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 | ||||
NextGen 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: Yesterday at 1:49 AM EDT.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
03-17
$385
03-18
$381
Today
$406
03-20
$381
03-21
No data
03-22
No data
03-23
No data
03-24
No data
The cheapest trip from New Haven, CT to Chicago was searched and found on Mar 18, 2026 with a price of $381To 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 $381 to $2,776 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 $381 which is on 2026-03-20.
