Next departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Jackson Station | Chicago (Union Station), IL | Cheapest | |||||
| Jackson Station | Chicago (Union Station), IL | Fastest | |||||
| Jackson Station | Chicago (Union Station), IL | No tags | |||||
| Jackson Station | Chicago (Union Station), IL | No tags | |||||
| Jackson Station | Chicago (Union Station), IL | No tags |
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Compare 2 ways to travel from Jackson to Chicago
Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 19 hours 16 minutes and with fares starting at just US$107, it presents an excellent value for a comfortable ride.
Train Jackson, MS, US to Chicago: Trip Overview
Please note, this information is subject to change.
Train Companies
Based on 5562 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$107
Jackson to Chicago Train
With Busbud, comparing and booking tickets for a train from Jackson to Chicago is a breeze. Browse through an extensive selection of train fares and train schedules to find the best deals.
Train services from Jackson to Chicago will be provided by the most trusted companies.
Whether it is train tickets or first class train tickets going to Chicago from Jackson, we help you find what you're looking for based on how much of a budget you have.
Frequently asked questions on the trip Jackson, MS, US - Chicago
How much does a cheap train ticket from Jackson to Chicago cost?
The average train ticket price from Jackson to Chicago is US$132. The best way to find cheap train tickets from Jackson 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 Jackson to Chicago?
A train trip between Jackson and Chicago is around 19h 16m, although the fastest train will take about 15h 31m. This is the time it takes to travel the 1087 km that separates the two cities.
How many daily train are there between Jackson and Chicago?
The number of trains from Jackson 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 Jackson to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Jackson to Chicago?
When taking the train from Jackson 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 Jackson, MS, US to Chicago was searched and found on 01 Nov 2025 with a price of US$121To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Jackson, MS, US to Chicago as early as possible.
You can expect to pay from US$121 to US$550 for a train ticket from Jackson, MS, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at US$140, 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 Jackson 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.
No matter if you plan to take a regional or high-speed train to Chicago, the planet will thank you. You’ll help to protect the beautiful landscapes that will unfold before your very eyes.
By choosing the train between Jackson 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 Jackson to Chicago while indulging in miles on end of beautiful scenic views.
Did you know?
New York holds the record for the most platforms and track numbers in a single station. Grand Central Station in Manhattan is one of the largest rail terminals in the world with more than 44 platforms and 67 tracks to accommodate passengers.
The first high-speed train line was inaugurated in 1964, in Japan, to connect Tokyo with Osaka. It was during the Olympics that the first passengers travelled aboard the Shinkansen at a speed of 210 km / h.
Railway companies played a major role as early as 1883 in the use of time zones as we know them today.
Top Travelled Train Routes
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