Next available departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | State Street Station | Chicago (Union Station), IL | Cheapest | |||||
| Union Station | Chicago (Union Station), IL | Fastest | |||||
| State Street Station | Chicago (Union Station), IL | No tags | |||||
Amtrak Acela + Amtrak | Union Station | Chicago (Union Station), IL | No tags | |||||
| State Street Station | Chicago (Union Station), IL | No tags |
Last refresh of the prices: Today at 5:14 AM EDT.
Compare 2 ways to go from New Haven to Chicago
Among the sustainable travel choices, the Bus stands out as a good way to reach Chicago. The journey takes about 1 day, 3 hours 10 minutes, and with fares starting at just $126, it presents an excellent value for a comfortable ride.
Train companies
Based on 5817 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 $219
Frequently asked questions about travelling from New Haven, CT to Chicago by train
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the train ticket from New Haven to Chicago?
The cheapest train tickets from New Haven to Chicago start at $228. The average price for this train route is around $531. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from New Haven to Chicago?
The average train trip from New Haven to Chicago takes 1d and covers 1224 km. The quickest train gets you there in 23h 6m and is operated by Amtrak.
Which train operators serve the New Haven to Chicago route?
Several major train operators serve this route, with 4 trains available per day.
What are the earliest and latest departure times for the train from New Haven to Chicago?
The earliest train from New Haven to Chicago departs at 5:34am. The latest train departs at 9:10pm.
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 Jun 4, 2026 with a price of $218To 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 $218 to $2,153 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 $247 which is on 2026-06-05.
