Next bus departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Bus | Chicago 95Th & Dan Ryan | WJW Investments Bus Stop | Cheapest | ||||
| Bus | Downtown Greyhound Station | WJW Investments Bus Stop | Fastest | ||||
| Bus | Downtown Greyhound Station | WJW Investments Bus Stop | No tags | ||||
| Bus | 537-517 W. Jackson Blvd | WJW Investments Bus Stop | No tags |
Last refresh of the prices: Yesterday at 1:57 PM CST.
Get from Chicago to Lexington
The journey takes about 8 hours 55 minutes, and with fares starting at just $74, it presents an excellent value for a comfortable ride.
Where are the popular stops in Chicago and Lexington?
Stops in Chicago
- A630 W Harrison St, Chicago, IL 60607, USA
- 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
Stops in Lexington
- A477 W New Circle Rd, Lexington, KY 40511
- B1801 Alexandria Dr, Lexington, KY 40504, USA
Compare bus companies
Frequently asked questions about travelling from Chicago to Lexington, KY by bus
What is the travel distance from Chicago to Lexington?
The distance between Chicago and Lexington is approximately 505 km (314 miles).
What are the departure and arrival locations for buses traveling from Chicago to Lexington?
Buses departing from Downtown Greyhound Station in Chicago will take you to WJW Investments Bus Stop in Lexington.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Chicago to Lexington, KY was searched and found on Nov 28, 2025 with a price of $81To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to Lexington, KY, as early as possible.
You can expect to pay from $81 to $256 for a bus ticket from Chicago to Lexington, KY based on the last 2 days. You can expect to find the cheapest price for the trip at $81 which is on 2025-11-28.
