- Must visit
Art Institute Of Chicago
One of the premier art museums in the US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
Cheapest price
$129
Average price
$250
Fastest journey
20 h 53 m
Average duration
22 h 2 m
Trains per day
3
Distance
889 km
The best way to find a cheap train ticket from Charlottesville, VA 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 Charlottesville, VA to Chicago, IL will cost around $250 if you buy it on the day, but the cheapest tickets can be found for only $129.
Of the 3 trains that leave Charlottesville, VA for Chicago, IL on Sun, Jun 21, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Jun 21 the direct trains cover the 889 km distance in an average of 22 h 2 m but if you time it right, some trains will get you there in just 20 h 53 m .
On Sun, Jun 21 the slowest trains will take 22 h 46 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.
51 Cardinal
156 Northeast Regional · 40 Floridian
20 Crescent · 40 Floridian
51 Cardinal
156 Northeast Regional · 40 Floridian
20 Crescent · 40 FloridianOmio recommends booking the train as it is the most popular option from Charlottesville, VA to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $105. For those with little time consider booking a flight which can get you there in 5h 5m. The ticket price range depends on the travel mode: a bus costs an average of $105, and a flight costs an average of $184.
Distance: 552 miles (889 km)
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$259 Average price | $315 Average price | $182 Average price Cheapest | $160 Average price (fuel + tolls) |
21h 19m Average total duration 20h 49m Onboard + 30m Additional time* | 8h 5m Average total duration Fastest 5h 5m Onboard + 3h 0m Additional time* | 24h 4m Average total duration 23h 34m Onboard + 30m Additional time* | 11h 21m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Charlottesville, VA to Chicago, IL:
A bus is $77 (€63) less than a train for this route with tickets for a train from Charlottesville, VA to Chicago, IL costing on average $259 (€212).
A bus is $133 (€109) less than a flight for this route with tickets for a flight from Charlottesville, VA to Chicago, IL costing on average $315 (€258).
Other travel options to Chicago, IL take longer:
Train takes on average 20h 49m.
Bus takes on average 23h 34m.
Tickets start at around $259 (€212) compared to roughly $160 (€131) in fuel and tolls — a saving of about $-99.38 (€-81.30). The journey takes 20h 49m versus 11h 21m 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 Charlottesville, VA to Chicago, IL trains for today, Saturday, June 20. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
20 Crescent · 40 Floridian | 10:59 AM Charlottesville Union Station, Charlottesville, VA | 22h46 | 8:45 AM Chicago Union Station, Chicago, IL | 1 transfer | |
156 Northeast Regional · 40 Floridian | 11:18 AM Charlottesville Union Station, Charlottesville, VA | 22h27 | 8:45 AM Chicago Union Station, Chicago, IL | 1 transfer | |
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 Charlottesville, VA to Chicago, IL run on average 2 times per day, taking around 20h 49m. Cheap train tickets for this journey start at $102 (€84) if you book in advance.
There are 1 trains per day. The earliest train runs at 08:55, the last at 18:40. The fastest train covers the 552 miles (889 km) distance in 20h 53m.
Distance 552 miles (889 km) |
Average train duration 20h 49m |
Cheapest ticket price $102 (€84) |
Trains per day 2 |
Direct trains 1 |
Fastest train 20h 53m |
First train 8:55 AM |
Last train 6:40 PM |
Cheapest Month Apr |
Cheapest Day Sun |
High Season Jan - Mar |
Low Season Jul - Sep |
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 US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
Major natural history museum famous for Sue the T. rex, ancient cultures, and extensive science collections that appeal to both adults and children.
Large hands-on science museum in Hyde Park featuring a submarine, space exhibits, engineering displays, and immersive family-friendly experiences.
The city’s signature public space, home to Cloud Gate, gardens, events, and major skyline views that define modern Chicago.
Famous stretch of Michigan Avenue lined with historic buildings, shops, hotels, and frequent first-time visitor photo stops.
Highly popular waterfront promenade with architecture views, bridges, and one of the best urban walks in the city.
Chicago’s iconic thick-crust pizza baked in a deep pan, layered with cheese, toppings, and chunky tomato sauce. It is one of the city’s most famous comfort foods.
An all-beef hot dog on a poppy seed bun topped with mustard, onions, neon relish, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food.
Thinly sliced roast beef piled onto an Italian roll, often dipped in seasoned jus and topped with sweet peppers or giardiniera. It is a defining Chicago sandwich.
A historic old-school steakhouse serving steaks, chops, and classic Italian-American dishes in a traditional setting.
Chicago’s internationally acclaimed fine-dining restaurant known for highly inventive tasting menus and exceptional service.
A long-established Chicago favorite known for buttery deep-dish pizza and a casual, family-friendly atmosphere.
Moderate for a major U.S. city: casual food is manageable, but hotels, attractions, and downtown dining can be pricey.
Tip 18-20% in restaurants; 20%+ for great service. Tip bartenders USD 1-2 per drink, taxis about 10-15%, and hotel staff a few dollars.
Find answers to the most common questions about traveling from Charlottesville, VA 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 Charlottesville, VA to Chicago, IL trains use the Charlottesville Amtrak to Union Station station pair. Use this guide to compare Charlottesville, VA and Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Charlottesville Amtrak is 1 km from Charlottesville city centre. Public transport options include:
Charlottesville Amtrak has practical services for this route, including Wifi, Lockers, Parking, Dining, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Bike Rental, Information Desk, and Luggage Carts.
Food options include: The Local, Maya Restaurant, Public Fish & Oyster
Free.
Ticket office support is available at Charlottesville Amtrak. Information desks are located in the main hall.
Luggage storage is available at Charlottesville Amtrak. Lost and found is available at the station.
Available at Charlottesville Amtrak: Parking, Taxis, WC.
Available at Charlottesville Amtrak: Bike Parking, Bike Rental.
Accessibility facilities are available at Charlottesville Amtrak: Elevators, ramps.
Nearby hotels include Graduate Charlottesville, Residence Inn by Marriott Charlottesville Downtown, Omni Charlottesville Hotel.
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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