How much does a train ticket from Stamford to Chicago cost?

The average train ticket price from Stamford to Chicago is $288. The best way to find train tickets from Stamford 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 Stamford to Chicago?

A train trip between Stamford and Chicago is around 1d , although the fastest train will take about 22h 17m. This is the time it takes to travel the 732 miles that separates the two cities.

How many daily trains are there between Stamford and Chicago?

The number of trains from Stamford to Chicago can differ depending on the day of the week. On average, there are 2. Some trains are direct while others have layovers. Simplify your train trip from Stamford to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.

Which train companies travel from Stamford to Chicago?

When taking the train from Stamford 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 exploring 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 Stamford to Chicago from $110 | Refundable Tickets

Previously seen trips

Next departures for Stamford to Chicago on October 7
Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
12:55pm	Stamford Station	22h 17m	10:12am	Chicago (Union Station), IL	No tags
7:19am	Stamford Station	1d 2h	8:45am	Chicago (Union Station), IL	No tags
9:30am	Stamford Station	1d	8:45am	Chicago (Union Station), IL	No tags
10:25am	Stamford Station	23h 20m	8:45am	Chicago (Union Station), IL	No tags
12:53pm	Stamford Station	22h 19m	10:12am	Chicago (Union Station), IL	No tags

Compare 2 ways to go from Stamford to Chicago.

	Average Price	Average Duration	CO₂ emissions
Bus	Average Price$154 - $354	Average Duration1d 9h	CO₂ emissions 29kg CO₂e5 out of 5 stars	Most eco-friendly
Train	Average Price$120 - $434	Average Duration1d	CO₂ emissions 107kg CO₂e1 out of 5 stars	CheapestFastest

Busbud recommends taking the bus from Stamford to Chicago

Among the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 1 day, 9 hours 25 minutes and with fares starting at just $154, it presents an excellent value for a comfortable ride.

5bus per day

1d 9hAverage Duration

$154Cheapest ticket

29kgCO₂ emissions

Train Stamford, CT, US to Chicago: Trip Overview

Please note, this information is subject to change.

Average ticket price$288

Average train trip duration1d

Number of daily trains2

Earliest train departure7:04am

Distance730 miles (1177 km)

Latest train departure9:55pm

Train Companies

Amtrak

4/55,506 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5506 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 $120

Train and bus companies in US:Amtrak, Brightline

Stamford to Chicago Train

With Busbud, comparing and booking tickets for a train from Stamford to Chicago is a breeze. Browse through an extensive selection of train fares and train schedules to find the best deals.

Train service from Stamford to Chicago will be provided by the most trusted companies.

Whether it is train tickets or first class train tickets going to Chicago from Stamford, we help you find what you're looking for based on how much of a budget you have.

Where are the popular train stations and stops in Stamford, CT, US and Chicago?

Stops in Stamford, CT, US

A - Stamford Station

Stops in Chicago

A - Union Station

Frequently asked questions for your trip Stamford, CT, US - Chicago

How much does a train ticket from Stamford to Chicago cost?
How long is the train trip from Stamford to Chicago?
How many daily trains are there between Stamford and Chicago?
Which train companies travel from Stamford 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

10/04

$293

10/05

$518

Today

$292

10/07

No data

10/08

No data

10/09

$128

10/10

$148

10/11

$110

The cheapest trip from Stamford, CT, US to Chicago was searched and found on Oct 11, 2025 with a price of $110

To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Stamford, CT, US to Chicago, as early as possible.

You can expect to pay from $110 to $2,074 for a train ticket from Stamford, CT, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $110 which is on 2025-10-11.

About Train Travel

Train Travel Tips

Taking the fastest trains allows you to travel at speeds greater than 300 km/h. Taking a trip from Stamford to Chicago is not only much quicker but more comfortable too! You can usually travel directly to the city centre and save time while you're at it.

No matter if you plan to take a regional or high-speed train to Chicago, the planet will thank you. You’ll help to protect the beautiful landscapes that will unfold before your very eyes.

By choosing the train between Stamford and Chicago, you emit up to 30 times less CO2 than for the same journey made by plane or car!

Make a music playlist for your train ride from Stamford to Chicago, and enjoy the scenery to tunes from your own personal soundtrack.

Did you know?

You can find the straightest railway in the world in Australia. This railway line is 478 kilometres long and is also considered the longest and straightest railway line in the world.

You can find dogs as passengers on the trains of Moscow, where there is a large number of stray dogs. Over time, the dogs have learned the inner workings of the rail system and it is not uncommon to find one traveling between the city and the suburbs.

The first high-speed train line was inaugurated in 1964, in Japan, to connect Tokyo with Osaka. It was during the Olympics that the first passengers traveled aboard the Shinkansen at a speed of 210 km / h.

Will you be returning to Stamford, CT, US by train?

Train from Chicago to Stamford, CT, US

Top Traveled Train Routes

Why choose Busbud?

The Best Way To Book Bus and Train Tickets

Busbud.com makes it easy for you to find, compare and book city-to-city bus tickets, all over the world. We save you the extra trip to the bus station. With Busbud, wherever you go, you have a worldwide bus station within reach and available in your own language and currency. Busbud partners with safe and reliable bus companies throughout the world such as Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others so you can buy tickets without a worry.

Trains tickets from Stamford, CT, US to Chicago