Poughkeepsie, NY to Chicago, IL train with Amtrak

Thu, Nov 06
+ Add return
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Amtrak
Regionale
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1,000+ travel companies
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The cheapest and fastest trains from Poughkeepsie, NY to Chicago, IL

Showing times and prices for Nov 06

Cheapest price

$244

Average price

$244

Fastest journey

17 h 2 m

Average duration

17 h 2 m

Trains per day

1

Distance

1137 km

Cheap tickets

The best way to find a cheap train ticket from Poughkeepsie, NY to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.

The average ticket from Poughkeepsie, NY to Chicago, IL will cost around $244 if you buy it on the day, but the cheapest tickets can be found for only $244.

Fast trains

Of the 1 trains that leave Poughkeepsie, NY for Chicago, IL on Thu, Nov 06, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.

On Thu, Nov 06 the direct trains cover the 1137 km distance in an average of 17 h 2 m but if you time it right, some trains will get you there in just 17 h 2 m .

On Thu, Nov 06 the slowest trains will take 17 h 2 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.

Amtrak
05:10PM17h02
Poughkeepsie, NY
10:12AMChicago, IL
$2441One-way
0 transfers

Travel Information

Compare train, bus, and flight for Poughkeepsie, NY to Chicago, IL

Omio recommends booking the train as it is the most popular option from Poughkeepsie, NY to Chicago, IL among Omio's users. If you are prioritising price take the flight with prices starting from €23. For those with little time consider booking a flight which can get you there in 2h 37m. The ticket price range depends on the travel mode: a flight costs an average of €23, and a bus costs an average of €195.

Distance: 706 miles (1137 km)

Compare train with

Most popular
Train
Flight
Bus

€175

Average price

€117

Average price

Cheapest

€201

Average price

18h 2m

Average total duration

17h 32m

Onboard

+

30m

Additional time*

5h 37m

Average total duration

Fastest

2h 37m

Onboard

+

3h 0m

Additional time*

25h 26m

Average total duration

24h 56m

Onboard

+

30m

Additional time*

Direct Options

Direct Options

Direct Options

Live departures

Poughkeepsie, NY to Chicago, IL train times

The table below shows live departures for Poughkeepsie, NY to Chicago, IL trains for today, Wednesday, November 5. You can also manually refresh the results below to see updated train journeys.

Last updated at 2:18 PM
ProviderDepartsDurationArrivesTransfers
Tickets
amtrak9:10 PM Poughkeepsie, NY
18h02
3:12 PM Chicago, IL0 transfersDirect

This is the last train of the day.

Find all the dates and times for this journey

Compare prices and tickets Poughkeepsie, NY to Chicago, IL 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.

Thu
Nov 06
Fri
Nov 07
Sat
Nov 08
Sun
Nov 09
Mon
Nov 10
Tue
Nov 11
Wed
Nov 12

Journey information

Overview: Train from Poughkeepsie, NY to Chicago, IL

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Icon of train

Trains from Poughkeepsie, NY to Chicago, IL run on average 2 times per day, taking around 17h 32m. Cheap train tickets for this journey start at $140 (€115) but you can travel from only $29 (€23) 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 18h 2m.

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 $29 (€23)
Distance
706 miles (1137 km)
Average train duration
17h 32m
Cheapest ticket price
$140 (€115)
Trains per day
2
Direct trains
1
Fastest train
18h 2m
First train
15:44
Last train
21:30
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 $29 (€23)

Train companies: Amtrak from Poughkeepsie, NY to Chicago, IL trainsAmtrak trains will get you between Poughkeepsie, NY and Chicago, IL from $29 (€23). 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 Duration
18h 2m
Cheapest Price
$140 (€115)
Amtrak frequency
1 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

FAQs: Trains from Poughkeepsie, NY to Chicago, IL

Find answers to the most common questions about traveling from Poughkeepsie, NY to Chicago, IL 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 Chicago, IL, this guide helps you travel smarter and with confidence.

FAQs
To fully experience Chicago, IL, plan for at least 3-4 days to visit key attractions such as Millennium Park, The Art Institute of Chicago, Navy Pier, and explore diverse neighborhoods.
A day trip from Poughkeepsie, NY to Chicago, IL is not feasible as the journey takes 18h 2m. The distance is 706 miles (1137 km) and there are 2 trains per day.
The train from Poughkeepsie, NY to Chicago, IL takes 18h 2m and runs 2 per day.
The distance by train from Poughkeepsie, NY to Chicago, IL is 706 miles (1137 km).
In Chicago, IL, you can explore the Museum of Science and Industry and its interactive exhibits, enjoy the vibrant neighborhoods like Wicker Park and Lincoln Park, take a river cruise to view iconic architecture, and attend a live performance at the historic Chicago Theatre. Visit Lincoln Park Zoo for a free and enjoyable day. For sights, don't miss Millennium Park with its modern art, the renowned Art Institute of Chicago, the entertainment hub of Navy Pier, panoramic views from Willis Tower Skydeck, and the fascinating exhibits at the Field Museum.
The last train from Poughkeepsie, NY to Chicago, IL leaves at 9:30 PM.
The train station in Poughkeepsie, NY that goes to Chicago, IL is Poughkeepsie Station, Poughkeepsie, NY, which connects to Chicago Union Station, Chicago, IL.
Unfortunately, there is no night train available from Poughkeepsie, NY to Chicago, IL.
There is no high speed train available from Poughkeepsie, NY to Chicago, IL.
The train journey from Poughkeepsie, NY to Chicago, IL offers scenic views, particularly during the initial stretch along the Hudson River, where travelers can enjoy picturesque landscapes and historic sites. As the route progresses, it transitions through the rolling hills of upstate New York and the rural expanses of the Midwest, providing varied and scenic vistas along the way.
Train ticket prices from Poughkeepsie, NY to Chicago, IL can vary. The cheapest ticket starts at $140 (€115), while the average price is around $214 (€175).
The cheapest way to get from Poughkeepsie, NY to Chicago, IL is by flight, with a cost of around $29 (€23).
The first train from Poughkeepsie, NY to Chicago, IL leaves at 3:44 PM.
Yes, you can take the train from Poughkeepsie, NY to Chicago, IL.
Yes, there is a direct train from Poughkeepsie, NY to Chicago, IL. This service operates 1 times per day, provided by Amtrak.

popular train stations

Popular train stations from Poughkeepsie, NY to Chicago, IL

Poughkeepsie
Chicago
The major train station for departures in Poughkeepsie is Poughkeepsie Station. Find all the information you need to know about services, amenities and connections at Poughkeepsie Station for your trip from Poughkeepsie to Chicago.
Amenities at train station
WifiWifi
LockersLockers
ParkingParking
DiningDining
TaxisTaxis
AccessibilityAccessibility
WCWC
HotelHotel
Lost and Found OfficeLost and Found Office
Ticket OfficeTicket Office
Bike ParkingBike Parking
Information DeskInformation Desk
Luggage CartsLuggage Carts
information
phone
Phone Number
ticketOfficeHours
Ticket Office Hours
  • 6:00 AM - 10:00 PM Monday - Sunday
ticketOfficeHours
Distance to city center
1 km
platformCount
Number of platforms
2
Wifi
Wifi
  • Free
Parking
Parking
  • Parking is available 7 days a week. Access via Main Street.
Dining
Dining
  • River Station Restaurant
  • Brasserie 292
Taxis
Taxis
  • Outside the main entrance.
Accessibility
Accessibility
  • Elevators, ramps.
WC
WC
  • $0.50
Hotel
Hotel
  • Residence Inn Poughkeepsie
  • Courtyard by Marriott Poughkeepsie
  • Holiday Inn Express Poughkeepsie
Lost and Found Office
Lost and Found Office
  • Located in the main hall
Information Desk
Information Desk
  • Located in the main hall
Luggage Carts
Luggage Carts
  • Free
Station Plan
  • Hall 1: main entrance, ticket office, and waiting area
  • Hall 2: access to platforms
Public transit options for Poughkeepsie Station
  • Metro-North Railroad: Hudson Line
  • Bus: Dutchess County Public Transit

More options for your journey from Poughkeepsie, NY to Chicago, IL

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Most popular trains to and from Chicago, IL and Poughkeepsie, NY

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