How much does a train ticket from Greenwood to Chicago cost?

The average train ticket price from Greenwood to Chicago is $145. 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.

Train Greenwood to Chicago from $86 | Refundable Tickets

Next train departures

Next departures for Greenwood to Chicago on November 24
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	7:37pm	Greenwood, MS	13h 38m	9:15am	Chicago (Union Station), IL	CheapestFastest
Train	7:37pm	Greenwood, MS	13h 38m	9:15am	Chicago (Union Station), IL	No tags
Train	7:37pm	Greenwood, MS	17h 23m	1:00pm	Chicago (Union Station), IL	No tags
Train	7:37pm	Greenwood, MS	17h 23m	1:00pm	Chicago (Union Station), IL	No tags
Train	7:37pm	Greenwood, MS	1d 2h	9:45pm	Chicago (Union Station), IL	No tags

Next departures for Greenwood to Chicago on November 25
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	7:37pm	Greenwood, MS	13h 38m	9:15am	Chicago (Union Station), IL	CheapestFastest
Train	7:37pm	Greenwood, MS	13h 38m	9:15am	Chicago (Union Station), IL	No tags
Train	7:37pm	Greenwood, MS	17h 23m	1:00pm	Chicago (Union Station), IL	No tags
Train	7:37pm	Greenwood, MS	17h 23m	1:00pm	Chicago (Union Station), IL	No tags
Train	7:37pm	Greenwood, MS	1d 2h	9:45pm	Chicago (Union Station), IL	No tags

Last refresh of the prices: Yesterday at 10:58 PM CST.

Get from Greenwood to Chicago

This route is served by train only

The journey takes about 17 hours 23 minutes and with fares starting at just $108, it presents an excellent value for a comfortable ride.

2train per day

17h 23mAverage Duration

593 milesDistance

87kgCO₂ emissions

Train Companies

Amtrak

4/55,601 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5601 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 $108

Train and bus companies in US:Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

Frequently asked questions about traveling from Greenwood, MS, US to Chicago by train

How much does a train ticket from Greenwood to Chicago cost?
How long is the train trip from Greenwood to Chicago?
How many daily trains are there between Greenwood and Chicago?
Which train companies travel from Greenwood to Chicago?
What are the best sights and things to do in Chicago?

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found

11/21

$502

11/22

$152

Today

$131

11/24

$188

11/25

$131

11/26

$107

11/27

$107

11/28

$131

The cheapest trip from Greenwood, MS, US to Chicago was searched and found on Nov 26, 2025 with a price of $107

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 $107 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 $107 which is on 2025-11-26.