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

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

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

today

$65

tomorrow

Wednesday

$65

Thursday

Friday

$73

Saturday

Sunday

$72

Cheapest bus trips today
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	16h 0m	10:00 AM	Chicago	Canal & Van Buren	3:00 AM	Ashland, KY	Bus Stop	Economy	$65	A Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 1/19/2026 10:00:00 AM to Bus Stop, Ashland, KY (USA) arriving at 1/20/2026 3:00:00 AM. 50 Economy ticket for $65 per person are available. Travel duration is 16h 0m
Greyhound US	11h 15m	2:45 PM	Chicago	Downtown Bus Station	3:00 AM	Ashland, KY	Bus Stop	Economy	$65	A Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 1/19/2026 2:45:00 PM to Bus Stop, Ashland, KY (USA) arriving at 1/20/2026 3:00:00 AM. 50 Economy ticket for $65 per person are available. Travel duration is 11h 15m
FlixBus	14h 55m	11:05 AM	Chicago	95th Red Line Station	3:00 AM	Ashland, KY	Bus Stop	Economy	$74	A Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 1/19/2026 11:05:00 AM to Bus Stop, Ashland, KY (USA) arriving at 1/20/2026 3:00:00 AM. 50 Economy ticket for $74 per person are available. Travel duration is 14h 55m
FlixBus	26h 10m	11:50 PM	Chicago	95th Red Line Station	3:00 AM	Ashland, KY	Bus Stop	Economy	$74	A Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 1/19/2026 11:50:00 PM to Bus Stop, Ashland, KY (USA) arriving at 1/21/2026 3:00:00 AM. 50 Economy ticket for $74 per person are available. Travel duration is 26h 10m

Cheapest bus trips Wednesday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	16h 0m	10:00 AM	Chicago	Canal & Van Buren	3:00 AM	Ashland, KY	Bus Stop	Economy	$65	A Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 1/21/2026 10:00:00 AM to Bus Stop, Ashland, KY (USA) arriving at 1/22/2026 3:00:00 AM. 50 Economy ticket for $65 per person are available. Travel duration is 16h 0m
Greyhound US	11h 15m	2:45 PM	Chicago	Downtown Bus Station	3:00 AM	Ashland, KY	Bus Stop	Economy	$66	A Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 1/21/2026 2:45:00 PM to Bus Stop, Ashland, KY (USA) arriving at 1/22/2026 3:00:00 AM. 50 Economy ticket for $66 per person are available. Travel duration is 11h 15m
FlixBus	14h 55m	11:05 AM	Chicago	95th Red Line Station	3:00 AM	Ashland, KY	Bus Stop	Economy	$74	A Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 1/21/2026 11:05:00 AM to Bus Stop, Ashland, KY (USA) arriving at 1/22/2026 3:00:00 AM. 50 Economy ticket for $74 per person are available. Travel duration is 14h 55m

Cheapest bus trips Friday
Mode of Transport	BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Logo	Seat classes	Price
	Greyhound US	16h 0m	10:00 AM	Chicago	Union Station	3:00 AM	Ashland, KY	Bus Stop		Economy	$73	A Bus from Greyhound US goes from Union Station, Chicago (USA) at 1/23/2026 10:00:00 AM to Bus Stop, Ashland, KY (USA) arriving at 1/24/2026 3:00:00 AM. 50 Economy ticket for $73 per person are available. Travel duration is 16h 0m
	Greyhound US	11h 15m	2:45 PM	Chicago	Downtown Bus Station	3:00 AM	Ashland, KY	Bus Stop		Economy	$74	A Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 1/23/2026 2:45:00 PM to Bus Stop, Ashland, KY (USA) arriving at 1/24/2026 3:00:00 AM. 50 Economy ticket for $74 per person are available. Travel duration is 11h 15m

Cheapest bus trips Sunday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	16h 0m	10:00 AM	Chicago	Canal & Van Buren	3:00 AM	Ashland, KY	Bus Stop	Economy	$72	A Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 1/25/2026 10:00:00 AM to Bus Stop, Ashland, KY (USA) arriving at 1/26/2026 3:00:00 AM. 50 Economy ticket for $72 per person are available. Travel duration is 16h 0m
Greyhound US	11h 15m	2:45 PM	Chicago	Downtown Bus Station	3:00 AM	Ashland, KY	Bus Stop	Economy	$72	A Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 1/25/2026 2:45:00 PM to Bus Stop, Ashland, KY (USA) arriving at 1/26/2026 3:00:00 AM. 50 Economy ticket for $72 per person are available. Travel duration is 11h 15m
FlixBus	14h 55m	11:05 AM	Chicago	95th Red Line Station	3:00 AM	Ashland, KY	Bus Stop	Economy	$74	A Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 1/25/2026 11:05:00 AM to Bus Stop, Ashland, KY (USA) arriving at 1/26/2026 3:00:00 AM. 50 Economy ticket for $74 per person are available. Travel duration is 14h 55m
FlixBus	26h 10m	11:50 PM	Chicago	95th Red Line Station	3:00 AM	Ashland, KY	Bus Stop	Economy	$74	A Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 1/25/2026 11:50:00 PM to Bus Stop, Ashland, KY (USA) arriving at 1/27/2026 3:00:00 AM. 50 Economy ticket for $74 per person are available. Travel duration is 26h 10m

Best Price Offer: The price for the cheapest bus from Chicago to Ashland, KY is $63 on 1/26/2026. Flexible travelers save on ticket prices.

Frequency of bus connections between Chicago and Ashland, KY

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

Sunday is the busiest day, with more than 4 daily buses from Chicago to Ashland, KY. Friday has instead the fewest connections, with only 2 daily coaches between Chicago and Ashland, KY.

The busiest time of the day is the Morning, with 7 buses from Chicago to Ashland, KY, while Evening sees the fewest connections between Chicago and Ashland, KY, with 2 offers.

Facts about the bus from Chicago to Ashland, KY

Compare all providers like Greyhound US and FlixBus that travel 3 times every day by bus from Chicago to Ashland, KY in one click! Book your bus ticket from Chicago to Ashland, KY starting from $63!

Cheapest Bus	$63
Fastest Bus	12h 15m
Earliest Bus	10:00 AM
Latest Bus	11:50 PM
Daily Bus Routes	3 Ø
Distance	353.3 miles
Bus Companies	Greyhound US and FlixBus

Cheapest bus connections from Chicago to Ashland, KY

Every day, 3 buses from 2 bus companies leave Chicago for Ashland, KY: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 01/19/2026 and for the following days.

Sunday

Monday

Tuesday

Wednesday

Thursday

Friday

Saturday

Sunday 01/18

Monday 01/19

$65

Tuesday 01/20

Wednesday 01/21

$65

Thursday 01/22

Friday 01/23

$73

Saturday 01/24

Sunday 01/25

$72

Monday 01/26

$63

Tuesday 01/27

$90

Wednesday 01/28

Thursday 01/29

Friday 01/30

Saturday 01/31

Sunday 02/01

Monday 02/02

Tuesday 02/03

Wednesday 02/04

Thursday 02/05

Friday 02/06

Saturday 02/07

Sunday 02/08

Monday 02/09

Tuesday 02/10

Wednesday 02/11

Thursday 02/12

Friday 02/13

Saturday 02/14

The cheapest time to travel from Chicago to Ashland, KY

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

With a price starting from $63, Monday is the cheapest day for a bus from Chicago to Ashland, KY. Friday instead is the most expensive day with prices starting from $73.

Afternoon is the cheapest day time for bus tickets from Chicago to Ashland, KY, with $65. Evening is the most expensive time of the day with prices starting from $73.

How to save money travelling from Chicago to Ashland, 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 Ashland, 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 Ashland, 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 Ashland, KY are also emptier.

All bus stations and stops in Chicago and Ashland, KY

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

Bus Stop

15th St 99

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

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

FAQs about the Chicago to Ashland, KY bus

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

This depends on, among other things, the day and time of travel. The cheapest trip is available from $63 and takes 12h 15m to reach Ashland, KY. Compare offers to save money!

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

This route is offered by 2 companies with a range of ticket prices between $63 and $74. Thus, we recommend booking your ticket as early as possible to make sure you get the cheapest bus ticket to Ashland, KY.

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

Every day, the Chicago to Ashland, KY bus route is served by approximately 3 connections. With our search, you can compare bus times to find the perfect trip.

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

The fastest bus from Chicago to Ashland, KY is offered by Greyhound US and takes 12h 15m. Bus tickets for this connection cost $65. In this context, bear in mind that the journey can take longer due to traffic.

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

The earliest bus arriving in Ashland, 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 Ashland, KY?

The latest bus trip departing from Chicago for Ashland, KY starts at 11:50 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 Ashland, KY route?

When traveling by bus from Chicago to Ashland, KY, passengers can travel with Greyhound US and FlixBus. 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 Ashland, KY?

You can check all the direct connections between Chicago and Ashland, 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 and FlixBus.

What can I take with me on the Chicago to Ashland, 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 Ashland, 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 Ashland, 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 Ashland, KY on your planned travel date.

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

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 3 daily trips between Chicago and Ashland, KY. 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 Chicago to Ashland, KY?

Prices and availability for 3 trips between Chicago and Ashland, KY 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 Chicago to Ashland, KY

Economy

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

More bus routes to Chicago and to Ashland, KY

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