Next bus departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Bus | WJW Investments Bus Stop | Chicago 95Th & Dan Ryan | CheapestFastest | ||||
Greyhound Lines, Inc. + FlixBus | Bus | WJW Investments Bus Stop | Downtown Greyhound Station | No tags | ||||
| Bus | WJW Investments Bus Stop | Downtown Greyhound Station | No tags | ||||
Greyhound Lines, Inc. + FlixBus | Bus | WJW Investments Bus Stop | Chicago 95Th & Dan Ryan | No tags |
Last refresh of the prices: Yesterday at 11:17 EST.
Get from Lexington to Chicago
The journey takes about 13 hours 5 minutes, and with fares starting at just £39, it presents an excellent value for a comfortable ride.
Where are the popular stops in Lexington and Chicago?
Stops in Lexington
- A477 W New Circle Rd, Lexington, KY 40511
- B1801 Alexandria Dr, Lexington, KY 40504, USA
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
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 £39
Greyhound Lexington Chicago recent customer reviews
The bus stopped in the middle of the highway and most of the passengers had to book an uber to arrive to their final destination.
Laia B.
Frequently asked questions about travelling by bus from Lexington, KY to Chicago
How far is Chicago from Lexington by coach?
The distance between Lexington and Chicago by coach is approximately 314 miles (505 km).
Is there a way to reach Chicago from Lexington without flying?
You can choose the coach to travel this route. The coach provides a comfortable and sustainable journey and allows you to enjoy the sights while reaching your destination. You also have the option of utilising carpooling services.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Lexington, KY to Chicago was searched and found on 24 Nov 2025 with a price of £47To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Lexington, KY to Chicago as early as possible.
You can expect to pay from £47 to £93 for a bus ticket from Lexington, KY to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at £47, which is on 2025-11-24.
