- Must visit
Monticello Visitor Center and Exhibition Galleries
Museum at Monticello presenting Jefferson, slavery, and plantation history through artifacts and exhibitions on the mountain estate.
Flights from Chicago, IL to Charlottesville, VA depart on average 40 times per day, taking around 5h 56m. Cheap flight tickets for this journey start at €172 but you can travel from only €96 by bus.
There are 3 flights per day. The earliest flight runs at 05:00, the last at 21:50. The fastest flight covers the 552 miles (889 km) distance in 1h 57m. March is the cheapest month to fly.
Distance 552 miles (889 km) |
Average flight duration 5h 56m |
Cheapest ticket price €172 |
Flights per day 40 |
Direct flights 3 |
Fastest flight 1h 57m |
First flight 5:00 AM |
Last flight 9:50 PM |
Cheapest Month Mar |
Cheapest Day Mon |
High Season Apr - Jun |
Low Season Oct - Dec |
Busiest Day Thu |
Least Busy Day Thu |
Best time to book 42 days |
Cheapest price
€172
Average price
€243
Fastest journey
4 h 51 m
Average duration
6 h 20 m
Flights per day
3
Distance
889 km
The best way to find a cheap flight ticket from Chicago, IL to Charlottesville, VA is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Charlottesville, VA will cost around €243 if you buy it on the day, but the cheapest tickets can be found for only €172.
Of the 3 flights that leave Chicago, IL for Charlottesville, VA onWed, Aug 05, 3 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Wed, Aug 05 the direct flights cover the 889 km distance in an average of 6 h 20 m but if you time it right, some flights will get you there in just 4 h 51 m .
On Wed, Aug 05 the longest flights will take 7 h 12 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 Chicago, IL to Charlottesville, VA among Omio's users. If you are prioritising price take the bus with prices starting from €96. For those with little time consider booking a flight which can get you there in 5h 56m. The ticket price range depends on the travel mode: a bus costs an average of €96, and a flight costs an average of €172.
Distance: 552 miles (889 km)
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
€303 Average price | €204 Average price | €143 Average price Cheapest | €129 Average price (fuel + tolls) |
8h 56m Average total duration Fastest 5h 56m Onboard + 3h 0m Additional time* | 20h 49m Average total duration 20h 19m Onboard + 30m Additional time* | 30h 48m Average total duration 30h 18m Onboard + 30m Additional time* | 11h 22m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Chicago, IL to Charlottesville, VA:
A bus is €61 less than a train for this route with tickets for a train from Chicago, IL to Charlottesville, VA costing on average €204.
A bus is €160 less than a flight for this route with tickets for a flight from Chicago, IL to Charlottesville, VA costing on average €303.
Other travel options to Charlottesville, VA take longer:
Train takes on average 20h 19m.
Bus takes on average 30h 18m.
The table below shows live departures for Chicago, IL to Charlottesville, VA flights for tomorrow, Wednesday, August 5. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 10:00 AM Chicago, IL | 7h12 | 5:12 PM Charlottesville, VA | 0 transfersDirect | |
![]() | 12:15 PM Chicago, IL | 6h57 | 7:12 PM Charlottesville, VA | 0 transfersDirect | |
This is the last flight 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.
Discover the best of Charlottesville, VA — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Charlottesville, VA trip today.
Museum at Monticello presenting Jefferson, slavery, and plantation history through artifacts and exhibitions on the mountain estate.
Leading university art museum with global collections from antiquity to today. Strong African art and rotating scholarly exhibitions.
Museum devoted to Kluge-Ruhe's major collection of Australian Aboriginal art. A distinctive cultural stop rare in the United States.
Eight-block pedestrian main street lined with shops, theaters, and public art. It is Charlottesville's most popular place to stroll.
Historic UNESCO-listed lawn framed by pavilions and student rooms. A walk here reveals Jefferson's influential campus vision.
Large city park with trails, sports fields, and wooded creek scenery. A local favorite for relaxing and outdoor recreation.
Virginia Ham is salt-cured and aged, often served in biscuits. It reflects central Virginia’s long pork-curing tradition and regional flavor.
Peanut Soup is a creamy, savory soup linked to Virginia’s historic peanut-growing culture, especially popular in traditional inns and regional dining rooms.
Brunswick Stew is a hearty tomato-based stew with chicken and vegetables, widely associated with Virginia gatherings, tailgates, and community meals.
Upscale farm-to-table restaurant on West Main serving refined New American dishes with local ingredients in an elegant setting.
Popular artisanal bakery and café for breads, pastries, sandwiches, and coffee in a busy, casual neighborhood setting.
Beloved casual spot for Virginia barbecue, smoked meats, and classic Southern sides with a relaxed local feel.
Moderate for U.S. college towns: hotels can rise on event weekends, dining is mid-priced, and most visitors need a car or rideshares.
Tip 18-20% at sit-down restaurants, $1-2 per drink at bars, and 10-15% for taxis. Cafes often have tip screens; small tips are optional for counter service.
Find answers to the most common questions about traveling from Chicago, IL to Charlottesville, VA by flight. 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 flight, the cheapest option, or tips for making the most of your visit at Charlottesville, VA, this guide helps you travel smarter and with confidence.

Most Chicago, IL to Charlottesville, VA flights use the O'Hare International Airport to Albemarle Airport airport pair. Use this guide to compare Chicago, IL and Charlottesville, VA airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Lost and found is available at the station.
Available at O'Hare International Airport: Parking, Taxis, WC.
Available at O'Hare International Airport: Car Rental.
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Albemarle Airport is 2 km from Charlottesville city centre. Public transport options include:
Albemarle Airport has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Several dining options are available in the main terminal area.
Free Wi-Fi is available throughout the terminal. ATMs are aTMs located near the main entrance and baggage claim.
Ticket office support is available at Albemarle Airport.
Available at Albemarle Airport: Parking, Taxis, WC.
Accessibility facilities are available at Albemarle Airport: Facilities are wheelchair accessible.
Here are some other resources that might have the information you need