- Must visit
The Art Institute Of Chicago
One of the premier art museums in the United States, known for its Impressionist masterpieces, modern works, and iconic collections in a landmark downtown building.
Cheapest price
$248
Average price
$481
Fastest journey
1 d 11 h 12 m
Average duration
1 d 15 h 56 m
Trains per day
3
Distance
1388 km
The best way to find a cheap train ticket from Jacksonville, FL 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 Jacksonville, FL to Chicago, IL will cost around $481 if you buy it on the day, but the cheapest tickets can be found for only $248.
Of the 3 trains that leave Jacksonville, FL for Chicago, IL on Sun, May 31, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, May 31 the direct trains cover the 1388 km distance in an average of 1 d 15 h 56 m but if you time it right, some trains will get you there in just 1 d 11 h 12 m .
On Sun, May 31 the slowest trains will take 1 d 19 h 1 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.
40 Floridian
98 Silver Meteor · 40 Floridian
98 Silver Meteor · 49 Lake Shore Limited
40 Floridian
98 Silver Meteor · 40 Floridian
98 Silver Meteor · 49 Lake Shore LimitedOmio recommends booking the train as it is the most popular option from Jacksonville, FL to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $114. For those with little time consider booking a flight which can get you there in 2h 39m. The ticket price range depends on the travel mode: a bus costs an average of $114, and a flight costs an average of $97.
Distance: 862 miles (1388 km)
Most popular Train | Bus | Flight | Driving |
|---|---|---|---|
$327 Average price | $219 Average price Cheapest | $394 Average price | $221 Average price (fuel + tolls) |
35h 14m Average total duration 34h 44m Onboard + 30m Additional time* | 23h 23m Average total duration 22h 53m Onboard + 30m Additional time* | 5h 39m Average total duration Fastest 2h 39m Onboard + 3h 0m Additional time* | 15h 34m 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 Jacksonville, FL to Chicago, IL:
A bus is $107 (€87) less than a train for this route with tickets for a train from Jacksonville, FL to Chicago, IL costing on average $327 (€263).
A bus is $175 (€141) less than a flight for this route with tickets for a flight from Jacksonville, FL to Chicago, IL costing on average $394 (€317).
Other travel options to Chicago, IL take longer:
Bus takes on average 22h 53m.
Train takes on average 34h 44m.
Tickets start at around $327 (€263) compared to roughly $221 (€178) in fuel and tolls — a saving of about $-105.35 (€-84.82). The journey takes 34h 44m versus 15h 34m 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 Jacksonville, FL to Chicago, IL trains for today, Saturday, May 30. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 9:11 PM Jacksonville, FL | 43h14 | 4:25 PM Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare bus, train, 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 Jacksonville, FL to Chicago, IL run on average 3 times per day, taking around 34h 44m. Cheap train tickets for this journey start at $137 (€111) but you can travel from only $97 (€78) by flight.
There are 1 trains per day. The earliest train runs at 16:11, the last at 22:33. The fastest train covers the 862 miles (1388 km) distance in 35h 12m.
Distance 862 miles (1388 km) |
Average train duration 34h 44m |
Cheapest ticket price $137 (€111) |
Trains per day 3 |
Direct trains 1 |
Fastest train 35h 12m |
First train 4:11 PM |
Last train 10:33 PM |
Cheapest Month Mar |
Cheapest Day Sun |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Tue |
Least Busy Day Tue |
Best time to book 1 day |
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 premier art museums in the United States, known for its Impressionist masterpieces, modern works, and iconic collections in a landmark downtown building.
A world-class natural history museum famous for its dinosaur fossils, ancient cultures, and major scientific collections, including the celebrated T. rex specimen SUE.
A large interactive science museum in Hyde Park with hands-on exhibits, transportation displays, and family-friendly experiences in a grand historic building.
Chicago’s signature downtown park combines major public art, gardens, and event spaces, making it one of the city’s essential first stops for visitors.
The city’s best-known stretch of Michigan Avenue is lined with landmark buildings, shops, and hotels, and serves as a central walking route for first-time visitors.
A highly popular waterfront promenade with excellent architecture views, bridges, and easy access to boat tours. It is one of the city’s most scenic urban walks.
Chicago’s iconic thick, buttery-crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce.
An all-beef hot dog on a poppy seed bun topped with mustard, onions, relish, tomato, pickle spear, sport peppers, and celery salt.
Thin-sliced seasoned roast beef served on a long roll, often dipped in jus and topped with sweet peppers or giardiniera.
A celebrated West Loop restaurant with bold small plates, creative flavors, and a vibrant, modern atmosphere.
Chicago’s internationally renowned fine-dining destination known for highly creative tasting menus and theatrical presentation.
A classic Chicago pizzeria famous for buttery-crust deep-dish pizza and a relaxed, family-friendly atmosphere.
Moderate for a major U.S. city: casual food is reasonable, but hotels, parking, and fine dining add up fast.
Tip 18-20% at restaurants; 20%+ for great service. Bars: USD 1-2 per drink. Taxis/rideshares: 10-15%. Hotels: USD 2-5 for housekeeping; USD 1-2 per bag.
Find answers to the most common questions about traveling from Jacksonville, FL 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.

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