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 | ||||
| Bus | WJW Investments Bus Stop | Downtown Greyhound Station | No tags |
Last refresh of the prices: Today at 5:39 PM EST.
Get from Lexington to Chicago
The journey takes about 13 hours 5 minutes, and with fares starting at just $71, it presents an excellent value for a comfortable ride.
Compare bus companies
Based on 87382 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 WiFi. Greyhound ticket prices on this trip start at $71
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.
Where are the popular stops in Lexington and Chicago?
Frequently asked questions about travelling from Lexington, KY to Chicago by bus
What is the travel distance from Lexington to Chicago?
The distance between Lexington and Chicago is around 505 km (314 miles).
What are the departure and arrival locations for buses traveling from Lexington to Chicago?
Buses traveling this route start their trip at WJW Investments Bus Stop, in Lexington, and end it at Downtown Greyhound Station, in Chicago.
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 Nov 22, 2025 with a price of $75To 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 $75 to $147 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 $75 which is on 2025-11-22.
