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Cheap train tickets from Chicago to Stamford
Find and compare the best ground travel options in one place.
Trip Summary
There are usually 3 daily train trips available from Chicago to Stamford. Travelling by train from Chicago to Stamford usually takes 1 day and 28 minutes, but the fastest Amtrak train can make the trip in 23 hours and 55 minutes.
- Distance
- 731 mi (1176 km)
- Fastest train
- 23h 55m
- Lowest price
- US$230.00
- Trains per day
- 3
- Most frequent service
- Amtrak
- Train lines
- 1
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Chicago to Stamford Train Timetable
Is it better to travel by coach or train from Chicago to Stamford?
There are usually 4 daily coach trips from Chicago to Stamford.
Train | Coach | |
|---|---|---|
Avg. Price | Avg. PriceUS$350.05 | Avg. PriceUS$164.29Cheaper |
Daily Trips | Daily Trips3 | Daily Trips4 |
Duration | Duration24h 28mFaster | Duration29h 27m |
There are several train options that can take you from Chicago to Stamford:
See more detailsWhat is the price of a train ticket from Chicago to Stamford?
In the last month, train tickets from Chicago to Stamford cost about US$260 when booked at the cheapest time. Considering the distance between Chicago and Stamford, tickets on this route are relatively expensive. Good news! You can find the cheapest tickets if you book your trip at least 8 days prior to the travel date. You’ll likely pay around US$255 more if you wait to book until the last minute.
Average train ticket prices from Chicago to Stamford by travel date
Over the next 30 days, a one-way train trip from Chicago to Stamford will cost between US$118 and US$453. Book in advance to secure the best price in the next few weeks.
Average train ticket prices from Chicago to Stamford by month
Ticket prices for the train from Chicago to Stamford often fluctuate based on the time of year. For the best prices on this route, book in September when the average ticket price is only US$267. If you're thinking of travelling from Chicago to Stamford during May, keep in mind that train ticket prices may be higher than usual, with an average price of US$398 during this time of year. The best way to score a cheap deal, even in May, is to book your trip well in advance.
Prices as travel date approaches
By booking your train trip from Chicago to Stamford on Wanderu at least 8 days ahead of time, you can save about US$255 on your ticket. Waiting until the last minute means missing out on these savings!
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 | 24h 28m | US$350.05 |
Amtrak is the largest passenger railway 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 toilet, free WiFi and power sockets 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 at the weekends, with prices starting from US$180.
Frequently asked questions about travelling by train from Chicago to Stamford
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 hand 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. If you're not set on travelling by train, you could always take the coach from Chicago to Stamford for US$103.
Trains per day
3
Direct trains
0
The distance between Chicago and Stamford is approximately 731 miles. The average train journey between these two cities takes 1 day and 28 minutes, although the absolute fastest you could get there is 23 hours and 55 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 patchy signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and films 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 Chicago at 18:40 while the last train of the day leaves at 18:40. To see all scheduled departure times, use the search function on this page to get the full timetable for your specific travel dates.
First train
6:40pm
Last train
6:40pm
Trains from Chicago to Stamford are the most crowded on Monday. 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 travelling on Tuesday instead, as it tends to be the least crowded day of the week.
Busiest
Monday
Least crowded
Tuesday
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 holiday 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 neighbourhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theatre, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transport 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 coach 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 transport hub for travellers 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 coach 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.
Station Information
Where is the train station in Chicago?
Main departure 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 coach 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
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
Need a return trip from Stamford to Chicago?
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