Next departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Union Station | Chicago (Union Station), IL | Cheapest | |||||
| Union Station | Chicago (Union Station), IL | Fastest | |||||
| State Street Station | Chicago (Union Station), IL | No tags | |||||
NextGen Acela + Amtrak | Union Station | Chicago (Union Station), IL | No tags | |||||
| Union Station | Chicago (Union Station), IL | No tags |
Last refresh of the prices: Today at 12:42 AM EDT.
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Compare 2 ways to go from New Haven to Chicago.
Busbud recommends taking the bus from New Haven to ChicagoAmong the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 1 day, 4 hours 10 minutes and with fares starting at just $71, it presents an excellent value for a comfortable ride.
Train New Haven, CT to Chicago: Trip Overview
Please note, this information is subject to change.
Train Companies
Based on 5482 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $109
New Haven to Chicago Train
Busbud shows you the best train ticket fares and train schedules so you can easily plan and book a trip by train from New Haven to Chicago.
We make sure you can find a train service from New Haven to Chicago from the most reliable train companies operating this trip.
From train tickets to high-end trains trip from New Haven to Chicago, we offer a wide range of train services to best suit your needs depending on how much your budget is.
Frequently asked questions for your trip New Haven, CT - Chicago
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from New Haven, CT to Chicago was searched and found on Sep 26, 2025 with a price of $171To save money and be sure you have the best seat, it's a good idea to buy your train tickets from New Haven, CT to Chicago, as early as possible.
You can expect to pay from $171 to $2,111 for a train ticket from New Haven, CT to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $439 which is on 2025-09-28.
About Train Travel
Train Travel Tips
Do you like to go fast? With high-speed trains going faster than 300 km/h on certain routes, the time will fly by. Taking a train between New Haven and Chicago is also a great way to travel to arrive in the city centre and save more time for your stay in Chicago.
Regional train? High-speed train? Whichever train to Chicago you take, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.
The train emits up to 30x less CO2 for a trip between New Haven and Chicago compared to the same trip made by plane or car. A truly ecological mode of transport that will allow you to easily reduce your carbon footprint.
Make a music playlist for your train ride from New Haven to Chicago, and enjoy the scenery to tunes from your own personal soundtrack.
Did you know?
The first high-speed train line was inaugurated in 1964, in Japan, to connect Tokyo with Osaka. It was during the Olympics that the first passengers traveled aboard the Shinkansen at a speed of 210 km / h.
The magnetic levitation train (Maglev for short) is currently the fastest train in the world. With a speed of 603 km/ h, it is closely followed by the French high-speed train (574.8 km / h) which remains in 2020, the fastest train to date
New York holds the record for the most platforms and track numbers in a single station. Grand Central Station in Manhattan is one of the largest rail terminals in the world with more than 44 platforms and 67 tracks to accommodate passengers.
Top Traveled Train Routes
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