Bus Lexington, KY to Chicago: Compare prices and save money

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

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

today

$48

tomorrow

$50

Sunday

$47

Monday

$47

Tuesday

Wednesday

$45

Thursday

$58

Cheapest bus trips today
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	9h 50m	2:45 PM	Lexington, KY	Greyhound Bus Station	11:35 PM	Chicago	Downtown Bus Station	Economy	$48	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/5/2025 2:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/5/2025 11:35:00 PM. 50 Economy ticket for $48 per person are available. Travel duration is 9h 50m
Greyhound US	9h 15m	2:45 PM	Lexington, KY	Greyhound Bus Station	11:00 PM	Chicago	95th Red Line Station	Economy	$49	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/5/2025 2:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/5/2025 11:00:00 PM. 50 Economy ticket for $49 per person are available. Travel duration is 9h 15m
Greyhound US	16h 40m	1:55 AM	Lexington, KY	Greyhound Bus Station	5:35 PM	Chicago	Downtown Bus Station	Economy	$69	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/5/2025 1:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/5/2025 5:35:00 PM. 50 Economy ticket for $69 per person are available. Travel duration is 16h 40m

Cheapest bus trips tomorrow
Mode of Transport	BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Logo	Seat classes	Price
	Greyhound US	9h 50m	2:45 PM	Lexington, KY	Greyhound Bus Station	11:35 PM	Chicago	Downtown Bus Station		Economy	$50	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/6/2025 2:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/6/2025 11:35:00 PM. 50 Economy ticket for $50 per person are available. Travel duration is 9h 50m
	Greyhound US	16h 40m	1:55 AM	Lexington, KY	Greyhound Bus Station	5:35 PM	Chicago	Downtown Bus Station		Economy	$84	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/6/2025 1:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/6/2025 5:35:00 PM. 50 Economy ticket for $84 per person are available. Travel duration is 16h 40m

Cheapest bus trips Sunday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	9h 50m	2:45 PM	Lexington, KY	Greyhound Bus Station	11:35 PM	Chicago	Downtown Bus Station	Economy	$47	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/7/2025 2:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/7/2025 11:35:00 PM. 50 Economy ticket for $47 per person are available. Travel duration is 9h 50m
Greyhound US	9h 15m	2:45 PM	Lexington, KY	Greyhound Bus Station	11:00 PM	Chicago	95th Red Line Station	Economy	$50	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/7/2025 2:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/7/2025 11:00:00 PM. 50 Economy ticket for $50 per person are available. Travel duration is 9h 15m
Greyhound US	16h 5m	1:55 AM	Lexington, KY	Greyhound Bus Station	5:00 PM	Chicago	95th Red Line Station	Economy	$51	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/7/2025 1:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/7/2025 5:00:00 PM. 50 Economy ticket for $51 per person are available. Travel duration is 16h 5m
Greyhound US	16h 40m	1:55 AM	Lexington, KY	Greyhound Bus Station	5:35 PM	Chicago	Downtown Bus Station	Economy	$83	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/7/2025 1:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/7/2025 5:35:00 PM. 50 Economy ticket for $83 per person are available. Travel duration is 16h 40m

Cheapest bus trips Monday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	9h 50m	2:45 PM	Lexington, KY	Greyhound Bus Station	11:35 PM	Chicago	Downtown Bus Station	Economy	$47	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/8/2025 2:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/8/2025 11:35:00 PM. 50 Economy ticket for $47 per person are available. Travel duration is 9h 50m
Greyhound US	9h 15m	2:45 PM	Lexington, KY	Greyhound Bus Station	11:00 PM	Chicago	95th Red Line Station	Economy	$50	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/8/2025 2:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/8/2025 11:00:00 PM. 50 Economy ticket for $50 per person are available. Travel duration is 9h 15m
Greyhound US	16h 5m	1:55 AM	Lexington, KY	Greyhound Bus Station	5:00 PM	Chicago	95th Red Line Station	Economy	$57	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/8/2025 1:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/8/2025 5:00:00 PM. 50 Economy ticket for $57 per person are available. Travel duration is 16h 5m
Greyhound US	16h 40m	1:55 AM	Lexington, KY	Greyhound Bus Station	5:35 PM	Chicago	Downtown Bus Station	Economy	$89	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/8/2025 1:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/8/2025 5:35:00 PM. 50 Economy ticket for $89 per person are available. Travel duration is 16h 40m

Cheapest bus trips Wednesday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	9h 50m	2:45 PM	Lexington, KY	Greyhound Bus Station	11:35 PM	Chicago	Downtown Bus Station	Economy	$45	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/10/2025 2:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/10/2025 11:35:00 PM. 50 Economy ticket for $45 per person are available. Travel duration is 9h 50m
Greyhound US	9h 15m	2:45 PM	Lexington, KY	Greyhound Bus Station	11:00 PM	Chicago	95th Red Line Station	Economy	$45	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/10/2025 2:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/10/2025 11:00:00 PM. 50 Economy ticket for $45 per person are available. Travel duration is 9h 15m
Greyhound US	16h 40m	1:55 AM	Lexington, KY	Greyhound Bus Station	5:35 PM	Chicago	Downtown Bus Station	Economy	$77	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/10/2025 1:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/10/2025 5:35:00 PM. 50 Economy ticket for $77 per person are available. Travel duration is 16h 40m

Cheapest bus trips Thursday
Mode of Transport	BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Logo	Seat classes	Price
	Greyhound US	9h 50m	2:45 PM	Lexington, KY	Greyhound Bus Station	11:35 PM	Chicago	Downtown Bus Station		Economy	$58	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/11/2025 2:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/11/2025 11:35:00 PM. 50 Economy ticket for $58 per person are available. Travel duration is 9h 50m
	Greyhound US	16h 40m	1:55 AM	Lexington, KY	Greyhound Bus Station	5:35 PM	Chicago	Downtown Bus Station		Economy	$89	A Bus from Greyhound US goes from Greyhound Bus Station, Lexington, KY (USA) at 12/11/2025 1:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/11/2025 5:35:00 PM. 50 Economy ticket for $89 per person are available. Travel duration is 16h 40m

Best Price Offer: The price for the cheapest bus from Lexington, KY to Chicago is $45 on 12/10/2025. Flexible travelers save on ticket prices.

Frequency of bus connections between Lexington, KY and Chicago

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

Sunday is the busiest day, with more than 8 daily buses from Lexington, KY to Chicago. Thursday has instead the fewest connections, with only 2 daily coaches between Lexington, KY and Chicago.

The busiest time of the day is the Afternoon, with 16 buses from Lexington, KY to Chicago, while Night sees the fewest connections between Lexington, KY and Chicago, with 14 offers.

Facts about the bus from Lexington, KY to Chicago

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

Cheapest Bus	$45
Fastest Bus	8h 15m
Earliest Bus	1:55 AM
Latest Bus	2:45 PM
Daily Bus Routes	5 Ø
Distance	312.8 miles
Bus Companies	Greyhound US

Cheapest bus connections from Lexington, KY to Chicago

Every day, 5 buses from 1 bus companies leave Lexington, KY for Chicago: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 12/05/2025 and for the following days.

Sunday

Monday

Tuesday

Wednesday

Thursday

Friday

Saturday

Sunday 11/30

Monday 12/01

Tuesday 12/02

Wednesday 12/03

Thursday 12/04

Friday 12/05

$48

Saturday 12/06

$50

Sunday 12/07

$47

Monday 12/08

$47

Tuesday 12/09

Wednesday 12/10

$45

Thursday 12/11

$58

Friday 12/12

Saturday 12/13

Sunday 12/14

Monday 12/15

Tuesday 12/16

Wednesday 12/17

Thursday 12/18

Friday 12/19

Saturday 12/20

Sunday 12/21

Monday 12/22

Tuesday 12/23

Wednesday 12/24

Thursday 12/25

$58

Friday 12/26

Saturday 12/27

The cheapest time to travel from Lexington, KY to Chicago

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

With a price starting from $45, Wednesday is the cheapest day for a bus from Lexington, KY to Chicago. Thursday instead is the most expensive day with prices starting from $58.

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

How to save money travelling from Lexington, KY to Chicago

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 Lexington, KY to Chicago 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 Lexington, KY to Chicago, 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 Lexington, KY to Chicago are also emptier.

Beloved bus companies from Lexington, KY to Chicago

These are the most booked bus companies between Lexington, KY to Chicago from our users.

Greyhound US from Lexington, KY to Chicago

Here you will find the key facts about the Greyhound US bus route Lexington, KY to Chicago:

Cheapest Price	$45
Fastest Bus	8h 15m
Earliest Bus	1:55 AM
Last Bus	2:45 PM
Daily Connections	5 Ø
Found on	12/4/2025

All bus stations and stops in Lexington, KY and Chicago

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

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

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

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

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

FAQs about the Lexington, KY to Chicago bus

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

This depends on, among other things, the day and time of travel. The cheapest trip is available from $45 and takes 8h 50m to reach Chicago. Compare offers to save money!

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

This route is offered by 1 companies with a range of ticket prices between $45 and $91. Thus, we recommend booking your ticket as early as possible to make sure you get the cheapest bus ticket to Chicago.

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

Every day, the Lexington, KY to Chicago 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 Lexington, KY to Chicago take?

The fastest bus from Lexington, KY to Chicago is offered by Greyhound US and takes 8h 15m. Bus tickets for this connection cost $49. In this context, bear in mind that the journey can take longer due to traffic.

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

The earliest bus arriving in Chicago from Lexington, KY starts at 1:55 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 Lexington, KY to Chicago?

The latest bus trip departing from Lexington, KY for Chicago 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 Lexington, KY Chicago route?

When traveling by bus from Lexington, KY to Chicago, 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 Lexington, KY and Chicago?

You can check all the direct connections between Lexington, KY and Chicago 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 Lexington, KY to Chicago 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 Lexington, KY Chicago 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 Lexington, KY Chicago 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 Lexington, KY to Chicago on your planned travel date.

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

Economy

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

More bus routes to Lexington, KY and to Chicago

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