This is the cheapest price found by a KAYAK user in the last 72 hours by searching for a train from New York to Chicago departing on 5/6. Fares are subject to change and may not be available on all trains or dates of travel. Click the price to replicate the search for this deal.
Round-trip
1 adult
Cmt 5/31
Cmt 6/7
Book train tickets from New York to Chicago
Here are some of the best deals found on KAYAK recently from the most popular providers for trips from New York to Chicago that are departing in the next months. While these deals were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Round-trip
One-way
Last Minute
Direct
Recent return train deals from New York to Chicago
Recommended round-trip train tickets departing in the coming months from the most popular operators
3:40 pm - 10:12 amNew York Penn Station- Chicago Union
19h 32mnonstop
9:30 pm - 6:42 pmChicago Union- New York Penn Station
Train tickets from New York to Chicago are on average 15% less expensive on Mondays
Train tickets from New York to Chicago are on average 11% more expensive on Thursdays
(avg. price over the last 2 weeks)
(avg. price over the last 2 weeks)
Top tips for finding New York to Chicago train tickets
The arrival train station for trains from New York to Chicago is Chicago Union Station. Located at 225 South Canal Street, travelers can get to the station on the Blue line Clinton Bus and Quincy bus Express lines. You can also take the Amtrak and Metra buses if you are coming from areas besides Chicago. Greyhound bus services also place visitors at their station, and there are taxi services to get you from your preferred destination to the station. It houses the Metropolitan Lounge and a lactation suite for nursing mothers to change and feed infants. Amenities available include elevators to get travelers from the platform to the concourse, ticket sales office, and vending machines with light snacks for travelers. There are a ticket sales office, Quik-Trak kiosks, and ATMs.
On trains from New York to Chicago you have checked baggage services. Each passenger can bring two personal items and two checked bags. Personal items should be under 26 pounds and smaller than 14*11*7 inches. Checked baggage has a limit of 55 pounds and 28*22*11 inches. Overweight bags have to be repacked into standard bag sizes or cartons purchasable at the station. Passengers are limited to two extra bags, which are charged per bag. Luggage stays on overhead racks, under passengers’ seats, or in luggage compartment areas during the journey. Avoid storing luggage in empty seats to avoid damaging the luggage or taking a passenger’s space.
Trains from New York to Chicago have different types of travel classes depending on the privileges customers get. First-class seating is exclusively available in Acela from New York to Chicago. Benefits include fewer stops, extra-wide reclining seats, extra wide tray tables, complimentary drinks, and extra legroom. First-class passengers also get meal services offered by attendants. Business-class seating offers extra-wide seats, extra legroom, and complimentary beverages. Coach class seating is two-by-three seating, and customers are served on a first-come, first-served basis. It features ample legroom and seats with curtains or panoramic views of the route.
Trains are a great means of getting from New York to Chicago. This is because travelers experience the rich scenery between the two cities, which is hard to get on flights. Train rides are convenient if you wish to avoid traffic delays or to get to the station a few hours earlier from the scheduled time for security checks. Train rides to Chicago get you right in the middle of the city, saving travelers from having to commute from the arrival station to the city. Train rides are cheaper than taking flights between the two cities.
25% of our users found round-trip train tickets from New York to Chicago for $239 or less.
You will generally catch the best train deals if you travel in the morning.
The cheapest train from New York to Chicago was found 4 days before departure, on average.
FAQs when traveling from New York to Chicago by train
What is the departure train station for trains from New York to Chicago?
The departure train station for trains from New York to Chicago is the Penn Station. Located in the heart of Manhattan, the station offers direct access to New York City, and travelers can easily walk to various destinations like Times Square. Travelers can get on NJ Transit and Long Island Rail Road to get to the station. Travelers can get on the M34 bus to get from the station to their preferred destinations. At the lower concourse, it features a Shake Shack where visitors can get snacks. The Amtrak waiting area has charging ports and washrooms at the main concourse. Additional amenities include luggage storage facilities, a sales ticket office, payphones, and ATMs.
Is there a restaurant available for trains from New York to Chicago?
Most trains offer restaurants on board for this route with meal options ranging from full-course meals to snacks. Amtrak offers meal services for first-class passengers.
Is there free Wi-Fi on trains from New York to Chicago?
Amtrak from New York to Chicago has free Wi-Fi with enough bandwidth to keep passengers connected and entertained.
Are pets allowed on trains from New York to Chicago?
There are no pets allowed on trains from New York to Chicago. The train ride takes longer than seven hours, which is the maximum journey time for pets on board.
How long is a train journey to Chicago from New York?
The train journey from New York to Chicago takes 20h 47m on average and covers a distance of 710 miles.
What train companies travel from New York to Chicago?
Amtrak is the only train operator serving this route.
How much does a train ticket from New York to Chicago cost?
The average price of a round-trip train ticket from New York to Chicago is $206. In the last 3 days, the lowest price found by KAYAK users was $180.
Search Chicago trains on KAYAK. Find cheap train tickets to Chicago from New York. KAYAK searches hundreds of travel sites to help you find cheap train fares and book the train that suits you best.
Welcome to KAYAK
This site uses cookies and other tracking technologies for essential, functional, analytical, and advertising purposes. By using the site, you agree to our Terms & Conditions and our Privacy Policy.
For more information about how we process your information, please see our Privacy Policy.
We value your privacy
KAYAK and its partners wish to use cookies or similar technologies to store and/or access information on and about your device and process personal data such as your IP address, device identifiers etc., in order to improve your experience on the site, to analyze navigation, to offer and measure personalized advertising, and to facilitate sharing on social networks. We also allow the use of third-party cookies (including those from our advertising partners) on our sites.
By clicking 'Accept', you consent to your data being processed by 0 vendors on this web site for the purposes described in this notice. You can review the vendors and their individual processing purposes on the .
To review individual processing purposes and cookie categories, please click ’Select individual purposes’. You can review your choices and withdraw your consent at any time by clicking the ’Privacy Preferences’ link in the page side navigation.