Find coaches from Lexington, KY to Chicago

Next departures

Next departures from Lexington to Chicago on 2 September
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
Greyhound Lines, Inc.
WJW Investments Bus Stop
Downtown Greyhound StationCheapest
Greyhound Lines, Inc.
WJW Investments Bus Stop
Chicago 95Th & Dan RyanFastest
Greyhound Lines, Inc. + FlixBus
WJW Investments Bus Stop
Downtown Greyhound StationNo tags
Greyhound Lines, Inc.
WJW Investments Bus Stop
Chicago 95Th & Dan RyanNo tags
Greyhound Lines, Inc. + FlixBus
WJW Investments Bus Stop
Chicago 95Th & Dan RyanNo tags

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Bus Lexington, KY to Chicago: Trip Overview

Average ticket priceUS$65
Average bus trip duration13h 5m
Number of daily buses5
Earliest bus departure01:55
Distance302 miles
Latest bus departure14:45

Lexington to Chicago Bus

Busbud helps you find a bus from Lexington to Chicago. Get the best fare and schedule, book a round trip ticket or find buses with WiFi and electrical outlets.

We make sure you can find a bus service from Lexington to Chicago from the most reliable bus companies operating this trip.

Whether it is cheap bus tickets or more luxurious buses going to Chicago from Lexington, we help you find what you're looking for based on how much of a budget you have.

Frequently asked questions on the trip Lexington, KY - Chicago

  1. How far is Chicago from Lexington by coach?

    The distance between Lexington and Chicago by coach is approximately 314 miles (505 km).

  2. Is there a way to reach Chicago from Lexington without flying?

    You can choose the coach to travel this route. The coach provides a comfortable and sustainable journey and allows you to enjoy the sights while reaching your destination. You also have the option of utilising carpooling services.

Find cheapest prices for buses

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
30/08
US$50
31/08
US$53
Today
US$78
02/09
US$49
03/09
US$45
04/09
US$46
05/09
US$44
06/09
US$46
busbud logoThe cheapest trip from Lexington, KY to Chicago was searched and found on 5 Sept 2025 with a price of US$44

To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Lexington, KY to Chicago as early as possible.

You can expect to pay from US$44 to US$82 for a bus ticket from Lexington, KY to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at US$44, which is on 2025-09-05.

About Bus Travel

Bus Travel Tips

Make friends with the driver. They usually know a lot about your destination and may even recommend which side of the bus to sit on to get the best views on the road between Lexington and Chicago!

Start sightseeing the minute your bus leaves the station. If you're on the night bus from Lexington to Chicago, get comfy and count the stars.

Buses are energy-efficient. Carrying a passenger over 100 kms by coach only takes 0.6-0.9 liters of gas. Compare that to the 2.6 liters required by high-speed train, 6.6 liters by airplane and 7.6 liters by gas-powered car, and it's clear that the bus is a more environmentally-conscious option for your bus transportation from Lexington to Chicago.

Tune out to the fine sounds of your best music playlist on your bus trip from Lexington to Chicago while indulging in miles on end of beautiful scenic views.

Did you know?

Did you know there are on average 4,400 intercity bus departures every day in the US only? This number has been growing for 9 years in a row, yay!

The bus driver with the longest career in the world drove more than 2,000,000 miles and is a happy World Record holder.

The word 'bus' is an abbreviation of 'omnibus" which means 'for all' in Latin as buses were meant to be transportation for everybody.

Will you be returning to Lexington, KY by bus?

Bus from Chicago to Lexington, KY

Why choose Busbud?

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