How much does a train ticket from New Haven to Chicago cost?

The average train ticket price from New Haven to Chicago is $301. The best way to find train tickets from New Haven to Chicago 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 New Haven to Chicago?

A train trip between New Haven and Chicago is around 1d , although the fastest train will take about 23h 6m. This is the time it takes to travel the 761 miles that separates the two cities.

How many daily trains are there between New Haven and Chicago?

The number of trains from New Haven to Chicago can differ depending on the day of the week. On average, there are 5. Some trains are direct while others have layovers. Simplify your train trip from New Haven to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.

Which train companies travel from New Haven to Chicago?

When taking the train from New Haven to Chicago, you can travel comfortably and safely with Amtrak.

What are the best sights and things to do in Chicago?

Once in Chicago, you can explore the city. The top sights and things to do are Museum of Contemporary Art, Willis Tower (Sears Tower), Chicago Shakespeare Theater on Navy Pier, Navy Pier, Lincoln Park Zoo.

Train New Haven to Chicago from $89 | Refundable Tickets

Previously seen trips

Next departures for New Haven to Chicago on November 21
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	8:43am	Union Station	1d 1h	8:45am	Chicago (Union Station), IL	No tags
Train	9:18am	State Street Station	1d	8:45am	Chicago (Union Station), IL	No tags
Train	9:35am	Union Station	1d	8:45am	Chicago (Union Station), IL	No tags
Train	11:58am	Union Station	23h 14m	10:12am	Chicago (Union Station), IL	No tags
Train	9:10pm	Union Station	1d 13h	10:00am	Chicago (Union Station), IL	No tags

Compare 2 ways to go from New Haven to Chicago

We recommend taking the bus

Among the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 1 day, 4 hours 55 minutes and with fares starting at just $69, it presents an excellent value for a comfortable ride.

14bus per day

1d 4hAverage Duration

759 milesDistance

31kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average Price$69 - $256	Average Duration1d 4h	CO₂ emissions 31kg CO₂e
Train	Average Price$151 - $1,252	Average Duration1d	CO₂ emissions 111kg CO₂e

Train Companies

Amtrak

4/55,597 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5597 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 $151

Train and bus companies in US:Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

Frequently asked questions about traveling from New Haven, CT to Chicago by train

How much does a train ticket from New Haven to Chicago cost?
How long is the train trip from New Haven to Chicago?
How many daily trains are there between New Haven and Chicago?
Which train companies travel from New Haven to Chicago?
What are the best sights and things to do in Chicago?

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found

11/19

$170

11/20

$275

Today

$194

11/22

$190

11/23

$169

11/24

$208

11/25

$233

11/26

$233

The cheapest trip from New Haven, CT to Chicago was searched and found on Nov 23, 2025 with a price of $169

To 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 $169 to $1,197 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 $169 which is on 2025-11-23.