There are 8 ways to get from Chicago, IL to Lexington by plane, car, bus (Greyhound), train, bus, or bus (Flixbus, Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago O'Hare International Airport to Louisville International Airport, drive
best- Fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF)plane ORD - SDF
- Drive from Louisville-Airport-SDF to Lexingtoncar
4h 59m$216–576Fly Chicago O'Hare International Airport to Blue Grass Airport, line 3 bus
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)plane ORD - LEX
- Take the bus from Transit Center to Centre Parkway @ 1349bus
5h 49m$44–287Bus (Greyhound)
- Take the bus from Chicago Bus Station to Lexington Bus Stopbus Greyhound US0120
9h 7m$79–152Train, bus
- Take the train from Chicago Union Station to Indianapolistrain Cardinal
- Take the bus from Indianapolis Union Station to Lexington Bus Stopbus Greyhound US0120
10h 5m$99–171Drive 362.2 mi
- Drive from Chicago, IL to Lexingtoncar 362.2 mi
6h 31m$67–96Fly Chicago Midway International Airport to Louisville International Airport, drive
- Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)plane MDW - SDF
- Drive from Louisville-Airport-SDF to Lexingtoncar
4h 43m$92–576Fly Chicago Midway International Airport to Blue Grass Airport
- Fly from Chicago Midway International Airport (MDW) to Blue Grass Airport (LEX)plane MDW - LEX
8h 25m$74–427Bus via Indianapolis
- Take the bus from Chicago Bus Station to Indianapolisbus FlixBus N2640 / ...
- Take the bus from Indianapolis Union Station to Lexington Bus Stopbus Greyhound US0120
9h 57m$91–159
Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF) flights
Questions & Answers
The cheapest way to get from Chicago, IL to Lexington is to drive which costs $65 - $100 and takes 6h 31m.
The fastest way to get from Chicago, IL to Lexington is to fly and drive which takes 4h 43m and costs $90 - $600.
The distance between Chicago, IL and Lexington is 387 miles. The road distance is 364.3 miles.
The best way to get from Chicago, IL to Lexington without a car is to bus which takes 9h 7m and costs $75 - $160.
It takes approximately 4h 59m to get from Chicago, IL to Lexington, including transfers.
The best way to get from Chicago, IL to Lexington is to bus which takes 9h 7m and costs $75 - $160. Alternatively, you can fly, which costs $70 - $430 and takes 8h 25m.
Lexington is 1h ahead of Chicago, IL. It is currently 1:33 PM in Chicago, IL and 2:33 PM in Lexington.
Yes, the driving distance between Chicago, IL to Lexington is 364 miles. It takes approximately 6h 31m to drive from Chicago, IL to Lexington.
There are 118+ hotels available in Lexington.
What companies run services between Chicago, IL, USA and Lexington, KY, USA?
Greyhound USA operates a bus from Chicago Bus Station to Lexington Bus Stop once daily. Tickets cost $50–120 and the journey takes 8h 55m. Alternatively, Delta, Southwest Airlines, and American Airlines fly from Chicago Midway International Airport (MDW) to Blue Grass Airport (LEX) every 4 hours.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $55–380
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $40–280
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $55–380
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $40–280
Flights from Chicago Midway International Airport to Blue Grass Airport via Charlotte
- Ave. Duration
- 4h 15m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $95–500
- Website
- delta.com
Flights from Chicago Midway International Airport to Blue Grass Airport via Atlanta
- Ave. Duration
- 4h 59m
- When
- Every day
- Estimated price
- $95–500
Flights from Chicago Midway International Airport to Blue Grass Airport via Detroit
- Ave. Duration
- 6h 48m
- When
- Every day
- Estimated price
- $70–420
- Website
- southwest.com
Flights from Chicago Midway International Airport to Louisville International Airport
- Ave. Duration
- 1h 15m
- When
- Every day
- Estimated price
- $75–550
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Indianapolis
- Ave. Duration
- 4h 54m
- Frequency
- 3 times a week
- Estimated price
- $30–65
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Lexington Bus Stop
- Ave. Duration
- 8h 55m
- Frequency
- Once daily
- Estimated price
- $50–120
- Website
- https://www.greyhound.com/
Bus from Indianapolis Union Station to Lexington Bus Stop
- Ave. Duration
- 3h 50m
- Frequency
- Once daily
- Estimated price
- $40–75
- Website
- https://www.greyhound.com/
- Phone
- +1 859-253-4636
- info@lextran.com
- Website
- lextran.com
Bus from Transit Center to Centre Parkway @ 1349
- Ave. Duration
- 25 min
- Frequency
- Hourly
- Estimated price
- $1
- Website
- https://lextran.com/
- Seniors 62+
- $1
- Youth 7-18
- $1
- Adult 19+
- $1
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Indianapolis
- Ave. Duration
- 3h 50m
- Frequency
- Every 4 hours
- Estimated price
- $35–70
- Schedules at
- flixbus.com
Want to know more about travelling around United States
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