Greyhound Lines offers the most comprehensive intercity bus services in the United States. They operate a modern, environmentally friendly fleet that serves more than 2400 destinations and carries nearly 16 million passengers annually. When traveling with them, you can expect free WiFi, onboard entertainment, bathrooms, power outlets and decent legroom. One of the great perks of Greyhound is that they connect big cities and smaller towns in the US, where you usually can't get to by train or plane. If you're looking for safe and affordable transportation, Greyhound is a great choice.
Greyhound Chicago Lexington recent customer reviews
Pretty dirty, staff at the bus stations was impolite in some situations (bus driver was really kind though), and it just seems sketchy. Miller bus was clean and nice on the other side
Flixbus is a European bus operator that offers intercity and bus travel in over 38 countries. Known for their easy-to-spot lime green buses and for offering affordable transportation between cities in Europe and the Americas, Flixbus is a good option for those looking for an affordable, reliable bus company. In their buses, you'll find free WiFi, bathrooms, and power outlets. You can also pay extra to choose your seat and get extra legroom, or even buy a snack or drink onboard directly from the driver. You can reschedule your ticket for a small fee, which varies from $1 to $5, depending on how close you are to the departure date.
Frequently asked questions about traveling from Chicago to Lexington, KY by bus
What is the travel distance from Chicago to Lexington?
Chicago and Lexington are 314 miles (505 km) apart.
What are the departure and arrival stations when taking the bus from Chicago to Lexington?
The majority of buses traveling from Chicago to Lexington start their journey at Downtown Greyhound Station and wind up at WJW Investments Bus Stop. These are the main departure and arrival locations on this route, but you could find others that could be a better fit for your travel plans.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/20
$64
11/21
$64
Today
$68
11/23
$65
11/24
$80
11/25
$99
11/26
$95
11/27
$61
The cheapest trip from Chicago to Lexington, KY was searched and found on Nov 27, 2025 with a price of $61
To 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 $61 to $177 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 $61 which is on 2025-11-27.
The cheapest trip from Chicago to Lexington, KY was searched and found on Nov 27, 2025 with a price of $61
