Next train departures
| 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 | Cheapest | ||||
| Train | Chicago (Union Station), IL | Greenwood, MS | Fastest | ||||
| 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 |
Last refresh of the prices: Yesterday at 8:50 PM CST.
Get from Chicago to Greenwood
The journey takes about 16 hours 50 minutes, and with fares starting at just $188, it presents an excellent value for a comfortable ride.
Train companies
Based on 5642 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the WiFi. Amtrak ticket prices on this trip start at $188
Frequently asked questions about travelling 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 at $188. The average price for this train route is around $261. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Chicago to Greenwood?
The average train trip from Chicago to Greenwood takes 16h 50m and covers 957 km. The quickest train gets you there in 12h 50m and is operated by Amtrak.
Which train operators serve the Chicago to Greenwood route?
Several major train operators serve this route, with 2 trains available per day.
What are the earliest and latest departure times for the train from Chicago to Greenwood?
The earliest train from Chicago to Greenwood departs at 8:15am. 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 11, 2025 with a price of $118To 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 $118 to $582 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 $122 which is on 2025-12-16.
