Next departures for Jackson to Chicago on March 13
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Train
Jackson Station
Chicago (Union Station), IL
CheapestFastest
Train
Jackson Station
Chicago (Union Station), IL
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Next departures for Jackson to Chicago on March 14
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Train
Jackson Station
Chicago (Union Station), IL
Cheapest
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Jackson Station
Chicago (Union Station), IL
Fastest
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Jackson Station
Chicago (Union Station), IL
No tags
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Jackson Station
Chicago (Union Station), IL
No tags
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Jackson Station
Chicago (Union Station), IL
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Next departures for Jackson to Chicago on March 15
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Train
Jackson Station
Chicago (Union Station), IL
Cheapest
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Jackson Station
Chicago (Union Station), IL
Fastest
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Jackson Station
Chicago (Union Station), IL
No tags
Train
Jackson Station
Chicago (Union Station), IL
No tags
Train
Jackson Station
Chicago (Union Station), IL
No tags
Next departures for Jackson to Chicago on March 16
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Train
Jackson Station
Chicago (Union Station), IL
Cheapest
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Jackson Station
Chicago (Union Station), IL
Fastest
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Jackson Station
Chicago (Union Station), IL
No tags
Train
Jackson Station
Chicago (Union Station), IL
No tags
Train
Jackson Station
Chicago (Union Station), IL
No tags
Next departures for Jackson to Chicago on March 17
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Train
Jackson Station
Chicago (Union Station), IL
Cheapest
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Jackson Station
Chicago (Union Station), IL
Fastest
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Jackson Station
Chicago (Union Station), IL
No tags
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Jackson Station
Chicago (Union Station), IL
No tags
Train
Jackson Station
Chicago (Union Station), IL
No tags
Next departures for Jackson to Chicago on March 18
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Train
Jackson Station
Chicago (Union Station), IL
Cheapest
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Jackson Station
Chicago (Union Station), IL
Fastest
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Jackson Station
Chicago (Union Station), IL
No tags
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Jackson Station
Chicago (Union Station), IL
No tags
Train
Jackson Station
Chicago (Union Station), IL
No tags
Next departures for Jackson to Chicago on March 19
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Departure time
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Recommended
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Train
Jackson Station
Chicago (Union Station), IL
CheapestFastest
Train
Jackson Station
Chicago (Union Station), IL
No tags
Train
Jackson Station
Chicago (Union Station), IL
No tags
Train
Jackson Station
Chicago (Union Station), IL
No tags
Train
Jackson Station
Chicago (Union Station), IL
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Last refresh of the prices: Today at 4:39 PM CDT.
Compare 2 ways to go from Jackson to Chicago
We recommend taking the train
Among the sustainable travel choices, the Train stands out as a good way to reach Chicago. The journey takes about 19 hours 20 minutes and with fares starting at just $104, it presents an excellent value for a comfortable ride.
Based on 5767 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 Jackson, MS, US to Chicago by train
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the train ticket from Jackson to Chicago?
The cheapest train tickets from Jackson to Chicago start from $104. The average price for this train route is around $127. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the train journey from Jackson to Chicago?
The average train ride duration from Jackson to Chicago is 19h 20m, covering a distance of 675 miles (1089 km). The quickest train can get you there in 15h 35m and is operated by Amtrak.
Which train operators service the Jackson to Chicago route?
Several major train operators operate on this route with 3 trains available per day.
What is the earliest and latest departure time for the train from Jackson to Chicago?
The earliest train departs from Jackson to Chicago at 5:40pm. And the latest train departs at 5:40pm.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
03/10
$158
03/11
$358
Today
$855
03/13
$148
03/14
$184
03/15
$200
03/16
$140
03/17
$143
The cheapest trip from Jackson, MS, US to Chicago was searched and found on Mar 16, 2026 with a price of $140
To 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 $140 to $855 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 $140 which is on 2026-03-16.
What's the cheapest way to go from Jackson, MS, US to Chicago?
The Train is the cheapest travel choice for this destination
The best way to travel between Jackson, MS, US and Chicago is by train. By choosing the train, you'll get to save some money as you travel to your destination, as ticket prices cost $127 on average. If you're on a budget, you'll find cheap tickets from $104. If you're looking for the fastest way to get to Chicago, choose the train, as it will take you from Jackson, MS, US to Chicago in about 19h 20m - that's the fastest way to get there!