- Must visit
Art Institute Of Chicago
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
Cheapest price
$129
Average price
$156
Fastest journey
15 h 35 m
Average duration
19 h 5 m
Trains per day
4
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 $156 if you buy it on the day, but the cheapest tickets can be found for only $129.
Of the 4 trains that leave Jackson, MS for Chicago, IL on Tue, Jul 07, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Tue, Jul 07 the direct trains cover the 1085 km distance in an average of 19 h 5 m but if you time it right, some trains will get you there in just 15 h 35 m .
On Tue, Jul 07 the slowest trains will take 1 d 2 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.
58 City Of New Orleans · 390 Saluki
58 City Of New Orleans · 390 Saluki
58 City Of New Orleans · 392 Illini
58 City Of New Orleans
58 City Of New Orleans
58 City Of New Orleans · 390 Saluki
58 City Of New Orleans · 390 Saluki
58 City Of New Orleans · 392 IlliniOmio 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 $118. 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 $118, and a flight costs an average of $170.
Distance: 674 miles (1085 km)
Most popular Train | Bus | Flight | Driving |
|---|---|---|---|
$207 Average price Cheapest | $230 Average price | $412 Average price | $149 Average price (fuel + tolls) |
16h 2m Average total duration 15h 32m Onboard + 30m Additional time* | 19h 52m Average total duration 19h 22m Onboard + 30m Additional time* | 7h 13m Average total duration Fastest 4h 13m Onboard + 3h 0m Additional time* | 10h 48m Average total duration (door-to-door) |
![]() Most popular train company | ![]() Most popular bus company | ![]() Most popular airline | 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 $230 (€189).
A train is $205 (€169) less than a flight for this route with tickets for a flight from Jackson, MS to Chicago, IL costing on average $412 (€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 $207 (€170) compared to roughly $149 (€123) in fuel and tolls — a saving of about $-57.70 (€-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.
The table below shows live departures for Jackson, MS to Chicago, IL trains for today, Monday, July 6. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 8:40 PM Jackson, MS | 30h05 | 2:45 AM Chicago, IL | 0 transfersDirect | |
![]() | 10:40 PM Jackson, MS | 28h05 | 2:45 AM Chicago, IL | 0 transfersDirect | |
![]() | 11:40 PM Jackson, MS | 28h05 | 3:45 AM Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
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.
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 $118 (€97) but you can travel from only $108 (€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 $118 (€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 |
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
A top natural history museum known for Sue the T. rex, ancient cultures, fossils, and broad science collections.
A large hands-on science museum with a German submarine, space exhibits, and interactive engineering displays.
Chicago’s signature downtown park, home to Cloud Gate, gardens, public art, and major seasonal events.
The city’s best-known avenue for architecture, shopping, and bustling urban energy along North Michigan Avenue.
A popular pedestrian waterfront with excellent skyline views, bridges, and easy access to boat architecture tours.
A thick, buttery crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce. It is one of Chicago’s most iconic and debated local specialties.
An all-beef hot dog on a poppy seed bun topped with yellow mustard, relish, onions, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food served without ketchup.
Thinly sliced seasoned roast beef piled onto an Italian roll, often dipped in its juices and topped with sweet peppers or giardiniera. It is a defining working-class Chicago sandwich.
Chicago’s world-famous fine-dining restaurant known for highly creative tasting menus and theatrical presentation. It offers one of the city’s most celebrated upscale dining experiences.
A beloved casual institution best known for breaded steak sandwiches and hearty Italian-American comfort food. It has a loyal local following and an old-school atmosphere.
A legendary Chicago chain celebrated for buttery-crust deep-dish pizza and a classic casual atmosphere. One of the city’s best-known places to try this signature dish.
Chicago is pricey for hotels and dining, but budget eats and public transit help keep daily costs manageable.
Tip 18-20% at restaurants; 15-20% for taxis and rideshares; USD 1-2 per drink at bars; USD 1-2 per bag for bellhops; USD 2-5 per night for housekeeping.
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.
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.
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.
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.
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!
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.

Most Jackson, MS to Chicago, IL trains use the Jackson Station to Union Station station pair. Use this guide to compare Jackson, MS and Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Jackson Station has practical services for this route, including Lockers, Parking, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Information Desk, and Luggage Carts.
Ticket office support is available at Jackson Station. Information desks are located in the main hall.
Luggage storage is available at Jackson Station. Lost and found is available at the station.
Available at Jackson Station: Parking, Taxis, WC.
Accessibility facilities are available at Jackson Station: Elevators, ramps.
Nearby hotels include Hilton Garden Inn Jackson Downtown, The Westin Jackson, Old Capitol Inn.
Union Station is 3 km from Chicago city centre. Public transport options include:
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food options include: The Chicago Firehouse Restaurant, Lou Mitchell's
Free. ATMs are available in the train station.
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage storage is available at Union Station. Lost and found is available at the station.
Available at Union Station: Parking, Taxis, WC.
Available at Union Station: Bike Parking, Car Rental.
Accessibility facilities are available at Union Station: Elevators, ramps, restrooms.
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
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