4.9
4.6The cheapest and fastest trains from Jackson, MS to Chicago, IL
Cheapest price
$156
Average price
$386
Fastest journey
15 h 35 m
Average duration
21 h 50 m
Trains per day
2
Distance
1085 km
The best way to find a cheap train ticket from Jackson, MS to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Jackson, MS to Chicago, IL will cost around $386 if you buy it on the day, but the cheapest tickets can be found for only $156.
Of the 2 trains that leave Jackson, MS for Chicago, IL on Fri, May 22, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, May 22 the direct trains cover the 1085 km distance in an average of 21 h 50 m but if you time it right, some trains will get you there in just 15 h 35 m .
On Fri, May 22 the slowest trains will take 1 d 4 h 5 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
11:40 PM28h05Jackson, MS3:45 AMChicago, IL$1561One-way0 transfers- 10:40 PM15h35Jackson, MS2:15 PMChicago, IL$6161One-way0 transfers
- 10:40 PM15h35Jackson, MS2:15 PMChicago, IL$6161One-way0 transfers
- 11:40 PM28h05Jackson, MS3:45 AMChicago, IL$1561One-way0 transfers
Travel Information
Compare train, bus, and flight for Jackson, MS to Chicago, IL
Omio recommends booking the train as it is the most popular option from Jackson, MS to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from $120. For those with little time consider booking a flight which can get you there in 4h 13m. The ticket price range depends on the travel mode: a train costs an average of $120, and a flight costs an average of $172.
Distance: 674 miles (1085 km)
Compare train with
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$210 Average price Cheapest | $418 Average price | $233 Average price | $151 Average price (fuel + tolls) |
16h 2m Average total duration 15h 32m Onboard + 30m Additional time* | 7h 13m Average total duration Fastest 4h 13m Onboard + 3h 0m Additional time* | 19h 52m Average total duration 19h 22m Onboard + 30m Additional time* | 10h 48m Average total duration (door-to-door) |
Most popular train company |  Most popular airline |  Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Jackson, MS to Chicago, IL:
A train is $23 (€19) less than a bus for this route with tickets for a bus from Jackson, MS to Chicago, IL costing on average $233 (€189).
A train is $208 (€169) less than a flight for this route with tickets for a flight from Jackson, MS to Chicago, IL costing on average $418 (€339).
Other travel options to Chicago, IL take longer:
Train takes on average 15h 32m.
Bus takes on average 19h 22m.
Tickets start at around $210 (€170) compared to roughly $151 (€123) in fuel and tolls — a saving of about $-58.49 (€-47.37). The journey takes 15h 32m versus 10h 48m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
Live departures
Jackson, MS to Chicago, IL train times
The table below shows live departures for Jackson, MS to Chicago, IL trains for tomorrow, Friday, May 22. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 10:40 PM Jackson, MS | 15h35 | 2:15 PM Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Jackson, MS to Chicago, IL by train, bus, or flight
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
May 22
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May 28
Journey information
Overview: Train from Jackson, MS to Chicago, IL
USAUSA
Trains from Jackson, MS to Chicago, IL run on average 3 times per day, taking around 15h 32m. Cheap train tickets for this journey start at $120 (€97) but you can travel from only $109 (€88) by bus.
There are 1 trains per day. The earliest train runs at 08:15, the last at 21:05. The fastest train covers the 674 miles (1085 km) distance in 15h 35m.
Distance 674 miles (1085 km) |
Average train duration 15h 32m |
Cheapest ticket price $120 (€97) |
Trains per day 3 |
Direct trains 1 |
Fastest train 15h 35m |
First train 8:15 AM |
Last train 9:05 PM |
Cheapest Month Feb |
Cheapest Day Tue |
High Season Oct - Dec |
Low Season Apr - Jun |
Busiest Day Thu |
Least Busy Day Sun |
Best time to book 21 days |
Train companies: Amtrak from Jackson, MS to Chicago, IL trainsAmtrak trains will get you between Jackson, MS and Chicago, IL from $109 (€88). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
Traveling by train from Jackson, MS to Chicago, IL
Traveling between Jackson, MS and Chicago, IL is made convenient with Amtrak providing a comfortable train connection. The journey offers scenic views of the American landscape as you traverse through various regions. With multiple departures throughout the week, passengers can enjoy an efficient travel experience while relaxing in spacious seating options. Whether you're heading to explore Chicago's vibrant culture or returning home from a visit to Jackson, this rail service ensures a pleasant ride for all travelers.
Train Connection: Jackson, MS to Chicago, IL
The train connection from Jackson, MS to Chicago, IL takes approximately 15 hours and 31 minutes. There is 1 direct connection available per day between these two cities. Passengers will depart from Jackson Station in Mississippi and arrive at Union Station in Illinois.
Jackson, MS to Chicago, IL Train Connection
The first daily journey departs from Jackson, MS at 20:44 and arrives in Chicago, IL at 23:44. This connection offers travelers a convenient option for evening travel between these two cities.
Train Tickets Price for Jackson, MS to Chicago, IL
The cheapest ticket price for the train connection from Jackson, MS to Chicago, IL is $109 (98.1€). This fare provides a convenient option for travelers looking to journey between these two cities while enjoying scenic views along the way.
Exploring Chicago's Iconic Attractions
Welcome to the Willis Tower, once known as the Sears Tower, which held the title of the tallest building in the world for 25 years after its completion in 1973. This iconic skyscraper is not just a marvel of engineering; it symbolizes Chicago's architectural innovation and resilience, standing tall at 1,450 feet with breathtaking views from its Skydeck on the 103rd floor. One unique feature that sets this landmark apart is The Ledge—glass boxes extending out over Michigan Avenue—offering an exhilarating experience like no other.
Next up is Millennium Park, a vibrant urban oasis opened in 2004 that has transformed downtown Chicago into a cultural hub. It’s significant for hosting remarkable public art installations such as Anish Kapoor's Cloud Gate (affectionately known as "The Bean") and serves as a gathering place for concerts and events throughout the year. What makes Millennium Park truly special are its stunning gardens and interactive features like Crown Fountain—a playful homage to local residents displayed through digital faces spouting water.
Finally, we arrive at Navy Pier—a historic waterfront destination originally built in 1916 designed to serve both shipping needs and recreational purposes. Today it stands as one of Chicago’s most visited attractions offering entertainment options ranging from amusement rides to theaters while also showcasing beautiful lakefront views along Lake Michigan. A standout feature here is the Centennial Wheel: towering at nearly 200 feet high—it provides panoramic vistas of our magnificent city skyline that's simply unforgettable!
FAQs: Trains from Jackson, MS to Chicago, IL
Find answers to the most common questions about traveling from Jackson, MS to Chicago, IL by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.
popular train stations
Popular train stations from Jackson, MS to Chicago, IL
LockersParkingTaxisAccessibilityWCHotelLost and Found OfficeTicket OfficeInformation DeskLuggage Carts
- 6:00 AM - 11:00 PM Monday - Sunday
- Parking is available at the station.
- Outside the main entrance.
- Elevators, ramps.
- Hilton Garden Inn Jackson Downtown
- The Westin Jackson
- Old Capitol Inn
- Located in the main hall
- Located in the main hall
- Free
- The station includes an enclosed waiting area and serves as an intermodal transit hub.
- Bus: Jackson Transit System
- Taxi services available
WifiLockersParking
Dining
ATMTaxisAccessibilityWCHotel
LoungeLost and Found OfficeTicket Office
Bike Parking
Car RentalInformation DeskLuggage Carts- 5:00 AM - 12:00 AM Monday - Sunday
- Free
- The car park is open 7 days a week from 5:00 a.m. to 12:00 a.m. Departures can be made outside of opening hours. Access via Canal Street.
- The Chicago Firehouse Restaurant
- Lou Mitchell's
- Outside the main entrance.
- Elevators, ramps, restrooms.
- $1
- The Kimpton Gray Hotel
- JW Marriott Chicago
- W Chicago - City Center
- Located in the main hall
- Located in the main hall
- Avis
- Budget
- Enterprise
- Located in the main hall
- Free
- Hall 1: main entrance, Amtrak services
- Hall 2: Metra services
- Hall 3: food court and retail shops
- Bus: Several lines available
- CTA: Blue Line, Pink Line
Most popular train connections from Jackson, MS
More options for your journey from Jackson, MS to Chicago, IL
Here are some other resources that might have the information you need
Most popular trains to and from Chicago, IL and Jackson, MS
Most popular train connections to Chicago, IL
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