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 5:07 PM EST.
Get from Lexington to Chicago
The journey takes about 13 hours 5 minutes and with fares starting at just $52, 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
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 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 traveling from Lexington, KY to Chicago by bus
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 27, 2025 with a price of $59To 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 $59 to $165 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 $59 which is on 2025-11-27.
Top traveled bus routes
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Popular bus departures from Lexington
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