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: Yesterday at 6:12 PM EST.
Get from Lexington to Chicago
The journey takes about 16 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
Please note that schedules, routes, or operator details shown here may be updated or vary 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 from $52. The average price for this route is around $83. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus ride from Lexington to Chicago?
The average bus trip duration from Lexington to Chicago is 16h 5m, covering a distance of 302 miles (487 km). The quickest bus can get you there in 9h 15m and is operated by Greyhound.
Which bus companies service the Lexington to Chicago route?
Several major train operators operate on this route with 4 trains 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 1:55am. And the latest bus departs at 2:45pm.
What are the CO₂ emissions for the bus trip from Lexington to Chicago?
A bus trip from Lexington to Chicago generates an estimated 12 kg of CO₂, making it a highly eco-friendly travel option and recommended mode of travel by Busbud.
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 Dec 5, 2025 with a price of $46To 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 $46 to $141 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 $46 which is on 2025-12-05.
Top traveled bus routes
People from around the world trust Busbud
Popular bus departures from Lexington
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