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Trip Summary
There are usually 4 daily train trips available from Bridgeport to Chicago. Traveling by train from Bridgeport to Chicago usually takes 25 hours and 8 minutes, but the fastest Amtrak train can make the trip in 22 hours and 44 minutes.
| Distance | 747 mi (1203 km) |
| Fastest train | 22h 44m |
| Lowest price | $107.00 |
| Most frequent service | Amtrak |
| Train lines | 1 |
What is the price of a train ticket from Bridgeport to Chicago?
Over the past month, a train ticket between Bridgeport and Chicago cost $176.13, on average. Since this route covers a considerable distance, tickets are typically a bit pricier than most train fares. Booking your trip at least 29 days in advance can help you secure tickets at the best price. For same-day bookings, you’ll likely have to pay around $157.14 more.
Monthly avg. prices
Prices as travel date approaches
If you're looking to save on your train trip from Bridgeport to Chicago, book online with Wanderu at least 29 days in advance. That way, you’ll save $157.14 compared to booking your ticket last minute.
Which train should you take from Bridgeport to Chicago?
Amtrak is the one and only train line which connects Bridgeport to Chicago. However, there are 4 trains per day to choose from.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 4 | 1d 1h 8m | $249.54 |
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 4 Amtrak trains from Bridgeport to Chicago every day, as well as 3 trips on the weekends, with prices starting from $107.
Frequently Asked Questions
The distance between Bridgeport and Chicago is approximately 747 miles, or 1203 kilometers. The average train journey between these two cities takes 25 hours and 8 minutes, although the absolute fastest you could get there is 22 hours and 44 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 departing from Bridgeport to Chicago tend to have the most passengers on Thursday. With higher demand ticket prices also tend to be higher on Thursday. If you are trying to snag a cheap train tickets or just want an emptier train you'll have better luck by booking travel departing on Monday as the least number of people tend to travel then.
The earliest train departs Bridgeport at 6:00am while the last train of the day leaves at 12:00pm. 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 4 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 Bridgeport.
City Information
Bridgeport
Image credit: Justin Brockie
Link to image attributionWhile it has fallen on hard times after WW2, Bridgeport has seen many new development projects that have breathed an air of life to the city, making it an attractive destination for many young travelers. The city’s prime attraction is the Klein Memorial Auditorium, which features amazing art-deco architecture and a lavish marble lobby. The auditorium is being used as a theater, so check out their calendar when you’re in town. Nature lovers should consider giving Beardsley Zoo a visit, as it holds a wide variety of ecosystems, including a rainforest building. It is also a good picnic spot if you simply want to lounge around. For those who enjoy learning more about the city and its people, head over to the Barnum Museum.
For those who just can’t have enough steaks, Joseph’s Steakhouse is the place to be. If you wish to try an authentically American culinary experience, Walrus + Carpenter is a famous local spot.
The city’s main bus station is the Greyhound Bus Terminal located at 710 Water St in Downtown Bridgeport. The main Amtrak train station is also located on Water St, just a block south from the bus station. Bridgeport is served by Amtrak’s Northeast Regional and Vermonter lines. The city’s main airport is the Sikorsky Memorial Airport, which is three miles southeast of downtown.
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 Bridgeport?
Image credit: Harold Shapiro
Main departure station: 525 Water St
The Amtrak station in Bridgeport is accessible from 525 Water St, and the unusual design means that the station’s waiting area is part of a raised structure above the six lanes of Water Street. The railroad lines along Pequonnock River are used by local Metro North and CTrail commuter rail, as well as two Amtrak lines: the Northeast Regional from Boston to Roanoke and the Vermonter from St. Albans to Washington, DC. Travelers can connect to the nearby bus terminal on Water St to continue their travels via bus. The station’s downtown location offers easy access to parking garages, fast food, and several nearby hotels.
All train stations in Bridgeport:
525 Water St
Where is the train station in Chicago?
Image credit: Jeramey Jannene
Link to image attribution
Main arrival 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
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