Next bus departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
Greyhound Lines, Inc. + FlixBus | Bus | Charlottesville Union Station | Chicago 95Th & Dan Ryan | Cheapest | ||||
 | Bus | Charlottesville Union Station | 537-517 W. Jackson Blvd | Fastest | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Charlottesville Union Station | Downtown Greyhound Station | No tags | ||||
| Bus | Charlottesville Union Station | Downtown Greyhound Station | No tags | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Charlottesville Union Station | Chicago 95Th & Dan Ryan | No tags |
Last refresh of the prices: Today at 5:31 AM EST.
Compare 2 ways to travel from Charlottesville to Chicago
Among the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 23 hours 35 minutes and with fares starting at just R 1 250, it presents an excellent value for a comfortable ride.
Where are the popular stops in Charlottesville and Chicago?
Stops in Charlottesville
- A
Campbells Travel Bus Stop
310 W Main St, Charlottesville, VA 22903
Stops in Chicago
- A630 W Harrison St, Chicago, IL 60607, USA
- B
Chicago O'Hare International Airport
- C
Polk St & Canal St
500-536 W Polk St, Chicago IL 60607, USA - D
Tornado Bus S Kedzie Ave
2807 S Kedzie Ave, Chicago, IL 60623, USA - E
Cumberland CTA
5800 N Cumberland Ave, Chicago, IL 60631, USA - F
Turimex California Ave
2139 S California Ave, Chicago, IL 60608, USA
Compare bus companies
Based on 87391 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the Wi-Fi. Greyhound ticket prices on this trip start at R 1 250
Frequently asked questions about travelling from Charlottesville to Chicago by bus
How much does a bus ticket from Charlottesville to Chicago cost?
The bus ticket price from Charlottesville to Chicago starts at R 1 250. The best way to find cheap bus tickets from Charlottesville to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the bus ride from Charlottesville to Chicago?
The average travel time between Charlottesville and Chicago is around 23h 35m, although the fastest bus will take about 22h 10m. This is the time it takes to travel the 896 km that separates the two cities.
How many daily bus connections are there between Charlottesville and Chicago?
The number of buses from Charlottesville to Chicago can differ depending on the day of the week. On average, there are 6 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from Charlottesville to Chicago by comparing and selecting the bus that fits your travel style and budget on Busbud.
Which bus companies travel from Charlottesville to Chicago?
When taking the bus from Charlottesville to Chicago, you can travel comfortably and safely with Greyhound.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Charlottesville to Chicago was searched and found on 27 Nov 2025 with a price of R 2 511To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Charlottesville to Chicago as early as possible.
You can expect to pay from R 2 511 to R 6 126 for a bus ticket from Charlottesville to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at R 2 511, which is on 2025-11-27.
What's the cheapest way to go from Charlottesville to Chicago?
The bus is the cheapest travel choice for this destination
