Next departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Chicago (Union Station), IL | Stamford Station | Cheapest | |||||
| Chicago (Union Station), IL | Stamford Station | Fastest | |||||
| Chicago (Union Station), IL | Stamford Station | No tags | |||||
| Chicago (Union Station), IL | Stamford Station | No tags | |||||
| Chicago (Union Station), IL | Stamford Station | No tags |
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Compare 2 ways to go from Chicago to Stamford
Busbud recommends taking the train from Chicago to StamfordAmong the sustainable travel choices, the train stands out as a good way to reach Stamford. The journey takes about 1 day, 1 hour 3 minutes, and with fares starting at just US$155, it presents an excellent value for a comfortable ride.
Train Chicago to Stamford, CT, US: Trip Overview
Please note, this information is subject to change
Train companies
Based on 5410 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 WiFi. Amtrak ticket prices on this trip start at US$155
Chicago to Stamford Train
Busbud shows you the best train ticket fares and train schedules so you can easily plan and book a trip by train from Chicago to Stamford.
Train service from Chicago to Stamford will be provided by the most trusted companies.
From train tickets to high-end trains trip from Chicago to Stamford, we offer a wide range of train services to best suit your needs depending on how much your budget is.
Where are the popular train stations and stops in Chicago and Stamford, CT, US?
Frequently asked questions on the trip Chicago - Stamford, CT, US
How much does a cheap train ticket from Chicago to Stamford cost?
The average train ticket price from Chicago to Stamford is US$333. The best way to find cheap train tickets from Chicago to Stamford 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 trip from Chicago to Stamford?
A train trip between Chicago and Stamford is around 1d 1h, although the fastest train will take about 23h 55m. This is the time it takes to travel the 1180 km that separates the two cities.
How many daily trains are there between Chicago and Stamford?
The number of trains from Chicago to Stamford can differ depending on the day of the week. On average, there are 2. Some trains are direct while others include transferring trains. Simplify your train trip from Chicago to Stamford by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Chicago to Stamford?
When taking the train from Chicago to Stamford, you can travel comfortably and safely with Amtrak.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Chicago to Stamford, CT, US was searched and found on Aug 26, 2025 with a price of US$238To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to Stamford, CT, US, as early as possible.
You can expect to pay from US$238 to US$1,107 for a train ticket from Chicago to Stamford, CT, US based on the last 2 days. You can expect to find the cheapest price for the trip at US$238 which is on 2025-08-26.
About Train Travel
Train Travel Tips
Do you like to go fast? With high-speed trains going faster than 300 km/h on certain routes, the time will fly by. Taking a train between Chicago and Stamford is also a great way to travel to arrive in the city centre and save more time for your stay in Stamford.
No matter if you plan to take a regional or high-speed train to Stamford, the planet will thank you. You’ll help to protect the beautiful landscapes that will unfold before your very eyes.
The train emits up to 30x less CO2 for a trip between Chicago and Stamford compared to the same trip made by plane or car. A truly ecological mode of transport that will allow you to easily reduce your carbon footprint.
Make a music playlist for your train ride from Chicago to Stamford, and enjoy the scenery to tunes from your own personal soundtrack.
Did you know?
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 travelling between the city and the suburbs.
Railway companies played a major role as early as 1883 in the use of time zones as we know them today.
New York holds the record for the most platforms and track numbers in a single station. Grand Central Station in Manhattan is one of the largest rail terminals in the world with more than 44 platforms and 67 tracks to accommodate passengers.
Top Travelled Train Routes
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