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Cheap train tickets from Chicago to Greenwood

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Chicago to Greenwood Train Schedule

Trip Summary

There are usually 3 daily train trips available from Chicago to Greenwood. Traveling by train from Chicago to Greenwood usually takes 19 hours and 3 minutes, but the fastest Amtrak train can make the trip in 13 hours and 25 minutes.

Distance594 mi (956 km)
Fastest train13h 25m
Lowest price£66.98
Trains per day1
Most frequent serviceAmtrak
Train lines2

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Train Trip Reviews from Wanderu Customers

Average score for trains from Chicago to Greenwood

(Based on 1 ratings and reviews)

5.0

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

In the last month, the average price of a train ticket from Chicago to Greenwood was £91.75. This is somewhat expensive compared to other train fares, but it makes sense given the route’s long distance. Good news! You can find the cheapest tickets if you book your trip at least 28 days prior to the travel date. You’ll likely pay around £46.72 more if you wait to book until the last minute.

Average train ticket prices from Chicago to Greenwood by travel date

£123£82£41JulAug

Over the next 30 days, a one-way train trip from Chicago to Greenwood will cost between £77 and £123. Book in advance to secure the best price in the next few weeks.

Average train ticket prices from Chicago to Greenwood by month

£130£104£78£52£26ASONDJFMAMJJ
Ticket prices for the train from Chicago to Greenwood 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 £95. If you're thinking of traveling from Chicago to Greenwood during December, keep in mind that train ticket prices may be higher than usual, with an average price of £118 during this time of year. The best way to score a cheap deal, even in December, is to book your trip well in advance.

Prices as travel date approaches

£149£119£89£60£303020100

By booking your train trip from Chicago to Greenwood on Wanderu at least 28 days ahead of time, you can save about £46.72 on your ticket. Waiting until the last minute means missing out on these savings!

Which train should you take from Chicago to Greenwood?

2 train services operate from Chicago to Greenwood. Amtrak usually has more trains scheduled, with 2 trips per day. That said, it's still worth comparing the prices and trip durations:

TrainDaily TripsAvg. TimeAvg. Price
Amtrak221h 49m£101.06
Amtrak City of New Orleans113h 25m£115.80
  • 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 2 Amtrak trains from Chicago to Greenwood every day, as well as 3 trips on the weekends, with prices starting from £67.

  • The City of New Orleans is an Amtrak route that runs daily trains from Chicago to New Orleans and vice versa. The City of New Orleans includes a sightseer lounge with panoramic windows for the best views of the five states along the route. Affordable Coach seats cost about for a trip from Chicago to Greenwood. However, the City of New Orleans also offers private roomettes and bedrooms for added comfort and luxury (and a higher price). Passengers who book sleeper accommodations will enjoy included meals, and all passengers can stop into the cafe car to purchase meals and snacks.

Frequently asked questions about traveling by train from Chicago to Greenwood

The distance between Chicago and Greenwood is approximately 594 miles, or 956 kilometers. The average train journey between these two cities takes 19 hours and 3 minutes, although the absolute fastest you could get there is 13 hours and 25 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 Greenwood 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 Wednesday instead, as it tends to be the least crowded day of the week.

The earliest train departs Chicago at 8:00am while the last train of the day leaves at 10:00pm. 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. There is one direct train, which you can stay on for the entire journey from Chicago to Greenwood. In contrast, taking a non-direct train would require you to transfer trains during your trip.

You can also take a train for your return trip from Greenwood 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.

Greenwood

Greenwood, MS, US - GWD-0

Image credit: U.S. Department of Agriculture

Link to image attribution

Greenwood is a city in Mississippi, at the eastern edge of the Mississippi Delta region. It is also called the Cotton Capital of the World and is the center of the civil rights movement in the United States. Greenwood was pushed under the national spotlight after the murder of Emmett Louis Till. This triggered civil rights movements in the city, and you can pay your respects at the Emmett Till Historical Marker. Greenwood features diverse historical sites and museums like the Fort Pemberton Memorial Park and Museum of the Mississippi Delta. You can expect a gorgeous view from the Tallahatchie Bridge or take walks on the Mississippi Blues Trail.

Greenwood is constantly organizing festivals like the AgFest celebrating the agriculture community and the Stars & Stripes Festival, which pays tribute to veterans. The downtown area is the best place to explore and is highly walkable, so you can take a self-guided tour and visit the local stores and restaurants. Once night falls, you can check out the theatres and arenas for shows or have craft beers at some of their cafés and bars.

Amtrak has daily trips to Greenwood from nearby cities. Bus lines are provided within the town by the Mississippi Department of Transportation.

Station Information

Where is the train station in Chicago?

Chicago, IL - Union Station - CHIUST-0

Image credit: Jeramey Jannene

Link to image attribution

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 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

Where is the train station in Greenwood?

Main arrival station: Carrollton Ave and E Gibson St

Greenwood has one train station.

All train stations in Greenwood:

  • Carrollton Ave and E Gibson St

Get around town with Moovit

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Need a return trip from Greenwood to Chicago?

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