Cheap train tickets from New Haven to Chicago
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Trip Summary
There are usually 5 daily train trips available from New Haven to Chicago. Traveling by train from New Haven to Chicago usually takes 25 hours and 35 minutes, but the fastest Amtrak train can make the trip in 23 hours and 4 minutes.
| Distance | 760 mi (1223 km) |
| Fastest train | 23h 4m |
| Lowest price | $153.00 |
| Trains per day | 0 |
| Most frequent service | Amtrak |
| Train lines | 1 |
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New Haven to Chicago Train Schedule
Is it better to travel by train or bus from New Haven to Chicago?
There are usually 10 daily bus trips available from New Haven to Chicago.
Train | Bus | |
|---|---|---|
Avg. Price | Avg. Price$254.23 | Avg. Price$204.26Cheaper |
Daily Trips | Daily Trips5 | Daily Trips10 |
Duration | Duration25h 35mFaster | Duration28h 23m |
There are several train options that can take you from New Haven to Chicago:
See more detailsWhat is the price of a train ticket from New Haven to Chicago?
In the last month, the average price of a train ticket from New Haven to Chicago was $223.88. Considering the distance between New Haven and Chicago, tickets on this route are relatively expensive. Good news! You can find the cheapest tickets if you book your trip at least 29 days prior to the travel date. You’ll likely pay around $114.55 more if you wait to book until the last minute.
Average train ticket prices from New Haven to Chicago by travel date
Over the next 30 days, a one-way train trip from New Haven to Chicago will cost between $196 and $277. Book in advance to secure the best price in the next few weeks.
Average train ticket prices from New Haven to Chicago by month
Ticket prices for the train from New Haven 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 $223. If you're thinking of traveling from New Haven to Chicago during November, keep in mind that train ticket prices may be higher than usual, with an average price of $342 during this time of year. The best way to score a cheap deal, even in November, is to book your trip well in advance.
Prices as travel date approaches
By booking your train trip from New Haven to Chicago on Wanderu at least 29 days ahead of time, you can save about $114.55 on your ticket. Waiting until the last minute means missing out on these savings!
What train companies travel from New Haven to Chicago?
There are multiple trains that travel from New Haven to Chicago, including Amtrak. Here is what you should know about the 1 most popular train lines:
| TRAIN | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 5 | 25h 35m | $254.23 |
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 5 Amtrak trains from New Haven to Chicago every day, as well as 6 trips on the weekends, with prices starting from $153.
Frequently asked questions about traveling by train from New Haven to Chicago
There are 5 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 New Haven. If you're not set on traveling by train, you could always take the bus from New Haven to Chicago for $102.
TRIPS PER DAY
5
DIRECT TRIPS
0
The distance between New Haven and Chicago is approximately 760 miles, or 1223 kilometers. The average train journey between these two cities takes 25 hours and 35 minutes, although the absolute fastest you could get there is 23 hours and 4 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)
760
DISTANCE (KM)
1223
The earliest train departs New Haven at 5:34am while the last train of the day leaves at 9:10pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
EARLIEST TRAIN
5:34am
LATEST TRAIN
9:10pm
Trains from New Haven to Chicago are the most crowded on Tuesday. 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 Sunday instead, as it tends to be the least crowded day of the week.
MOST CROWDED
Tuesday
LEAST CROWDED
Sunday
City Information
New Haven
Sitting on the mouth of the Quinnipiac River of Connecticut, New Haven has been the home of the esteemed Yale University for more than 300 years. The quaint college town, with its cultural significance, has long been a highly-rated destination for culturally-inclined travelers. The first thing to do in New Haven is to visit the Yale campus, which was designed by famous architects such as Eero Saarinen and Frank O. Gehry. Don’t forget to check out the university’s visitor center as well, which houses impressive historical displays. Other interesting destinations on the premises are the Yale University Art Gallery and the Yale Peabody Museum of Natural History. If you wish to take a break from the urban environment and go hunting for some amazing nature shots, East Rock Park will be a premier choice. Inside the park is the Pardee Rose Garden, which features more than 50 varieties of roses blooming in June and July.
New Haven is a popular destination for foodies, and its greatest offering is pizza. New Haven’s special pizza, also known as “apizza,” is a must-try when you are in town, and the best place to try this delicacy is at Pepe’s, its birthplace. Another establishment to check out is Louis’ Lunch, which has been serving delightful fast food since 1895.
The central hub of transportation in the city is Union Station, where travelers can catch Amtrak trains or buses by Greyhound and Flixbus for intercity transits. Air services are handled by the Tweed New Haven Regional Airport, located 3 miles east of the business district.
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 does the train leave from in New Haven?
Main departure station: Union Station
Union Station in New Haven is Connecticut’s most important transportation hub and is also one of the busiest stations in Amtrak’s national rail network. The station serves interstate Amtrak passenger trains that run along the Northeast Corridor between Washington, DC and Boston. Additionally, there are several commuter rail services operated by Amtrak, MTA and CTrail that connect New Haven to the likes of New York and Hartford. Union Station also accommodates CTtransit’s local buses services as well as intercity bus travel from carriers including Greyhound and Peter Pan Bus Lines. In addition, a free shuttle service is available from Union Station to New Haven Green in the city’s modern downtown.
All train stations in New Haven:
- Union Station
- State Street Station
Where does the train arrive 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 New Haven?
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