Next train departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | State Street Station | Chicago (Union Station), IL | Cheapest | ||||
| Train | Union Station | Chicago (Union Station), IL | Fastest | ||||
| Train | State Street Station | Chicago (Union Station), IL | No tags | ||||
Amtrak Acela + Amtrak | Train | Union Station | Chicago (Union Station), IL | No tags | ||||
| Train | State Street Station | Chicago (Union Station), IL | No tags |
Last refresh of the prices: Today at 06:55 EST.
Compare 2 ways to travel 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, 4 hours 55 minutes and with fares starting at just £71, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5641 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 £75
Frequently asked questions about travelling from New Haven, CT to Chicago by train
Please note that timetables, routes, or operator details shown here may be updated or vary at the time of your journey.
How much does a train ticket cost from New Haven to Chicago?
The cheapest train tickets from New Haven to Chicago start from £75. The average price for this train route is around £193. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the train journey from New Haven to Chicago?
The average train journey time from New Haven to Chicago is 1d , covering a distance of 760 miles. The fastest 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 run on this route with 7 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 05:34. And the latest train departs at 21:10.
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 13 Dec 2025 with a price of £132To 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 £132 to £1,511 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 £132, which is on 2025-12-13.
