Cheap train tickets from Stamford to Chicago

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Trip Summary

There are usually 3 daily train trips available from Stamford to Chicago. Traveling by train from Stamford to Chicago usually takes 1 day and 5 minutes, but the fastest Amtrak train can make the trip in 21 hours and 51 minutes.

Distance: 731 mi (1176 km)
Fastest train: 21h 51m
Lowest price: CHF 209.62
Trains per day: 3
Most frequent service: Amtrak
Train lines: 1

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Stamford to Chicago Train Schedule

No preview is currently available. Please try another date or search the full schedule.

There are several train options that can take you from Stamford to Chicago:

Amtrak tickets: CHF 126 one-way

See more details

What is the price of a train ticket from Stamford to Chicago?

In the last month, train tickets from Stamford to Chicago cost about CHF 227 when booked at the cheapest time. Considering the distance between Stamford and Chicago, tickets on this route are relatively expensive. Good news! You can find the cheapest tickets if you book your trip at least 17 days prior to the travel date. You’ll likely pay around CHF 110.01 more if you wait to book until the last minute.

Average train ticket prices from Stamford to Chicago by travel date

The cost of a one-way train trip from Stamford to Chicago is expected to stay pretty stable over the next four weeks. No matter which day you travel, you can expect to pay about CHF 164 for your ticket.

Average train ticket prices from Stamford to Chicago by month

Ticket prices for the train from Stamford to Chicago often fluctuate based on the time of year. For the best prices on this route, book in February when the average ticket price is only CHF 203. If you're thinking of traveling from Stamford to Chicago during April, keep in mind that train ticket prices may be higher than usual, with an average price of CHF 298 during this time of year. The best way to score a cheap deal, even in April, is to book your trip well in advance.

Prices as travel date approaches

By booking your train trip from Stamford to Chicago on Wanderu at least 17 days ahead of time, you can save about CHF 110.01 on your ticket. Waiting until the last minute means missing out on these savings!

Which train should you take from Stamford to Chicago?

Amtrak is the one and only train line which connects Stamford to Chicago. However, there are 3 trains per day to choose from.

Train	Daily Trips	Avg. Time	Avg. Price
Amtrak	3	24h 5m	CHF 261.08

Frequently asked questions about traveling by train from Stamford to Chicago

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 Chicago to Stamford.

Trains per day

Direct trains

The distance between Stamford and Chicago is approximately 731 miles. The average train journey between these two cities takes 1 day and 5 minutes, although the absolute fastest you could get there is 21 hours and 51 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.

Distance (mi)

731

Distance (km)

1176

The earliest train departs Stamford at 7:04 AM while the last train of the day leaves at 9:55 PM. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

First train

7:04am

Last train

9:55pm

Trains from Stamford to Chicago are the most crowded on Friday. 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.

Busiest

Friday

Least crowded

Monday

City Information

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 major airport is LaGuardia in Queens.

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.

Station Information

Where is the train station in Stamford?

Main departure station: Amtrak/Metro North Station

There is one train station in Stamford.

All train stations in Stamford:

Amtrak/Metro North Station

Where is the train station in Chicago?

Main arrival station: Union Station

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:

Union Station

Need a return trip from Chicago to Stamford?

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