Previously seen trips
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Chicago (Union Station), IL | Greenwood, MS | No tags | ||||
| Train | Chicago (Union Station), IL | Greenwood, MS | No tags | ||||
| Train | Chicago (Union Station), IL | Greenwood, MS | No tags | ||||
| Train | Chicago (Union Station), IL | Greenwood, MS | No tags | ||||
| Train | Chicago (Union Station), IL | Greenwood, MS | No tags |
Get from Chicago to Greenwood
The journey takes about 16 hours 50 minutes and with fares starting at just $108, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5621 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
Frequently asked questions about traveling from Chicago to Greenwood, MS, US by train
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the train ticket from Chicago to Greenwood?
The cheapest train tickets from Chicago to Greenwood start from $108. The average price for this train route is around $159. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the train journey from Chicago to Greenwood?
The average train ride duration from Chicago to Greenwood is 16h 50m, covering a distance of 593 miles (957 km). The quickest train can get you there in 12h 50m and is operated by Amtrak.
Which train operators service the Chicago to Greenwood route?
Several major train operators operate on this route with 2 trains available per day.
What is the earliest and latest departure time for the train from Chicago to Greenwood?
The earliest train departs from Chicago to Greenwood at 8:15am. And the latest train departs at 8:05pm.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Chicago to Greenwood, MS, US was searched and found on Dec 5, 2025 with a price of $89To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to Greenwood, MS, US, as early as possible.
You can expect to pay from $89 to $412 for a train ticket from Chicago to Greenwood, MS, US based on the last 2 days. You can expect to find the cheapest price for the trip at $89 which is on 2025-12-05.
