Cheap train tickets from Chicago to Greenwood
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Trip Summary
3 trains operate daily from Chicago to Greenwood. The train trip from Chicago to Greenwood is usually about 18 hours and 26 minutes long. However, traveling on the fastest Amtrak train can get you there in as little as 12 hours and 50 minutes.
| Distance | 594 mi (956 km) |
| Fastest train | 12h 50m |
| Lowest price | $136.30 |
| Trains per day | 1 |
| Most frequent service | Amtrak |
| Train lines | 2 |
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 30 days, the average cost of a train ticket from Chicago to Greenwood was $154.61. Tickets for this route are somewhat expensive, given the distance between Chicago and Greenwood. You have the best chances of scoring the cheapest ticket to Greenwood if you book your train tickets at least 24 days in advance. Waiting to purchase until the day of your trip could end up costing you an extra $71.71.
Average train ticket prices from Chicago to Greenwood by travel date
Over the next 30 days, a one-way train trip from Chicago to Greenwood will cost between $145 and $214. Book in advance to secure the best price in the next few weeks.
Monthly avg. prices
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 April when the average ticket price is only $159. If you're thinking of traveling from Chicago to Greenwood during November, keep in mind that train ticket prices may be higher than usual, with an average price of $208 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
Planning ahead pays off when it comes to booking your train trip from Chicago to Greenwood. By reserving your ticket on Wanderu at least 24 days before departure, you can save around $71.71. Don't miss out on these savings — book in advance!
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:
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 2 | 21h 6m | $175.14 |
| Amtrak City of New Orleans | 1 | 12h 51m | $181.68 |
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 2 trips on the weekends, with prices starting from $136.
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 18 hours and 26 minutes, although the absolute fastest you could get there is 12 hours and 50 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.
Sunday tends to be the busiest day of the week with travelers taking trains from Chicago to Greenwood. Ticket price also tend to be more expensive on Sunday than other days. If you are hoping to have more room on the train and even save some change check out travel options on Monday instead, as less people travel then and deals are more likely to be found.
The earliest train departs Chicago at 8:00am while the last train of the day leaves at 9:00pm. 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
Image credit: U.S. Department of Agriculture
Link to image attributionGreenwood 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?
Image credit: Jeramey Jannene
Link to image attribution
Main departure 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
Where is the train station in Greenwood?
Main arrival station: Carrollton Ave and E Gibson St
Greenwood has one train station.
Train stations in Greenwood:
Carrollton Ave and E Gibson St
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