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Trip Summary
3 trains operate daily from Chicago to Stamford. The train trip from Chicago to Stamford is usually about 24 hours and 12 minutes long. However, traveling on the fastest Amtrak train can get you there in as little as 22 hours and 48 minutes.
| Distance | 731 mi (1176 km) |
| Fastest train | 22h 48m |
| Lowest price | $248.04 |
| Most frequent service | Amtrak |
| Train lines | 1 |
What is the price of a train ticket from Chicago to Stamford?
Over the past month, a train ticket between Chicago and Stamford cost $323.49, on average. Due to the distance between Chicago and Stamford, train tickets on this route tend to be relatively pricey. Booking your trip at least 20 days in advance can help you secure tickets at the best price. For same-day bookings, you’ll likely have to pay around $200.31 more.
Average prices by travel date
For the next 30 days, the cost of a one-way train trip from Chicago to Stamford will range from $256 to $496. If you're planning to travel by train to Stamford in the upcoming week, the cheapest train ticket from Chicago you can find in the next 7 days is $289. Be sure to book your trip in advance as train ticket prices typically increase as your travel date approaches.
Monthly average prices
Prices as travel date approaches
Planning ahead pays off when it comes to booking your train trip from Chicago to Stamford. By reserving your ticket on Wanderu at least 20 days before departure, you can save around $200.31. Don't miss out on these savings — book in advance!
Which train should you take from Chicago to Stamford?
Amtrak is the one and only train line which connects Chicago to Stamford. However, there are 3 trains per day to choose from.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 3 | 1d 0h 12m | $407.48 |
Amtrak is the largest passenger railroad service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 3 Amtrak trains from Chicago to Stamford every day, as well as 3 trips on the weekends, with prices starting from $248.
Frequently Asked Questions
The distance between Chicago and Stamford is approximately 731 miles, or 1176 kilometers. The average train journey between these two cities takes 24 hours and 12 minutes, although the absolute fastest you could get there is 22 hours and 48 minutes.
Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
Trains from Chicago to Stamford are the most crowded on Saturday. Tickets also tend to be more expensive then. If you are looking for a great deal on your train tickets or just want extra room to stretch out, consider traveling on Monday instead, as it tends to be the least crowded day of the week.
The earliest train departs Chicago at 6:00pm while the last train of the day leaves at 6:00pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
There are 3 scheduled trains on most days. Unfortunately, none of them are direct connections, so you will need to disembark from your original train and board a connecting train during your journey. Don't forget to bring your carry-on luggage when you switch trains. In some instances, you may also be responsible for transferring your own checked baggage.
You can also take a train for your return trip from Stamford to Chicago.
City Information
Chicago
Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials and a top destination in Illinois.
You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.
Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.
Stamford
Stamford is one of the most populous cities in the state of Connecticut, and many residents commute into New York City, about 30 miles southwest. You can even see NYC from Greenwich Point Park, a scenic spot on Long Island Sound. But don't get too distracted by the Big Apple; there is plenty to enjoy in Stamford itself!
The Stamford Museum and Nature Center is a 118-acre museum that includes a working farm, an art gallery, outdoor trails, a planetarium, an otter pond, and endless activities for visitors of all ages. Visitors of legal ages will also love the many clubs, bars, and breweries in downtown Stamford. Some popular spots for drinks and dinner are Olio, Brasitas, and ZAZA Italian Gastrobar.
Stamford is a major transportation hub for travelers in the region. The Stamford train station is the second-busiest in the Metro-North system, after only Grand Central Station. Commuter rails connect Stamford to New York City and New Haven, and Amtrak trains provide service to Boston, Washington, and beyond. Or, OurBus and Greyhound offer intercity bus tickets as a more affordable alternative to trains. Stamford benefits from many airports in the region, but the closest international airport is LaGuardia in Queens.
Station Information
Where is the train station in Chicago?
Image credit: Jeramey Jannene
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Main departure station: Chicago (Union Station), Illinois
The historic Chicago Union Station is the United States' third busiest train station and a hub for 15 Amtrak train lines with destinations throughout the country. The station also serves bus carriers like Greyhound, Indian Trails and Jefferson Lines, and offers connections to Metra commuter lines. Union Station is also just a quick walk to the nearest Chicago L lines. The current station was built in 1925, to replace the original one dating back to 1881, and today wows visitors with its impressive facade, massive columns, and opulent Great Hall. Located right in downtown and adjacent to the Chicago Loop, Union Station is equipped with many services and amenities, including phone charging stations, shops, and various food and drink options.
All train stations in Chicago:
Chicago (Union Station), Illinois
Where is the train station in Stamford?
Main arrival station: Amtrak/Metro North Station
Stamford has one train station.
Train stations in Stamford:
Amtrak/Metro North Station
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