Bus from Lexington, KY to Chicago from $66

Compare all the bus companies and find the best price with CheckMyBus
The Best Deals Save up to 70%
The Most Choices Millions of routes worldwide
Easy and Transparent Compare offers with 1 click

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
$75
tomorrow
$101
Sunday
$79
Monday
$74
Tuesday
$72
Wednesday
$116
Thursday
$78

Cheapest bus trips today

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 12h 15m 2:10 AM Lexington, KY Greyhound Bus Station 1:25 PM Chicago Downtown Bus Station  Economy $75
Greyhound US 12h 35m 2:10 AM Lexington, KY Greyhound Bus Station 1:45 PM Chicago Canal & Van Buren  Economy $98
Greyhound US 12h 5m 2:10 AM Lexington, KY Greyhound Bus Station 1:15 PM Chicago 95th Red Line Station  Economy $108
  • Did you know that if you travel from Lexington, KY to Chicago via Cincinnati, you can save more than $18? You can find the corresponding connections below.
    • Greyhound US
      10h 50m
      0
      2:10 AM
      Lexington, KY
      Greyhound Bus Station
      3:40 AM
      Cincinnati
      E Galbraith Rd
      0
      Greyhound US
      Economy
      $15
      • Waiting Time 3h 20m
    • FlixBus
      6h 0m
      0
      7:00 AM
      Cincinnati
      University of Cincinnati
      12:00 PM
      Chicago
      Downtown Bus Station
      0
      FlixBus
      Economy
      $42
    Travel Time is 0h 15m shorter, and you will save $18

Cheapest bus trips tomorrow

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 12h 5m 2:10 AM Lexington, KY Greyhound Bus Station 1:15 PM Chicago 95th Red Line Station  Economy $101
  • Did you know that if you travel from Lexington, KY to Chicago via Cincinnati, you can save more than $47? You can find the corresponding connections below.
    • Greyhound US
      10h 50m
      0
      2:10 AM
      Lexington, KY
      Greyhound Bus Station
      3:40 AM
      Cincinnati
      E Galbraith Rd
      0
      Greyhound US
      Economy
      $14
      • Waiting Time 3h 20m
    • FlixBus
      6h 0m
      0
      7:00 AM
      Cincinnati
      University of Cincinnati
      12:00 PM
      Chicago
      Downtown Bus Station
      0
      FlixBus
      Economy
      $40
    Travel Time is 0h 15m shorter, and you will save $47

Cheapest bus trips Sunday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 12h 15m 2:10 AM Lexington, KY Greyhound Bus Station 1:25 PM Chicago Downtown Bus Station  Economy $79
Greyhound US 12h 35m 2:10 AM Lexington, KY Greyhound Bus Station 1:45 PM Chicago Union Station  Economy $85
  • Did you know that if you travel from Lexington, KY to Chicago via Cincinnati, you can save more than $25? You can find the corresponding connections below.
    • Greyhound US
      10h 50m
      0
      2:10 AM
      Lexington, KY
      Greyhound Bus Station
      3:40 AM
      Cincinnati
      E Galbraith Rd
      0
      Greyhound US
      Economy
      $14
      • Waiting Time 3h 20m
    • FlixBus
      6h 0m
      0
      7:00 AM
      Cincinnati
      University of Cincinnati
      12:00 PM
      Chicago
      Downtown Bus Station
      0
      FlixBus
      Economy
      $40
    Travel Time is 0h 25m shorter, and you will save $25

Cheapest bus trips Monday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 12h 15m 2:10 AM Lexington, KY Greyhound Bus Station 1:25 PM Chicago Downtown Bus Station  Economy $74
Greyhound US 12h 35m 2:10 AM Lexington, KY Greyhound Bus Station 1:45 PM Chicago Union Station  Economy $77
  • Did you know that if you travel from Lexington, KY to Chicago via Cincinnati, you can save more than $20? You can find the corresponding connections below.
    • Greyhound US
      10h 50m
      0
      2:10 AM
      Lexington, KY
      Greyhound Bus Station
      3:40 AM
      Cincinnati
      E Galbraith Rd
      0
      Greyhound US
      Economy
      $14
      • Waiting Time 3h 20m
    • FlixBus
      6h 0m
      0
      7:00 AM
      Cincinnati
      University of Cincinnati
      12:00 PM
      Chicago
      Downtown Bus Station
      0
      FlixBus
      Economy
      $40
    Travel Time is 0h 25m shorter, and you will save $20

Cheapest bus trips Tuesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 12h 15m 2:10 AM Lexington, KY Greyhound Bus Station 1:25 PM Chicago Downtown Bus Station  Economy $72
Greyhound US 12h 35m 2:10 AM Lexington, KY Greyhound Bus Station 1:45 PM Chicago Canal & Van Buren  Economy $76
Greyhound US 12h 5m 2:10 AM Lexington, KY Greyhound Bus Station 1:15 PM Chicago 95th Red Line Station  Economy $97
  • Did you know that if you travel from Lexington, KY to Chicago via Cincinnati, you can save more than $18? You can find the corresponding connections below.
    • Greyhound US
      10h 50m
      0
      2:10 AM
      Lexington, KY
      Greyhound Bus Station
      3:40 AM
      Cincinnati
      E Galbraith Rd
      0
      Greyhound US
      Economy
      $14
      • Waiting Time 3h 20m
    • FlixBus
      6h 0m
      0
      7:00 AM
      Cincinnati
      University of Cincinnati
      12:00 PM
      Chicago
      Downtown Bus Station
      0
      FlixBus
      Economy
      $40
    Travel Time is 0h 15m shorter, and you will save $18

Cheapest bus trips Wednesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 13h 0m 2:10 AM Lexington, KY Greyhound Bus Station 2:10 PM Chicago Downtown Bus Station  Economy $116
Greyhound US 12h 35m 2:10 AM Lexington, KY Greyhound Bus Station 1:45 PM Chicago Union Station  Economy $116
  • Did you know that if you travel from Lexington, KY to Chicago via Cincinnati, you can save more than $62? You can find the corresponding connections below.
    • Greyhound US
      10h 50m
      0
      2:10 AM
      Lexington, KY
      Greyhound Bus Station
      3:40 AM
      Cincinnati
      E Galbraith Rd
      0
      Greyhound US
      Economy
      $14
      • Waiting Time 3h 20m
    • FlixBus
      6h 0m
      0
      7:00 AM
      Cincinnati
      University of Cincinnati
      12:00 PM
      Chicago
      Downtown Bus Station
      0
      FlixBus
      Economy
      $40
    Travel Time is 0h 45m shorter, and you will save $62

Cheapest bus trips Thursday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 12h 15m 2:10 AM Lexington, KY Greyhound Bus Station 1:25 PM Chicago Downtown Bus Station  Economy $78
Greyhound US 12h 35m 2:10 AM Lexington, KY Greyhound Bus Station 1:45 PM Chicago Union Station  Economy $81
  • Did you know that if you travel from Lexington, KY to Chicago via Cincinnati, you can save more than $24? You can find the corresponding connections below.
    • Greyhound US
      10h 50m
      0
      2:10 AM
      Lexington, KY
      Greyhound Bus Station
      3:40 AM
      Cincinnati
      E Galbraith Rd
      0
      Greyhound US
      Economy
      $14
      • Waiting Time 3h 20m
    • FlixBus
      6h 0m
      0
      7:00 AM
      Cincinnati
      University of Cincinnati
      12:00 PM
      Chicago
      Downtown Bus Station
      0
      FlixBus
      Economy
      $40
    Travel Time is 0h 25m shorter, and you will save $24

Best Price Offer: The price for the cheapest bus from Lexington, KY to Chicago is $66 on 10/20/2026. Flexible travelers save on ticket prices.


Facts about the bus from Lexington, KY to Chicago

Compare all providers like Greyhound US that travel 2 times every day by bus from Lexington, KY to Chicago in one click! Book your bus ticket from Lexington, KY to Chicago starting from $66!

Cheapest Bus $66
Fastest Bus 11h 5m
Earliest Bus 2:10 AM
Latest Bus 2:10 AM
Daily Bus Routes 2 Ø
Distance 312.8 miles
Bus Companies Greyhound US

Cheapest bus connections from Lexington, KY to Chicago

Every day, 2 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 10/23/2026 and for the following days.

Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday 10/18
Monday 10/19
Tuesday 10/20
Wednesday 10/21
Thursday 10/22
Friday 10/23
$75
Saturday 10/24
$101
Sunday 10/25
$79
Monday 10/26
$74
Tuesday 10/27
$72
Wednesday 10/28
$116
Thursday 10/29
$78
Friday 10/30
$82
Saturday 10/31
$80
Sunday 11/01
Monday 11/02
$83
Tuesday 11/03
Wednesday 11/04
$83
Thursday 11/05
$84
Friday 11/06
$81
Saturday 11/07
$78
Sunday 11/08
$84
Monday 11/09
$90
Tuesday 11/10
Wednesday 11/11
$75
Thursday 11/12
Friday 11/13
Saturday 11/14

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

Greyhound US

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

Cheapest Price $72
Fastest Bus 11h 5m
Earliest Bus 2:10 AM
Last Bus 2:10 AM
Daily Connections 2 Ø
Found on 9/28/2026

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.

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 $66 and takes 11h 15m 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 $66 and $116. 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 2 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 11h 5m. Bus tickets for this connection cost $108. 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 2:10 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 2:10 AM. 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.

How does CheckMyBus find the best bus deals from Lexington, KY to Chicago?

CheckMyBus collaborates directly with companies around the world to provide you with the best options when searching for a trip. We retrieve their first-hand data to show you real-time prices, schedules, and seat availability for 2 daily trips between Lexington, KY and Chicago. With the most up-to-date information from verified sources, you can fairly compare all available options and choose the trip that suits you best.

How does CheckMyBus technology work for trips from Lexington, KY to Chicago?

Prices and availability for 2 trips between Lexington, KY and Chicago change constantly. To provide you with the most up-to-date information, we connect directly with bus operators, Online Travel Agencies (OTAs), and Global Distribution Systems (GDS) via real-time interfaces (APIs). The data collected from these sources undergoes strict quality checks, is processed within our infrastructure, and is then presented to you on our search results pages. Visit our About Us page to learn more.

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

Economy
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!
Baton Rouge to Lexington, KY bus Baton Rouge to Lexington, KY bus
From Montpelier, VT to Lexington, KY bus From Montpelier, VT to Lexington, KY bus
Buses Junction City, KS to Lexington, KY Buses Junction City, KS to Lexington, KY
Jacksonville, FL to Lexington, KY bus Jacksonville, FL to Lexington, KY bus
Buses Windsor, ON to Chicago Buses Windsor, ON to Chicago
Bus Columbia, MO to Chicago Bus Columbia, MO to Chicago
Bus from Birmingham, AL to Chicago Bus from Birmingham, AL to Chicago
Bus from Philadelphia to Chicago Bus from Philadelphia to Chicago
Popular Airport Shuttles to Lexington, KY and to Chicago
CheckMyBus › Buses in USA › Bus to Lexington, KY › Bus to Chicago

The CheckMyBus App

Free Download

App Store
CheckMyBus App
Close
GPDR CheckMyBus shield

We value your privacy!

To

show

you

the

best

bus

offers,

we

and

our

partners

use

technical,

analytical,

and

marketing

cookies

to

personalize

the

ads.

We

remember

your

anonymized

details

to

provide

a

personalized

experience.