There are 7 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-SDFcar
- Fly from Louisville International Airport (SDF) to Chicago Midway International Airport (MDW)plane SDF - MDW
3h 27m$76–456Line 3 bus to Blue Grass Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Centre Parkway @ 1349 to Transit Centerbus
- Fly from Blue Grass Airport (LEX) to Chicago O'Hare International Airport (ORD)plane LEX - ORD
5h 32m$39–257Bus, train
- Take the bus from Lexington Bus Stop to Cincinnati Bus Stationbus
- Take the bus from Cincinnati Bus Station to Indianapolis Union Stationbus
- Take the train from Indianapolis to Chicago Union Stationtrain
10h 51m$102–166Bus (Greyhound)
- Take the bus from Lexington Bus Stop to Chicago Bus Stationbus Greyhound US0120
11h 58m$61–131Drive 364.6 mi
- Drive from Lexington to Chicagocar 364.6 mi
6h 27m$67–97Drive to Louisville International Airport, fly to Chicago O'Hare International Airport
- Drive from Lexington to Louisville-Airport-SDFcar
- Fly from Louisville International Airport (SDF) to Chicago O'Hare International Airport (ORD)plane SDF - ORD
4h 1m$206–576Fly Blue Grass Airport to Chicago Midway International Airport
- Fly from Blue Grass Airport (LEX) to Chicago Midway International Airport (MDW)plane LEX - MDW
7h 31m$69–407
Lexington to Chicago by bus (Greyhound)
Questions & Answers
The cheapest way to get from Lexington to Chicago is to drive which costs $65 - $100 and takes 6h 27m.
The fastest way to get from Lexington to Chicago is to drive and fly which takes 3h 27m and costs $75 - $460.
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 - $170.
It takes approximately 3h 27m to get from Lexington to Chicago, including transfers.
Lexington to Chicago bus services, operated by Greyhound USA, depart from Lexington Bus Stop station.
The best way to get from Lexington to Chicago is to bus which takes 11h 58m and costs $60 - $140. Alternatively, you can fly, which costs $65 - $410 and takes 7h 31m.
Lexington to Chicago bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Chicago is 1h behind Lexington. It is currently 2:51 AM in Lexington and 1:51 AM in 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 4 times a week. Tickets cost $60–130 and the journey takes 9h 50m. Alternatively, Delta flies from Blue Grass Airport (LEX) to Chicago Midway International Airport (MDW) 5 times a day.
- Website
- united.com
Flights from Louisville International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $40–300
Flights from Blue Grass Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $35–250
- Website
- delta.com
Flights from Blue Grass Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 30m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $45–280
Flights from Blue Grass Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 6h 10m
- When
- Every day
- Estimated price
- $65–400
Flights from Blue Grass Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 22m
- When
- Every day
- Estimated price
- $85–470
- Website
- southwest.com
Flights from Louisville International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 22m
- When
- Every day
- Estimated price
- $60–430
Flights from Louisville International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 3h 30m
- When
- Saturday
- Estimated price
- $85–500
- Website
- aa.com
Flights from Louisville International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 51m
- When
- Every day
- Estimated price
- $40–300
Flights from Blue Grass Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $35–250
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
- $35–65
- 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 Lexington Bus Stop to Cincinnati Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $16–35
- Website
- https://www.greyhound.com/
Bus from Cincinnati Bus Station to Indianapolis Union Station
- Ave. Duration
- 2h 10m
- Frequency
- 4 times a week
- Estimated price
- $24–35
- Website
- https://www.greyhound.com/
Bus from Lexington Bus Stop to Chicago Bus Station
- Ave. Duration
- 9h 50m
- Frequency
- 4 times a week
- Estimated price
- $60–130
- 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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More Questions & Answers
Yes, the driving distance between Lexington to Chicago is 367 miles. It takes approximately 6h 27m to drive from Lexington to Chicago.
There are 1241+ hotels available in Chicago.