Bus Chicago to Lexington, KY - Compare all Companies

Compare all timetables for the bus from Chicago to Lexington, KY

Here is a selection of the cheapest bus trips from the schedule from Chicago to Lexington, KY from various bus operators like Greyhound US for the next days.

today

tomorrow

$50

Monday

$55

Tuesday

$55

Wednesday

$46

Thursday

$45

Friday

Cheapest bus trips tomorrow
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	8h 30m	2:10 PM	Chicago	95th Red Line Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$50	A Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 11/9/2025 2:10:00 PM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/9/2025 11:40:00 PM. 50 Economy ticket for $50 per person are available. Travel duration is 8h 30m
Greyhound US	8h 55m	1:45 PM	Chicago	Downtown Bus Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$55	A Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 11/9/2025 1:45:00 PM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/9/2025 11:40:00 PM. 50 Economy ticket for $55 per person are available. Travel duration is 8h 55m
Greyhound US	7h 55m	2:45 PM	Chicago	Downtown Bus Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$67	A Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 11/9/2025 2:45:00 PM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/9/2025 11:40:00 PM. 50 Economy ticket for $67 per person are available. Travel duration is 7h 55m
Greyhound US	12h 40m	10:00 AM	Chicago	Canal & Van Buren	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$68	A Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 11/9/2025 10:00:00 AM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/9/2025 11:40:00 PM. 50 Economy ticket for $68 per person are available. Travel duration is 12h 40m

Cheapest bus trips Monday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	8h 55m	1:45 PM	Chicago	Downtown Bus Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$55	A Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 11/10/2025 1:45:00 PM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/10/2025 11:40:00 PM. 50 Economy ticket for $55 per person are available. Travel duration is 8h 55m
Greyhound US	12h 40m	10:00 AM	Chicago	Union Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$59	A Bus from Greyhound US goes from Union Station, Chicago (USA) at 11/10/2025 10:00:00 AM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/10/2025 11:40:00 PM. 50 Economy ticket for $59 per person are available. Travel duration is 12h 40m
Greyhound US	7h 55m	2:45 PM	Chicago	Downtown Bus Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$59	A Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 11/10/2025 2:45:00 PM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/10/2025 11:40:00 PM. 50 Economy ticket for $59 per person are available. Travel duration is 7h 55m

Cheapest bus trips Tuesday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	8h 55m	1:45 PM	Chicago	Downtown Bus Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$55	A Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 11/11/2025 1:45:00 PM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/11/2025 11:40:00 PM. 50 Economy ticket for $55 per person are available. Travel duration is 8h 55m
Greyhound US	12h 40m	10:00 AM	Chicago	Union Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$58	A Bus from Greyhound US goes from Union Station, Chicago (USA) at 11/11/2025 10:00:00 AM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/11/2025 11:40:00 PM. 50 Economy ticket for $58 per person are available. Travel duration is 12h 40m
Greyhound US	7h 55m	2:45 PM	Chicago	Downtown Bus Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$58	A Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 11/11/2025 2:45:00 PM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/11/2025 11:40:00 PM. 50 Economy ticket for $58 per person are available. Travel duration is 7h 55m

Cheapest bus trips Wednesday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	8h 30m	2:10 PM	Chicago	95th Red Line Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$46	A Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 11/12/2025 2:10:00 PM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/12/2025 11:40:00 PM. 50 Economy ticket for $46 per person are available. Travel duration is 8h 30m
Greyhound US	8h 55m	1:45 PM	Chicago	Downtown Bus Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$48	A Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 11/12/2025 1:45:00 PM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/12/2025 11:40:00 PM. 50 Economy ticket for $48 per person are available. Travel duration is 8h 55m
Greyhound US	12h 40m	10:00 AM	Chicago	Canal & Van Buren	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$57	A Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 11/12/2025 10:00:00 AM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/12/2025 11:40:00 PM. 50 Economy ticket for $57 per person are available. Travel duration is 12h 40m
Greyhound US	7h 55m	2:45 PM	Chicago	Downtown Bus Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$57	A Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 11/12/2025 2:45:00 PM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/12/2025 11:40:00 PM. 50 Economy ticket for $57 per person are available. Travel duration is 7h 55m

Cheapest bus trips Thursday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	8h 55m	1:45 PM	Chicago	Downtown Bus Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$45	A Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 11/13/2025 1:45:00 PM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/13/2025 11:40:00 PM. 50 Economy ticket for $45 per person are available. Travel duration is 8h 55m
Greyhound US	12h 40m	10:00 AM	Chicago	Canal & Van Buren	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$48	A Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 11/13/2025 10:00:00 AM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/13/2025 11:40:00 PM. 50 Economy ticket for $48 per person are available. Travel duration is 12h 40m
Greyhound US	7h 55m	2:45 PM	Chicago	Downtown Bus Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$48	A Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 11/13/2025 2:45:00 PM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/13/2025 11:40:00 PM. 50 Economy ticket for $48 per person are available. Travel duration is 7h 55m
Greyhound US	8h 30m	2:10 PM	Chicago	95th Red Line Station	11:40 PM	Lexington, KY	Greyhound Bus Station	Economy	$48	A Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 11/13/2025 2:10:00 PM to Greyhound Bus Station, Lexington, KY (USA) arriving at 11/13/2025 11:40:00 PM. 50 Economy ticket for $48 per person are available. Travel duration is 8h 30m

Best Price Offer: The price for the cheapest bus from Chicago to Lexington, KY is $45 on 11/13/2025. Flexible travelers save on ticket prices.

Frequency of bus connections between Chicago and Lexington, KY

See here how frequent the connections between Chicago and Lexington, KY are, during different times and days of the week.

Sunday is the busiest day, with more than 7 daily buses from Chicago to Lexington, KY. Monday has instead the fewest connections, with only 3 daily coaches between Chicago and Lexington, KY.

The busiest time of the day is the Afternoon, with 19 buses from Chicago to Lexington, KY, while Morning sees the fewest connections between Chicago and Lexington, KY, with 8 offers.

Facts about the bus from Chicago to Lexington, KY

Compare all providers like Greyhound US that travel 5 times every day by bus from Chicago to Lexington, KY in one click! Book your bus ticket from Chicago to Lexington, KY starting from $45!

Cheapest Bus	$45
Fastest Bus	8h 55m
Earliest Bus	10:00 AM
Latest Bus	2:45 PM
Daily Bus Routes	5 Ø
Distance	312.8 miles
Bus Companies	Greyhound US

Cheapest bus connections from Chicago to Lexington, KY

Every day, 5 buses from 1 bus companies leave Chicago for Lexington, KY: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 11/08/2025 and for the following days.

Sunday

Monday

Tuesday

Wednesday

Thursday

Friday

Saturday

Sunday 11/02

Monday 11/03

Tuesday 11/04

Wednesday 11/05

Thursday 11/06

Friday 11/07

Saturday 11/08

Sunday 11/09

$50

Monday 11/10

$55

Tuesday 11/11

$55

Wednesday 11/12

$46

Thursday 11/13

$45

Friday 11/14

Saturday 11/15

Sunday 11/16

$58

Monday 11/17

$46

Tuesday 11/18

Wednesday 11/19

Thursday 11/20

$47

Friday 11/21

Saturday 11/22

Sunday 11/23

$58

Monday 11/24

Tuesday 11/25

Wednesday 11/26

Thursday 11/27

$63

Friday 11/28

$57

Saturday 11/29

The cheapest time to travel from Chicago to Lexington, KY

See here on which day and which time of the day you can find the cheapest bus ticket from Chicago to Lexington, KY, for the next 30 days.

With a price starting from $45, Thursday is the cheapest day for a bus from Chicago to Lexington, KY. Tuesday instead is the most expensive day with prices starting from $53.

Afternoon is the cheapest day time for bus tickets from Chicago to Lexington, KY, with $45. Morning is the most expensive time of the day with prices starting from $48.

How to save money travelling from Chicago to Lexington, KY

Travel can be expensive, but it doesn't need to be! Do you want to avoid paying a terrible price for your trip? Then follow these quick steps to save money:

Book the ticket from Chicago to Lexington, KY in advance! The earlier you book, the cheaper usually the price is. Also, you will be sure to have a place on the bus from Chicago to Lexington, KY, compared instead if you buy it at the last moment, or directly at the station.

If you can, avoid travelling at peak times. Instead of weekend, try travelling during the week. Travelling in the evening or at night it’s also cheaper, and later buses from Chicago to Lexington, KY are also emptier.

All bus stations and stops in Chicago and Lexington, KY

In the map below, you can see where to find all bus stations in Chicago and Lexington, KY.

95th Red Line Station

W. 95th St 14

Downtown Bus Station

West Harrison Street 630-670

Union Station

S Canal St 225

Cumberland CTA

N Cumberland Ave 5800

Canal & Van Buren

S Canal St 310-320

University of Kentucky

Rose St 505

Buena Vista Road

Greyhound Bus Station

W New Circle Rd Nw 477

N Broadway

N Broadway 1949

Alexandria Dr

Alexandria Dr 1801

Compare the bus with other modes of transport

The bus is often the cheapest mode of transport, while other modes like train or flight are faster. Looking for quicker alternatives to travel from Chicago to Lexington, KY? Compare all modes of transports from Chicago to Lexington, KY.

Service and Comfort on the bus from Chicago to Lexington, KY

Want to know which seat classes are available on the buses from Chicago to Lexington, KY? Or which bus companies serve the route Chicago to Lexington, KY? Below you will find answers to your questions.

FAQs about the Chicago to Lexington, KY bus

How much does a Chicago Lexington, KY bus trip cost?

This depends on, among other things, the day and time of travel. The cheapest trip is available from $45 and takes 9h 55m to reach Lexington, KY. Compare offers to save money!

How much could I save by comparing buses from Chicago to Lexington, KY?

This route is offered by 1 companies with a range of ticket prices between $45 and $71. Thus, we recommend booking your ticket as early as possible to make sure you get the cheapest bus ticket to Lexington, KY.

On average, how many connections are available from Chicago to Lexington, KY each day?

Every day, the Chicago to Lexington, KY bus route is served by approximately 5 connections. With our search, you can compare bus times to find the perfect trip.

How long does a bus journey from Chicago to Lexington, KY take?

The fastest bus from Chicago to Lexington, KY is offered by Greyhound US and takes 8h 55m. Bus tickets for this connection cost $70. In this context, bear in mind that the journey can take longer due to traffic.

What time is the first bus from Chicago to Lexington, KY?

The earliest bus arriving in Lexington, KY from Chicago starts at 10:00 AM. However, information regarding departure times may differ on weekends and holidays. Simply use our search to find exact times for your planned travel date.

What time is the last bus from Chicago to Lexington, KY?

The latest bus trip departing from Chicago for Lexington, KY starts at 2:45 PM. Please note that departure times may differ on weekends and holidays. So just use our search to find the exact times for your planned travel date.

Which bus companies operate the Chicago Lexington, KY route?

When traveling by bus from Chicago to Lexington, KY, passengers can travel with Greyhound US. With our search, you can compare all available bus tickets to book the one that works for you.

Is there a direct bus between Chicago and Lexington, KY?

You can check all the direct connections between Chicago and Lexington, KY by using our search and looking at the Changes section in our filters. These are some of the companies which offer a direct bus: Greyhound US.

What can I take with me on the Chicago to Lexington, KY bus route?

Depending on which provider you travel with, what you're allowed to bring with you can vary. Generally, you can take a suitcase and hand luggage with you on the Chicago Lexington, KY bus route free of charge. Simply use our search to find a bus that is best suited to your needs for your planned travel date.

What equipment is available for the Chicago Lexington, KY bus route?

The equipment on board differs depending on the provider. However, many long-distance buses have WiFi so you can tell your friends your exact location during the journey. To make traveling even more pleasant, air conditioning systems provide ventilation. It is best to use our search to get precise information about the equipment of the bus from Chicago to Lexington, KY on your planned travel date.

Available seat classes which are offered on the bus route Chicago to Lexington, KY

Economy

The cheapest option available for your ticket, it usually comes with reclinable seats and AC.

More bus routes to Chicago and to Lexington, KY

Here’s an overview of the most popular bus routes to Chicago and to Lexington, KY. Simply click on the connection of your choice, and you will find all the details about your bus route!