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)plane ORD - LEX
3h 34m$92–340Drive 370.9 mi
cheapest- Drive from Chicago to Wilmorecar 370.9 mi
6h 28m$68–98Bus (Greyhound)
- Take the bus from Chicago Bus Station to Lexington Bus Stopbus Greyhound US0120
9h 24m$106–235Train, 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 13m$117–225Fly 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 Wilmorecar
4h 15m$92–516Fly Chicago Midway International Airport to Blue Grass Airport
- Fly from Chicago Midway International Airport (MDW) to Blue Grass Airport (LEX)plane MDW - LEX
5h 58m$118–460Fly Chicago O'Hare International Airport to Louisville International Airport, drive
- Fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF)plane ORD - SDF
- Drive from Louisville-Airport-SDF to Wilmorecar
4h 52m$216–576Bus 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
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 4:00 PM in Chicago and 5:00 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 81+ 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 Midway International Airport to Blue Grass Airport via Charlotte
- Ave. Duration
- 4h 15m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $90–470
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $60–380
- Website
- southwest.com
Flights from Chicago Midway International Airport to Louisville International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $75–490
- Website
- delta.com
Flights from Chicago Midway International Airport to Blue Grass Airport via Atlanta
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $95–480
Flights from Chicago Midway International Airport to Blue Grass Airport via Detroit
- Ave. Duration
- 6h 47m
- When
- Every day
- Estimated price
- $70–400
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
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide