Next train departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Chicago (Union Station), IL | Union Station | Cheapest | ||||
| Train | Chicago (Union Station), IL | Union Station | Fastest | ||||
| Train | Chicago (Union Station), IL | Union Station | No tags | ||||
| Train | Chicago (Union Station), IL | Union Station | No tags | ||||
| Train | Chicago (Union Station), IL | Union Station | No tags |
Last refresh of the prices: Yesterday at 3:04 AM CST.
Compare 2 ways to travel from Chicago to New Haven
Among the sustainable travel choices, the bus stands out as a good way to reach New Haven. The journey takes about 1 day, 2 hours and with fares starting at just R 1 294, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5607 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi-Fi. Amtrak ticket prices on this trip start at R 3 185
Frequently asked questions about travelling from Chicago to New Haven, CT by train
How much does a cheap train ticket from Chicago to New Haven cost?
The average train ticket price from Chicago to New Haven is R 7 529. The best way to find cheap train tickets from Chicago to New Haven is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the train trip from Chicago to New Haven?
A train trip between Chicago and New Haven is around 1d 1h, although the fastest train will take about 22h 25m. This is the time it takes to travel the 1226 km that separates the two cities.
How many daily train are there between Chicago and New Haven?
The number of trains from Chicago to New Haven can differ depending on the day of the week. On average, there are 5. Some trains are direct while others include transferring trains. Simplify your train trip from Chicago to New Haven by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Chicago to New Haven?
When taking the train from Chicago to New Haven, you can travel comfortably and safely with Amtrak.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Chicago to New Haven, CT was searched and found on 01 Dec 2025 with a price of R 3 548To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to New Haven, CT as early as possible.
You can expect to pay from R 3 548 to R 27 679 for a train ticket from Chicago to New Haven, CT based on the last 2 days. You can expect to find the cheapest price for the trip at R 3 548, which is on 2025-12-01.
