- Must visit
International Museum of the Horse
Interactive museum on the Thoroughbred industry with hands-on exhibits, galleries, and programs that explain Kentucky horse culture.
Cheapest price on Sep 19
$76
Average ticket price on Sep 19
$76
Fastest journey on Sep 19
15 h 25 m
Average journey duration on Sep 19
15 h 35 m
Buses on Sep 19
2
Distance
507 km
The best way to find a cheap bus ticket from Chicago, IL to Lexington, KY is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Lexington, KY will cost around $76 if you buy it on the day, but the cheapest tickets can be found for only $76.
It's difficult to get from Chicago, IL to Lexington, KY without transferring at least 2 times.
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· · Omio recommends booking the bus as it is the most popular option from Chicago, IL to Lexington, KY among Omio's users. If you are prioritising price, take the bus, with an average ticket price of $89 For those with little time, consider booking a flight, which has an average total journey time of 6h 2m. Average ticket prices depend on the travel mode: a bus costs an average of $89, while a flight costs an average of $660.
Distance: 315 miles (507 km)
Most popular Bus | Flight | Driving |
|---|---|---|
$89 Average price Cheapest | $660 Average price | $33 Average price (fuel + tolls) |
9h 47m Average total duration 9h 17m Onboard + 30m Additional time* | 6h 2m Average total duration Fastest 4h 2m Onboard + 2h 0m Additional time* | 5h 59m Average total duration (door-to-door) |
![]() Most popular bus company | ![]() Most popular airline | Your own car or car rental |
Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Chicago, IL to Lexington, KY:
A bus is $572 less than a flight for this route with tickets for a flight from Chicago, IL to Lexington, KY costing on average $660.
Other travel options to Lexington, KY take longer:
Bus takes on average 9h 17m.
Tickets start at around $89 compared to roughly $33 in fuel and tolls — a saving of about $-55.36. The journey takes 9h 17m versus 5h 59m by car, so you'll arrive a bit later, but you can use the time productively rather than spending it behind the wheel. No parking to sort, no fuel stops, and most coaches have Wi-Fi and power outlets.
Driving is worth considering if you're on a tight schedule, travelling as a group (where fuel costs split several ways), or want the flexibility to stop along the way.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 10:50PM | Arrival Time 03:35PM | Duration 15h45 | Departure days Everyday | Cheapest price $62 |
Operator Greyhound | Departure Time 11:10PM | Arrival Time 03:35PM | Duration 15h25 | Departure days Everyday | Cheapest price $62 |
The table below shows live departures for Chicago, IL to Lexington, KY buses for today, Friday, September 18. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
· · | 10:50 PM Chicago, Greyhound Bus Station | 15h45 | 3:35 PM Lexington, NW New Circle Rd (Greyhound Bus Station), KY | 2 transfers | |
· · | 11:10 PM Chicago, Union Station (Amtrak), IL | 15h25 | 3:35 PM Lexington, NW New Circle Rd (Greyhound Bus Station), KY | 2 transfers | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare bus and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Buses from Chicago, IL to Lexington, KY run on average 2 times per day, taking around 9h 17m. Cheap bus tickets for this journey start at $58 if you book in advance.
The earliest bus runs at 01:55, the last at 23:10. The fastest bus covers the 315 miles (507 km) distance in 6h 55m.
Distance 315 miles (507 km) |
Average bus duration 9h 17m |
Cheapest ticket price $58 |
Buses per day 2 |
Fastest bus 6h 55m |
First bus 1:55 AM |
Last bus 11:10 PM |
Cheapest Month Jan |
Cheapest Day Thu |
High Season Jul - Sep |
Low Season Jan - Mar |
Best time to book 14 days |
Discover the best of Lexington, KY — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Lexington, KY trip today.
Interactive museum on the Thoroughbred industry with hands-on exhibits, galleries, and programs that explain Kentucky horse culture.
University art museum with rotating exhibitions, modern and historical works, and thoughtful galleries near downtown Lexington.
Specialized museum preserving Kentucky military aviation history with aircraft displays, artifacts, and veteran-focused interpretation.
Revived mixed-use district with murals, shops, events, and public spaces that showcase Lexington's creative and social energy.
Large city park with walking trails, sports areas, gardens, and frequent public events in a central Lexington setting.
Downtown square framed by historic buildings, fountains, and event space, ideal for walking and orienting yourself in the city center.
Find answers to the most common questions about traveling from Chicago, IL to Lexington, KY by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Lexington, KY, this guide helps you travel smarter and with confidence.

Most Chicago, IL to Lexington, KY buses use the Chicago, Greyhound Bus Station to Lexington, NW New Circle Rd (Greyhound Bus Station) station pair. Use this guide to compare Chicago, IL and Lexington, KY bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Snack shop and vending machines available
Free Wi-Fi in waiting area. ATMs are located near entrance.
Ticket office support is available at Chicago, Greyhound Bus Station.
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:
Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Multiple dining options are available inside the station.
Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.
Ticket office support is available at Chicago, Union Station (Amtrak).
Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.
Lexington, NW New Circle Rd (Greyhound Bus Station) is 9 km from Lexington city centre. Public transport options include:
Lexington, NW New Circle Rd (Greyhound Bus Station) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Restaurants available nearby.
Free Wi-Fi in the waiting area. ATMs are available at Lexington, NW New Circle Rd (Greyhound Bus Station).
Ticket office support is available at Lexington, NW New Circle Rd (Greyhound Bus Station).
Available at Lexington, NW New Circle Rd (Greyhound Bus Station): Parking, Taxis, WC.
Accessibility facilities are available at Lexington, NW New Circle Rd (Greyhound Bus Station): Wheelchair accessible entrance and facilities.
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