Next departures for Greenville to Chicago on November 25
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Train
Greenville Station
Chicago (Union Station), IL
CheapestFastest
Train
Greenville Station
Chicago (Union Station), IL
No tags
Next departures for Greenville to Chicago on November 26
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Train
Greenville Station
Chicago (Union Station), IL
CheapestFastest
Train
Greenville Station
Chicago (Union Station), IL
No tags
Next departures for Greenville to Chicago on November 28
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Vehicle type
Departure time
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Train
Greenville Station
Chicago (Union Station), IL
CheapestFastest
Train
Greenville Station
Chicago (Union Station), IL
No tags
Last refresh of the prices: Last Thursday at 9:26 PM EST.
Compare 2 ways to go from Greenville to Chicago
We recommend taking the bus
Among the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 21 hours 30 minutes and with fares starting at just $82, it presents an excellent value for a comfortable ride.
Based on 5604 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 $177
Frequently asked questions about traveling from Greenville, SC to Chicago by train
How much does a train ticket from Greenville to Chicago cost?
The average train ticket price from Greenville to Chicago is $301. The best way to find train tickets from Greenville 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 Greenville to Chicago?
A train trip between Greenville and Chicago is around 1d 7h, although the fastest train will take about 1d 7h. This is the time it takes to travel the 561 miles that separates the two cities.
How many daily trains are there between Greenville and Chicago?
The number of trains from Greenville to Chicago can differ depending on the day of the week. On average, there is 1. Some trains are direct while others have layovers. Simplify your train trip from Greenville to Chicago by comparing and selecting the train that fits you travel style and budget on Busbud.
Which train companies travel from Greenville to Chicago?
When taking the train from Greenville to Chicago, you can travel comfortably and safely with Amtrak.
What are the best sights and things to do in Chicago?
Once in Chicago, you can explore the city. The top sights and things to do are Museum of Contemporary Art, Willis Tower (Sears Tower), Chicago Shakespeare Theater on Navy Pier, Navy Pier, Lincoln Park Zoo.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/22
$1,492
11/23
$432
Today
$1,964
11/25
$513
11/26
$231
11/27
No data
11/28
$513
11/29
No data
The cheapest trip from Greenville, SC to Chicago was searched and found on Nov 26, 2025 with a price of $231
To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Greenville, SC to Chicago, as early as possible.
You can expect to pay from $231 to $1,964 for a train ticket from Greenville, SC to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $231 which is on 2025-11-26.