Based on 5607 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $129
Frequently asked questions about traveling from Greenwood, MS, US to Chicago by train
How much does a train ticket from Greenwood to Chicago cost?
The average train ticket price from Greenwood to Chicago is $159. The best way to find train tickets from Greenwood to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the train trip from Greenwood to Chicago?
A train trip between Greenwood and Chicago is around 17h 23m, although the fastest train will take about 13h 37m. This is the time it takes to travel the 598 miles that separates the two cities.
How many daily trains are there between Greenwood and Chicago?
The number of trains from Greenwood to Chicago can differ depending on the day of the week. On average, there are 2. Some trains are direct while others have layovers. Simplify your train trip from Greenwood to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Greenwood to Chicago?
When taking the train from Greenwood to Chicago, you can travel comfortably and safely with Amtrak.
What are the best sights and things to do in Chicago?
Once in Chicago, you can explore the city. The top sights and things to do are Museum of Contemporary Art, Willis Tower (Sears Tower), Chicago Shakespeare Theater on Navy Pier, Navy Pier, Lincoln Park Zoo.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/24
$188
11/25
$171
Today
$151
11/27
$131
11/28
$171
11/29
No data
11/30
No data
12/01
$117
The cheapest trip from Greenwood, MS, US to Chicago was searched and found on Dec 1, 2025 with a price of $117
To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Greenwood, MS, US to Chicago, as early as possible.
You can expect to pay from $117 to $502 for a train ticket from Greenwood, MS, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $117 which is on 2025-12-01.
The cheapest trip from Greenwood, MS, US to Chicago was searched and found on Dec 1, 2025 with a price of $117
