY is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Poughkeepsie, NY will cost around $297 if you buy it on the day, but the cheapest tickets can be found for only $297.
Fast trains
On Sun, Sep 20, we found 1 trains from Chicago, IL to Poughkeepsie, NY, including 1 direct services.
On Sun, Sep 20 the direct trains cover the 1137 km distance in an average of 18 h 43 m but if you time it right, some trains will get you there in just 18 h 43 m .
On Sun, Sep 20 the slowest trains will take 18 h 43 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
2:30 AM18h43Chicago, IL9:13 PMPoughkeepsie, NY$2971One-way0 transfers
- 2:30 AM18h43Chicago, IL9:13 PMPoughkeepsie, NY$2971One-way0 transfers
Travel Information
Compare train, bus, and flight for Chicago, IL to Poughkeepsie, NY
Omio recommends booking the train as it is the most popular option from Chicago, IL to Poughkeepsie, NY among Omio's users. If you are prioritising price, take the train, with an average ticket price of $307 For those with little time, consider booking a flight, which has an average total journey time of 5h 42m. Average ticket prices depend on the travel mode: a train costs an average of $307, while a flight costs an average of $552.
Distance: 706 miles (1137 km)
Compare train with
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$307 Average price Cheapest | $552 Average price | $167 Average price (fuel + tolls) | |
18h 55m Average total duration 18h 25m Onboard + 30m Additional time* | 5h 42m Average total duration Fastest 3h 42m Onboard + 2h 0m Additional time* | 12h 27m Average total duration (door-to-door) | |
Direct Options | Direct Options | Direct Options | Direct Options |
The cheapest way to travel from Chicago, IL to Poughkeepsie, NY is a train with an average price of $307.
This is compared to other travel options from Chicago, IL to Poughkeepsie, NY:
A train is $246 less than a flight for this route with tickets for a flight from Chicago, IL to Poughkeepsie, NY costing on average $552.
The fastest way to travel from Chicago, IL to Poughkeepsie, NY is by flight with an average journey time of 3h 42m.
Other travel options to Poughkeepsie, NY take longer:
Train takes on average 18h 25m.
It's helpful to compare your options as there are 3 ways to travel between Chicago, IL and Poughkeepsie, NY including taking a train, bus, and flight.
We recommend using the train as it is the most popular way to get from Chicago, IL to Poughkeepsie, NY among Omio's users.
Take the train. It's the cheaper option, and the extra time on board is usually more relaxing than driving it.
Tickets start at around $307 compared to roughly $167 in fuel and tolls — a saving of about $-139.18. The journey takes 18h 25m versus 12h 27m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
Live departures
Chicago, IL to Poughkeepsie, NY train times
The table below shows live departures for Chicago, IL to Poughkeepsie, NY trains for tomorrow, Saturday, September 19. You can also manually refresh the results below to see updated train journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 2:30 AM Chicago, IL | 18h43 | 9:13 PM Poughkeepsie, NY | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chicago, IL to Poughkeepsie, NY by train, bus, or flight
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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Journey information
Overview: Train from Chicago, IL to Poughkeepsie, NY
USAUSA
Trains from Chicago, IL to Poughkeepsie, NY run on average 2 times per day, taking around 18h 25m. Cheap train tickets for this journey start at $142 but you can travel from only $47 by flight.
There are 1 trains per day. The earliest train runs at 15:44, the last at 21:30. The fastest train covers the 706 miles (1137 km) distance in 17h 23m.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from $47
Distance 706 miles (1137 km) |
Average train duration 18h 25m |
Cheapest ticket price $142 |
Trains per day 2 |
Direct trains 1 |
Fastest train 17h 23m |
First train 3:44 PM |
Last train 9:30 PM |
Cheapest Month Jul |
Cheapest Day Thu |
High Season Jan - Mar |
Low Season Oct - Dec |
Best time to book 1 day |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from $47
Train companies: Amtrak from Chicago, IL to Poughkeepsie, NY trainsAmtrak trains will get you between Chicago, IL and Poughkeepsie, NY from $47. With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
About
Amtrak is the main passenger train operator in the United States, providing medium- and long-distance intercity services across 46 states and three Canadian provinces. Operating over 300 trains daily and serving more than 500 destinations, Amtrak connects cities and regions nationwide through routes such as the high-speed Acela in the Northeast Corridor, the scenic Coast Starlight along the West Coast, and the Empire Builder linking Chicago to the Midwest and the Pacific Northwest. Other notable services include the Northeast Regional, Keystone Service, and the unique Auto Train, which allows passengers to bring their cars onboard. Amtrak offers a variety of classes to suit different budgets and travel needs, including Coach, Business, First Class, and Sleeper Class with options like Roomettes, Bedrooms, and Bedroom Suites for overnight journeys. Ticket types include Saver, Value, Flexible, Business, and Premium. Onboard amenities vary by service but may include comfortable seating, Wi-Fi, power outlets, dining options, and lounge access on select trains. Popular routes include Washington, D.C.–Boston, San Diego–San Luis Obispo, San Jose–Sacramento, and Chicago–Seattle.
Luggage & cancellation policy
Average Amtrak Duration
17h 23m
Cheapest Amtrak Price
$142
Amtrak frequency
2 a day
Luggage included
2 personal items and 2 carry-on bags included free
Luggage storage
Overhead racks, under seats, and designated luggage areas at end of cars
Cancellation Policy
Cancellation policies depend on ticket type and timing
Refund
Full refund if train is canceled by Amtrak
Amenities on board the train
Wifi
Food sold onboard
Café car with snacks, beverages, and light meals. Long-distance trains have full-service dining cars
Seat reservation
Included in ticket price for Business and First Class. Optional fee for Coach Class
Toilets
USB plugs
Accessibility
Wheelchair spaces, accessible restrooms, Red Cap assistance service, accessible platforms and stations
Pets
Small pets under 20 pounds allowed for $26 fee. Must be in carrier. Service animals travel free
Quiet zone
Complete guide to Poughkeepsie, NY
Things to do in Poughkeepsie, NY
Discover the best of Poughkeepsie, NY — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Poughkeepsie, NY trip today.
- Recommended
Frances Lehman Loeb Art Center
Leading contemporary art museum on Vassar’s campus, known for thought-provoking exhibitions and strong Hudson Valley cultural appeal.
- Recommended
Locust Grove Estate
Historic house museum and estate preserving the life of Samuel Morse, with river views, gardens, and guided interpretation.
- Recommended
Upper Landing Park
Expansive riverfront park beneath the Walkway, popular for waterfront walks, events, and dramatic Hudson views.
- Recommended
Peach Hill Park
Large urban park with trails, athletic fields, and quiet wooded sections, loved by locals for everyday recreation.
- Recommended
College Hill Park
Scenic hilltop preserve with a short climb to a panoramic overlook of the Hudson Valley and surrounding highlands.
- Vegetarian
- Vegan
- Gluten-free
Hudson Valley Applesauce
A classic Hudson Valley breakfast side made from local apples, slowly cooked into a chunky sauce. It reflects the region's long apple-growing tradition.
- Vegetarian
- Vegan
- Gluten-free
Hudson Valley Hard Cider
Cider made from Hudson Valley apples, served fresh or sparkling. The area is one of New York's historic cider regions, making it a local staple drink.
- Vegetarian
Hudson Valley Apple Pie
Tart made with local orchard apples in a flaky crust. It is a signature dessert across the Hudson Valley, especially during harvest season.
Brasserie 292
Refined New American restaurant known for seasonal Hudson Valley ingredients, polished service, and an intimate upscale setting in downtown Poughkeepsie.
Mill House Brewing Company
Popular casual smokehouse serving barbecue, burgers, and comfort food in a lively, rustic space with a strong local following.
Cosimo's Trattoria
Established Italian restaurant known for pasta, seafood, and classic entrées in a warm, traditional dining room near the waterfront.
US Dollar ($)
Moderate for the Hudson Valley: hotels often cost more than small-town stays, while dining is mid-priced and local transit is limited, so visitors may rely on taxis or rideshare.
Average meal costs
- Budget
- $10-18 for fast food or casual takeout.
- Mid-range
- $20-35 per person for a restaurant meal.
- Fine dining
- $50+ per person for upscale dining.
- Coffee
- $3-6 for coffee or cappuccino.
Tipping culture
Tip 18-20% in restaurants, about 15-20% for taxis, and $1-2 per drink or coffee in cafes if service is provided.
FAQs: Trains from Chicago, IL to Poughkeepsie, NY
Find answers to the most common questions about traveling from Chicago, IL to Poughkeepsie, NY by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Poughkeepsie, NY, this guide helps you travel smarter and with confidence.
Train ticket prices from Chicago, IL to Poughkeepsie, NY can vary. The cheapest ticket starts at $142, while the average price is around $307.
The train from Chicago, IL to Poughkeepsie, NY takes 17h 23m and runs 2 per day.
The distance by train from Chicago, IL to Poughkeepsie, NY is 706 miles (1137 km).
The first train from Chicago, IL to Poughkeepsie, NY leaves at 3:44 PM.
The last train from Chicago, IL to Poughkeepsie, NY leaves at 9:30 PM.
There is no high speed train available from Chicago, IL to Poughkeepsie, NY.
Yes, there is a direct train from Chicago, IL to Poughkeepsie, NY. This service operates 1 times per day, provided by Amtrak.
Unfortunately, there is no night train available from Chicago, IL to Poughkeepsie, NY.
The train station in Chicago, IL that goes to Poughkeepsie, NY is Chicago Union Station, Chicago, IL, which connects to Poughkeepsie Station, Poughkeepsie, NY.
The cheapest way to get from Chicago, IL to Poughkeepsie, NY is by flight, with a cost of around $47.
The train journey from Chicago, IL to Poughkeepsie, NY offers scenic views, especially as it passes through the picturesque landscapes of the Hudson River Valley, with charming small towns and lush greenery enhancing the experience.
A day trip from Chicago, IL to Poughkeepsie, NY is not feasible as the travel duration is 17h 23m. There are 4 trains per day for this journey.
To experience the key attractions in Poughkeepsie, NY, such as the Walkway Over the Hudson, Vassar College, and the historic homes and gardens, a 2 to 3 day visit is recommended.
Yes, you can take the train from Chicago, IL to Poughkeepsie, NY.
Since neither Chicago, IL nor Poughkeepsie, NY are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
Popular day trips by train from Poughkeepsie, NY include New York, NY, Newark, NJ, Yonkers, NY, Hudson, NY, Schenectady, NY.
We recommend using the train as it is the most popular way to get from Chicago, IL to Poughkeepsie, NY among Omio's users.
Items not allowed on trains typically include hazardous materials such as explosives, flammable liquids, corrosive substances, and illegal drugs. Additionally, large or bulky items that may obstruct aisles or emergency exits, as well as pets without proper carriers, may be restricted. Specific prohibited items can vary by train operator and region, so please check the rules for your particular journey.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Poughkeepsie, NY, travelers should be aware of typical urban safety concerns such as petty theft, including pickpocketing, especially in crowded areas like train stations and downtown. It is advisable to stay in well-lit areas at night and avoid isolated spots. Scams reported in the area include overcharging by unofficial taxi services and fraudulent ticket sellers near transportation hubs. Staying alert and using reputable transportation and ticket providers can help ensure a safe visit.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular train stations
Popular train stations from Chicago, IL to Poughkeepsie, NY
Most Chicago, IL to Poughkeepsie, NY trains use the Union Station to Poughkeepsie Station station pair. Use this guide to compare Chicago, IL and Poughkeepsie, NY train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Departure train stations in Chicago
Arrival train stations in Poughkeepsie
Which Chicago, IL station do trains to Poughkeepsie, NY leave from?
Trains from Chicago, IL to Poughkeepsie, NY leave from Union Station. The station is 1 miles (3 km) from Chicago, IL city centre at 225 South Canal Street, Chicago, IL 60606, USA.
Union Station225 South Canal Street, Chicago, IL 60606, USA+1 800-872-7245
City-centre transport
Getting to Union Station from Chicago city centre
Union Station is 3 km from Chicago city centre. Public transport options include:
Bus28, 151 · 7m · $4 · every ~13 min
Union Station train station facilities and services
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food and drink
Food options include: The Chicago Firehouse Restaurant, Lou Mitchell's
Wi-Fi and ATMs
Free. ATMs are available in the train station.
Tickets and information
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage and lost property
Luggage storage is available at Union Station. Lost and found is available at the station.
Parking, taxis and toilets
Available at Union Station: Parking, Taxis, WC.
Bike and car services
Available at Union Station: Bike Parking, Car Rental.
Accessibility
Accessibility facilities are available at Union Station: Elevators, ramps, restrooms.
Shops, hotels and contact
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
Which Poughkeepsie, NY station do trains from Chicago, IL arrive at?
Trains from Chicago, IL to Poughkeepsie, NY arrive at Poughkeepsie Station. Poughkeepsie Station is 1 miles (2 km) from Poughkeepsie, NY city centre.
Poughkeepsie Station41 Main Street, Poughkeepsie, NY 12601, USA1-800-USA-RAIL
City-centre transport
Getting to Poughkeepsie Station from Poughkeepsie city centre
Poughkeepsie Station is 1 km from Poughkeepsie city centre. Public transport options include:
BusRoute P · 15m · $2 · every ~1 min
Poughkeepsie Station train station facilities and services
Poughkeepsie Station has practical services for this route, including Wifi, Lockers, Parking, Dining, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Information Desk, and Luggage Carts.
Food and drink
Food options include: River Station Restaurant, Brasserie 292
Wi-Fi and ATMs
Free.
Tickets and information
Ticket office support is available at Poughkeepsie Station. Information desks are located in the main hall.
Luggage and lost property
Luggage storage is available at Poughkeepsie Station. Lost and found is available at the station.
Parking, taxis and toilets
Available at Poughkeepsie Station: Parking, Taxis, WC.
Bike and car services
Available at Poughkeepsie Station: Bike Parking.
Accessibility
Accessibility facilities are available at Poughkeepsie Station: Elevators, ramps.
Shops, hotels and contact
Nearby hotels include Residence Inn Poughkeepsie, Courtyard by Marriott Poughkeepsie, Holiday Inn Express Poughkeepsie.
Most popular train connections from Chicago, IL
More options for your journey from Chicago, IL to Poughkeepsie, NY
Here are some other resources that might have the information you need
Most popular trains to and from Poughkeepsie, NY and Chicago, IL
Most popular train connections to Poughkeepsie, NY
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