- 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.
Flights from Chicago, IL to Lexington, KY depart on average 35 times per day, taking around 4h 2m. Cheap flight tickets for this journey start at €255 but you can travel from only €47 by bus.
There are 6 flights per day. The earliest flight runs at 00:15, the last at 23:03. The fastest flight covers the 315 miles (507 km) distance in 1h 25m. April is the cheapest month to fly.
Distance 315 miles (507 km) |
Average flight duration 4h 2m |
Cheapest ticket price €255 |
Flights per day 35 |
Direct flights 6 |
Fastest flight 1h 25m |
First flight 12:15 AM |
Last flight 11:03 PM |
Cheapest Month Apr |
Cheapest Day Sat |
High Season Jul - Sep |
Low Season Jan - Mar |
Cheapest price on Sep 19
€191
Average ticket price on Sep 19
€191
Fastest journey on Sep 19
1 h 23 m
Average journey duration on Sep 19
1 h 23 m
Flights on Sep 19
1
Distance
507 km
The best way to find a cheap flight 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 €191 if you buy it on the day, but the cheapest tickets can be found for only €191.
On Sat, Sep 19, we found 1 flights from Chicago, IL to Lexington, KY, including 1 direct services.
On Sat, Sep 19 the direct flights cover the 507 km distance in an average of 1 h 23 m but if you time it right, some flights will get you there in just 1 h 23 m .
On Sat, Sep 19 the longest flights will take 1 h 23 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.


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 €73 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 €73, while a flight costs an average of €540.
Distance: 315 miles (507 km)
| Flight | Most popular Bus | Driving |
|---|---|---|
€540 Average price | €73 Average price Cheapest | €27 Average price (fuel + tolls) |
6h 2m Average total duration Fastest 4h 2m Onboard + 2h 0m Additional time* | 9h 47m Average total duration 9h 17m Onboard + 30m Additional time* | 5h 59m Average total duration (door-to-door) |
![]() Most popular airline | ![]() Most popular bus company | 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 €467 less than a flight for this route with tickets for a flight from Chicago, IL to Lexington, KY costing on average €540.
Other travel options to Lexington, KY take longer:
Bus takes on average 9h 17m.
The table below shows live departures for Chicago, IL to Lexington, KY flights for tomorrow, Saturday, September 19. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 7:59 PM Chicago, IL | 1h23 | 9:22 PM Lexington, KY | 0 transfersDirect | |
This is the last flight 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.
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 flight. 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 flight, 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 flights use the O'Hare International Airport to Blue Grass Airport airport pair. Use this guide to compare Chicago, IL and Lexington, KY airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Lost and found is available at the station.
Available at O'Hare International Airport: Parking, Taxis, WC.
Available at O'Hare International Airport: Car Rental.
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Blue Grass Airport is 12 km from Lexington city centre. Public transport options include:
Blue Grass Airport has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Several dining options available in terminals.
Free Wi-Fi available throughout the airport. ATMs are aTMs available near baggage claim and main terminal.
Ticket office support is available at Blue Grass Airport.
Available at Blue Grass Airport: Parking, Taxis, WC.
Accessibility facilities are available at Blue Grass Airport: Fully accessible for individuals with disabilities.
Here are some other resources that might have the information you need