There are 6 ways to get from Lexington to Chicago by car, plane, bus, train, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Drive to Louisville International Airport, fly to Chicago Midway International Airport
best- Drive from Lexington to Louisville-Airport-SDF
- Fly from Louisville International Airport (SDF) to Chicago Midway International Airport (MDW)SDF - MDW
3h 26m$76–436Bus (Greyhound)
cheapest- Take the bus from Lexington Bus Stop to Chicago Bus StationGreyhound US0120
11h 58m$51–111Bus, train
- Take the bus from Lexington Bus Stop to Cincinnati Bus Station
- Take the bus from Cincinnati Bus Station to Indianapolis Union Station
- Take the train from Indianapolis to Chicago Union Station
10h 51m$102–406Drive 364.6 mi
- Drive from Lexington to Chicago364.6 mi
6h 23m$67–97Drive to Louisville International Airport, fly to Chicago O'Hare International Airport
- Drive from Lexington to Louisville-Airport-SDF
- Fly from Louisville International Airport (SDF) to Chicago O'Hare International Airport (ORD)SDF - ORD
3h 56m$216–576Line 3 bus to Blue Grass Airport, fly to Chicago O'Hare International Airport
- Take the bus from Centre Parkway @ 1349 to Transit Center
- Fly from Blue Grass Airport (LEX) to Chicago O'Hare International Airport (ORD)LEX - ORD
5h 25m$59–367
Lexington to Chicago by bus (Greyhound)
Questions & Answers
The cheapest way to get from Lexington to Chicago is to bus which costs $50 - $120 and takes 11h 58m.
The fastest way to get from Lexington to Chicago is to drive and fly which takes 3h 26m and costs $75 - $440.
No, there is no direct bus from Lexington to Chicago station. However, there are services departing from Tates Creek @ Dove Run and arriving at Chicago Bus Station via Transit Center and Lexington Bus Stop. The journey, including transfers, takes approximately 11h 58m.
The distance between Lexington and Chicago is 363 miles. The road distance is 366.7 miles.
The best way to get from Lexington to Chicago without a car is to bus and train which takes 10h 51m and costs $100 - $410.
It takes approximately 3h 26m to get from Lexington to Chicago, including transfers.
Lexington to Chicago bus services, operated by Greyhound USA, depart from Lexington Bus Stop station.
Lexington to Chicago bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Chicago is 1h behind Lexington. It is currently 6:33 AM in Lexington and 5:33 AM in Chicago.
Yes, the driving distance between Lexington to Chicago is 367 miles. It takes approximately 6h 23m to drive from Lexington to Chicago.
What companies run services between Lexington, KY, USA and Chicago, IL, USA?
Greyhound USA operates a bus from Lexington Bus Stop to Chicago Bus Station once daily. Tickets cost $50–110 and the journey takes 9h 50m.
- Website
- united.com
Flights from Louisville International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $45–310
Flights from Blue Grass Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $55–360
- Website
- aa.com
Flights from Louisville International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $45–310
Flights from Blue Grass Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $55–360
- Website
- southwest.com
Flights from Louisville International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 15m
- When
- Every day
- Estimated price
- $60–410
- Website
- delta.com
Flights from Blue Grass Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 1m
- When
- Every day
- Estimated price
- $70–400
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Indianapolis to Chicago Union Station
- Ave. Duration
- 5h
- Frequency
- 3 times a week
- Estimated price
- $35–300
- 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 Lexington Bus Stop to Cincinnati Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $20–40
- Website
- https://www.greyhound.com/
Bus from Cincinnati Bus Station to Indianapolis Union Station
- Ave. Duration
- 2h 10m
- Frequency
- Once daily
- Estimated price
- $20–35
- Website
- https://www.greyhound.com/
Bus from Lexington Bus Stop to Chicago Bus Station
- Ave. Duration
- 9h 50m
- Frequency
- Once daily
- Estimated price
- $50–110
- Website
- https://www.greyhound.com/
- Phone
- +1 859-253-4636
- info@lextran.com
- Website
- lextran.com
Bus from Centre Parkway @ 1349 to Transit Center
- Ave. Duration
- 29 min
- Frequency
- Hourly
- Estimated price
- $1
- Website
- https://lextran.com/
- Seniors 62+
- $1
- Youth 7-18
- $1
- Adult 19+
- $1
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