Next departures for Chicago to Jackson on November 20
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
Jackson Station
CheapestFastest
Train
Chicago (Union Station), IL
Jackson Station
No tags
Train
Chicago (Union Station), IL
Jackson Station
No tags
Train
Chicago (Union Station), IL
Jackson Station
No tags
Train
Chicago (Union Station), IL
Jackson Station
No tags
Next departures for Chicago to Jackson on November 21
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
Jackson Station
CheapestFastest
Train
Chicago (Union Station), IL
Jackson Station
No tags
Train
Chicago (Union Station), IL
Jackson Station
No tags
Train
Chicago (Union Station), IL
Jackson Station
No tags
Train
Chicago (Union Station), IL
Jackson Station
No tags
Last refresh of the prices: Yesterday at 10:04 PM CST.
Compare 2 ways to go from Chicago to Jackson
We recommend taking the train
Among the sustainable travel choices, the train stands out as the good way to reach Jackson. The journey takes about 19 hours 7 minutes and with fares starting at just $104, it presents an excellent value for a comfortable ride.
Based on 5594 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 $104
Frequently asked questions about traveling from Chicago to Jackson, MS, US by train
How much does a train ticket from Chicago to Jackson cost?
The average train ticket price from Chicago to Jackson is $155. The best way to find train tickets from Chicago to Jackson 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 Chicago to Jackson?
A train trip between Chicago and Jackson is around 19h 7m, although the fastest train will take about 15h 7m. This is the time it takes to travel the 674 miles that separates the two cities.
How many daily trains are there between Chicago and Jackson?
The number of trains from Chicago to Jackson can differ depending on the day of the week. On average, there are 2. Some trains are direct while others have layovers. Simplify your train trip from Chicago to Jackson by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Chicago to Jackson?
When taking the train from Chicago to Jackson, you can travel comfortably and safely with Amtrak.
What are the best sights and things to do in Jackson?
Once in Jackson, you can explore the city. The top sights and things to do are Jackson Hole Children's Museum, Jackson Hole Adventure Center, Hennes Studio and Gallery, National Museum of Wildife Art, Jackson Hole Whitewater.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/17
$148
11/18
$143
Today
$166
11/20
$213
11/21
$178
11/22
$121
11/23
$148
11/24
$178
The cheapest trip from Chicago to Jackson, MS, US was searched and found on Nov 22, 2025 with a price of $121
To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to Jackson, MS, US, as early as possible.
You can expect to pay from $121 to $550 for a train ticket from Chicago to Jackson, MS, US based on the last 2 days. You can expect to find the cheapest price for the trip at $121 which is on 2025-11-22.