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 | Downtown Greyhound Station | Cheapest | ||||
| Bus | WJW Investments Bus Stop | Chicago 95Th & Dan Ryan | Fastest | ||||
Greyhound Lines, Inc. + FlixBus | 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: Today at 12:26 AM EST.
Get from Lexington to Chicago
The journey takes about 16 hours 5 minutes, and with fares starting at just R 675, 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
- 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 87433 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 675
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 from Lexington, KY to Chicago by bus
Please note that timetables, routes, or operator details shown here may be updated or differ at the time of your trip.
How much is the bus ticket from Lexington to Chicago?
The cheapest bus tickets from Lexington to Chicago start at R 675. The average price for this route is around R 1 467. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the bus journey from Lexington to Chicago?
The average bus journey time from Lexington to Chicago is 16h 5m, covering a distance of 502 km. The fastest bus gets you there in 9h 15m and is operated by Greyhound.
Which bus companies service the Lexington to Chicago route?
Several major bus companies operate on this route with 4 buses available per day.
What is the earliest and latest departure time for the bus from Lexington to Chicago?
The earliest bus departs from Lexington to Chicago at 01:55. And the latest bus departs at 14:45.
What are the CO₂ emissions for the bus trip from Lexington to Chicago?
A bus trip from Lexington to Chicago produces an estimated 13 kg of CO₂, making it a highly eco-friendly travel option and Busbud’s recommended way to travel.
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 18 Dec 2025 with a price of R 930To 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 R 930 to R 1 447 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 R 930, which is on 2025-12-18.
