There are 8 ways to get from Chicago to Wilmore by plane, bus (Greyhound), train, bus, car, 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 Blue Grass Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)ORD - LEX
3h 34m$92–340Drive 370.9 mi
cheapest- Drive from Chicago to Wilmore370.9 mi
6h 28m$68–98Bus (Greyhound)
- Take the bus from Chicago Bus Station to Lexington Bus StopGreyhound US0120
9h 24m$106–235Train, bus
- Take the train from Chicago Union Station to IndianapolisCardinal
- Take the bus from Indianapolis Union Station to Lexington Bus StopGreyhound US0120
10h 13m$117–225Fly Chicago Midway International Airport to Blue Grass Airport
- Fly from Chicago Midway International Airport (MDW) to Blue Grass Airport (LEX)MDW - LEX
5h 13m$118–460Fly Chicago Midway International Airport to Louisville International Airport, drive
- Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)MDW - SDF
- Drive from Louisville-Airport-SDF to Wilmore
4h 15m$92–516Fly Chicago O'Hare International Airport to Louisville International Airport, drive
- Fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF)ORD - SDF
- Drive from Louisville-Airport-SDF to Wilmore
4h 52m$216–576Bus via Indianapolis
- Take the bus from Chicago Bus Station to IndianapolisFlixBus N2640 / ...
- Take the bus from Indianapolis Union Station to Lexington Bus StopGreyhound US0120
11h 18m$91–201
Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX) flights
Questions & Answers
The cheapest way to get from Chicago to Wilmore is to drive which costs $65 - $100 and takes 6h 28m.
The fastest way to get from Chicago to Wilmore is to fly which takes 3h 34m and costs $90 - $340.
The distance between Chicago and Wilmore is 358 miles. The road distance is 373.1 miles.
The best way to get from Chicago to Wilmore without a car is to bus which takes 9h 24m and costs $100 - $240.
It takes approximately 3h 34m to get from Chicago to Wilmore, including transfers.
The best way to get from Chicago to Wilmore is to fly which takes 3h 34m and costs $90 - $340. Alternatively, you can bus, which costs $100 - $240 and takes 9h 24m.
Wilmore is 1h ahead of Chicago. It is currently 11:21 AM in Chicago and 12:21 PM in Wilmore.
Yes, the driving distance between Chicago to Wilmore is 373 miles. It takes approximately 6h 28m to drive from Chicago to Wilmore.
There are 90+ hotels available in Wilmore.
What companies run services between Chicago, IL, USA and Wilmore, KY, USA?
American Airlines and United Airlines fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX) every 4 hours. Alternatively, Greyhound USA operates a bus from Chicago Bus Station to Lexington Bus Stop once daily. Tickets cost $50–170 and the journey takes 8h 55m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $45–280
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $60–380
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $45–280
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $60–380
- Website
- delta.com
Flights from Chicago Midway International Airport to Blue Grass Airport via Detroit
- Ave. Duration
- 5h 51m
- When
- Every day
- Estimated price
- $70–400
Flights from Chicago Midway International Airport to Blue Grass Airport via Atlanta
- Ave. Duration
- 5h 27m
- When
- Every day
- Estimated price
- $95–480
- Website
- southwest.com
Flights from Chicago Midway International Airport to Louisville International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $75–490
Flights from Chicago O'Hare International Airport to Louisville International Airport via Nashville
- Ave. Duration
- 3h 40m
- When
- Friday and Sunday
- Estimated price
- $80–450
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
- $30–70
- 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
- $50–170
- Website
- https://www.greyhound.com/
Bus from Indianapolis Union Station to Lexington Bus Stop
- Ave. Duration
- 3h 50m
- Frequency
- Once daily
- Estimated price
- $30–85
- Website
- https://www.greyhound.com/
- 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
- $35–90
- Schedules at
- flixbus.com
Want to know more about travelling around United States
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