The cheapest and fastest trains from Greenwood, MS to Chicago, IL
Cheapest price
$187
Average price
$187
Fastest journey
1 d 2 h 7 m
Average duration
1 d 2 h 7 m
Trains per day
1
Distance
953 km
The best way to find a cheap train ticket from Greenwood, MS to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Greenwood, MS to Chicago, IL will cost around $187 if you buy it on the day, but the cheapest tickets can be found for only $187.
Of the 1 trains that leave Greenwood, MS for Chicago, IL on Tue, Mar 24, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Tue, Mar 24 the direct trains cover the 953 km distance in an average of 1 d 2 h 7 m but if you time it right, some trains will get you there in just 1 d 2 h 7 m .
On Tue, Mar 24 the slowest trains will take 1 d 2 h 7 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.


Live departures
Greenwood, MS to Chicago, IL train times
The table below shows live departures for Greenwood, MS to Chicago, IL trains for tomorrow, Sunday, March 22. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 1:38 AM Greenwood, MS | 26h07 | 3:45 AM Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Greenwood, MS to Chicago, IL by train
Compare train prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Mar 23
Mar 24
Mar 25
Mar 26
Mar 27
Mar 28
Mar 29
Journey information
Overview: Train from Greenwood, MS to Chicago, IL
Trains from Greenwood, MS to Chicago, IL run on average 3 times per day, taking around 13h 34m. Cheap train tickets for this journey start at $130 (€106) if you book in advance.
There are 1 trains per day. The earliest train runs at 08:15, the last at 21:05. The fastest train covers the 592 miles (953 km) distance in 13h 37m.
Distance 592 miles (953 km) |
Average train duration 13h 34m |
Cheapest ticket price $130 (€106) |
Trains per day 3 |
Direct trains 1 |
Fastest train 13h 37m |
First train 08:15 |
Last train 21:05 |
Cheapest month Apr |
Cheapest day Tue |
High season Jul - Sep |
Low season Jan - Mar |
Best day to book ahead 14 days |
Train companies: Amtrak from Greenwood, MS to Chicago, IL trainsAmtrak trains will get you between Greenwood, MS and Chicago, IL from $130 (€106). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
FAQs: Trains from Greenwood, MS to Chicago, IL
Find answers to the most common questions about traveling from Greenwood, MS to Chicago, IL by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

popular train stations
Popular train stations from Greenwood, MS to Chicago, IL
- 6:00 AM - 10:00 PM Monday - Sunday
- Parking is available at the station.
- Outside the main entrance.
- Ramps.
- Located in the main hall
- Free
- The station has an enclosed waiting area.
- Bus: Local bus services available
- 5:00 AM - 12:00 AM Monday - Sunday
- Free
- The car park is open 7 days a week from 5:00 a.m. to 12:00 a.m. Departures can be made outside of opening hours. Access via Canal Street.
- The Chicago Firehouse Restaurant
- Lou Mitchell's
- Outside the main entrance.
- Elevators, ramps, restrooms.
- $1
- The Kimpton Gray Hotel
- JW Marriott Chicago
- W Chicago - City Center
- Located in the main hall
- Located in the main hall
- Avis
- Budget
- Enterprise
- Located in the main hall
- Free
- Hall 1: main entrance, Amtrak services
- Hall 2: Metra services
- Hall 3: food court and retail shops
- Bus: Several lines available
- CTA: Blue Line, Pink Line
Most popular train connections from Greenwood, MS
More options for your journey from Greenwood, MS to Chicago, IL
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