The cheapest and fastest trains from Chicago, IL to Greenwood, MS
Cheapest price
$144
Average price
$144
Fastest journey
13 h 25 m
Average duration
13 h 25 m
Trains per day
1
Distance
953 km
The best way to find a cheap train ticket from Chicago, IL to Greenwood, MS is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Greenwood, MS will cost around $144 if you buy it on the day, but the cheapest tickets can be found for only $144.
Of the 1 trains that leave Chicago, IL for Greenwood, MS on Tue, Jun 23, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Tue, Jun 23 the direct trains cover the 953 km distance in an average of 13 h 25 m but if you time it right, some trains will get you there in just 13 h 25 m .
On Tue, Jun 23 the slowest trains will take 13 h 25 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.
2:05 AM13h25Chicago, IL3:30 PMGreenwood, MS$1441One-way0 transfers
2:05 AM13h25Chicago, IL3:30 PMGreenwood, MS$1441One-way0 transfers
Travel Information
Compare train for Chicago, IL to Greenwood, MS
Omio recommends booking the train as it is the most popular option from Chicago, IL to Greenwood, MS among Omio's users. If you are prioritising price take the train with prices starting from $144. For those with little time consider booking a train which can get you there in 13h 9m. The ticket price range depends on the travel mode: a train costs an average of $144, and a train costs an average of $144.
Distance: 592 miles (953 km)
Compare train with
Most popular Train | Driving |
|---|---|
$165 Average price Cheapest | $46 Average price (fuel + tolls) |
13h 39m Average total duration Fastest 13h 9m Onboard + 30m Additional time* | 9h 32m Average total duration (door-to-door) |
![]() Most popular train company | Your own car or car rental |
Direct Options | Direct Options |
Tickets start at around $165 (€135) compared to roughly $46 (€38) in fuel and tolls — a saving of about $-118.15 (€-96.70). The journey takes 13h 9m versus 9h 32m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
Live departures
Chicago, IL to Greenwood, MS train times
The table below shows live departures for Chicago, IL to Greenwood, MS trains for tomorrow, Monday, June 22. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 2:05 AM Chicago, IL | 13h25 | 3:30 PM Greenwood, MS | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chicago, IL to Greenwood, MS 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.
Jun 22
Jun 23
Jun 24
Jun 25
Jun 26
Jun 27
Jun 28
Journey information
Overview: Train from Chicago, IL to Greenwood, MS
Trains from Chicago, IL to Greenwood, MS run on average 3 times per day, taking around 13h 9m. Cheap train tickets for this journey start at $144 (€118) 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 25m.
Distance 592 miles (953 km) |
Average train duration 13h 9m |
Cheapest ticket price $144 (€118) |
Trains per day 3 |
Direct trains 1 |
Fastest train 13h 25m |
First train 8:15 AM |
Last train 9:05 PM |
Cheapest Month Aug |
Cheapest Day Sun |
High Season Jul - Sep |
Low Season Apr - Jun |
Busiest Day Fri |
Least Busy Day Fri |
Best time to book 28 days |
Train companies: Amtrak from Chicago, IL to Greenwood, MS trainsAmtrak trains will get you between Chicago, IL and Greenwood, MS from $144 (€118). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
FAQs: Trains from Chicago, IL to Greenwood, MS
Find answers to the most common questions about traveling from Chicago, IL to Greenwood, MS 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 Greenwood, MS, this guide helps you travel smarter and with confidence.

popular train stations
Popular train stations from Chicago, IL to Greenwood, MS
Most Chicago, IL to Greenwood, MS trains use the Union Station to Greenwood Amtrak Station station pair. Use this guide to compare Chicago, IL and Greenwood, MS train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Which Chicago, IL station do trains to Greenwood, MS leave from?
Getting to Union Station from Chicago city centre
Union Station is 3 km from Chicago city centre. Public transport options include:
Union Station train station facilities and services
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food and drink
Food options include: The Chicago Firehouse Restaurant, Lou Mitchell's
Wi-Fi and ATMs
Free. ATMs are available in the train station.
Tickets and information
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage and lost property
Luggage storage is available at Union Station. Lost and found is available at the station.
Parking, taxis and toilets
Available at Union Station: Parking, Taxis, WC.
Bike and car services
Available at Union Station: Bike Parking, Car Rental.
Accessibility
Accessibility facilities are available at Union Station: Elevators, ramps, restrooms.
Shops, hotels and contact
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
Which Greenwood, MS station do trains from Chicago, IL arrive at?
Getting to Greenwood Amtrak Station from Greenwood city centre
Greenwood Amtrak Station train station facilities and services
Greenwood Amtrak Station has practical services for this route, including Parking, Dining, Taxis, Accessibility, WC, Ticket Office, Information Desk, and Luggage Carts.
Food and drink
Food and drink options are available at Greenwood Amtrak Station.
Tickets and information
Ticket office support is available at Greenwood Amtrak Station. Information desks are located in the main hall.
Parking, taxis and toilets
Available at Greenwood Amtrak Station: Parking, Taxis, WC.
Accessibility
Accessibility facilities are available at Greenwood Amtrak Station: Ramps.
Most popular train connections from Chicago, IL
More options for your journey from Chicago, IL to Greenwood, MS
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