- 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
$21
Average price
$24
Fastest journey
3 h 26 m
Average duration
3 h 27 m
Trains per day
2
Distance
265 km
The best way to find a cheap train ticket from Charleston, IL 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 Charleston, IL to Chicago, IL will cost around $24 if you buy it on the day, but the cheapest tickets can be found for only $21.
Of the 2 trains that leave Charleston, IL for Chicago, IL on Tue, May 19, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Tue, May 19 the direct trains cover the 265 km distance in an average of 3 h 27 m but if you time it right, some trains will get you there in just 3 h 26 m .
On Tue, May 19 the slowest trains will take 3 h 27 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.




Omio recommends booking the train as it is the most popular option from Charleston, IL to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from $21. For those with little time consider booking a flight which can get you there in 1h 11m. The ticket price range depends on the travel mode: a train costs an average of $21, and a flight costs an average of $106.
Distance: 164 miles (265 km)
Most popular Train | Flight |
|---|---|
$31 Average price Cheapest | $208 Average price |
3h 59m Average total duration 3h 29m Onboard + 30m Additional time* | 4h 11m Average total duration Fastest 1h 11m Onboard + 3h 0m Additional time* |
Direct Options | Direct Options |
This is compared to other travel options from Charleston, IL to Chicago, IL:
A train is $177 (€143) less than a flight for this route with tickets for a flight from Charleston, IL to Chicago, IL costing on average $208 (€168).
Other travel options to Chicago, IL take longer:
Train takes on average 3h 29m.
The table below shows live departures for Charleston, IL to Chicago, IL trains for today, Monday, May 18. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 11:19 PM Charleston, IL | 3h26 | 2:45 AM Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare train 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 Charleston, IL to Chicago, IL run on average 4 times per day, taking around 3h 29m. Cheap train tickets for this journey start at $21 (€17) if you book in advance.
There are 3 trains per day. The earliest train runs at 05:23, the last at 20:05. The fastest train covers the 164 miles (265 km) distance in 3h 26m.
Distance 164 miles (265 km) |
Average train duration 3h 29m |
Cheapest ticket price $21 (€17) |
Trains per day 4 |
Direct trains 3 |
Fastest train 3h 26m |
First train 5:23 AM |
Last train 8:05 PM |
Cheapest Month Dec |
Cheapest Day Tue |
High Season Oct - Dec |
Low Season Jul - Sep |
Busiest Day Sat |
Least Busy Day Fri |
Best time to book 14 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 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 Charleston, IL 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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