Next departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Greenwood, MS | Chicago (Union Station), IL | Cheapest | |||||
| Greenwood, MS | Chicago (Union Station), IL | Fastest | |||||
| Greenwood, MS | Chicago (Union Station), IL | No tags | |||||
| Greenwood, MS | Chicago (Union Station), IL | No tags | |||||
| Greenwood, MS | Chicago (Union Station), IL | No tags |
Last refresh of the prices: Last Monday at 11:29 PM CDT.
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Get from Greenwood to Chicago
The journey takes about 17 hours 23 minutes, and with fares starting at just US$94, it presents an excellent value for a comfortable ride.
Train Greenwood, MS, US to Chicago: Trip Overview
Please note, this information is subject to change.
Train Companies
Based on 5559 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 Wi-Fi. Amtrak ticket prices on this trip start at US$94
Greenwood to Chicago Train
With Busbud, comparing and booking tickets for a train from Greenwood to Chicago is a breeze. Browse through an extensive selection of train fares and train schedules to find the best deals.
We make sure you can find a train service from Greenwood to Chicago from the most reliable train companies operating this trip.
Whether it is train tickets or first class train tickets going to Chicago from Greenwood, we help you find what you're looking for based on how much of a budget you have.
Frequently asked questions on the trip Greenwood, MS, US - Chicago
How much does a cheap train ticket from Greenwood to Chicago cost?
The average train ticket price from Greenwood to Chicago is US$145. The best way to find cheap 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 965 km that separates the two cities.
How many daily train 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 include transferring trains. 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.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Greenwood, MS, US to Chicago was searched and found on 03 Nov 2025 with a price of US$83To 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 US$83 to US$412 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 US$83, which is on 2025-11-03.
About Train Travel
Train Travel Tips
Taking the fastest trains allows you to travel at speeds greater than 300 km/h. Taking a trip from Greenwood to Chicago is not only much quicker but more comfortable too! You can usually travel directly to the city centre and save time while you're at it.
Regional train? High-speed train? Whichever train to Chicago you take, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.
By choosing the train between Greenwood and Chicago, you emit up to 30 times less CO2 than for the same journey made by plane or car!
Tune out to the fine sounds of your best music playlist on your train trip from Greenwood to Chicago while indulging in miles on end of beautiful scenic views.
Did you know?
Railway companies played a major role as early as 1883 in the use of time zones as we know them today.
The magnetic levitation train (Maglev for short) is currently the fastest train in the world. With a speed of 603 km/ h, it is closely followed by the French high-speed train (574.8 km / h) which remains in 2020, the fastest train to date
You can find dogs as passengers on the trains of Moscow, where there is a large number of stray dogs. Over time, the dogs have learned the inner workings of the rail system and it is not uncommon to find one travelling between the city and the suburbs.
Top Travelled Train Routes
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