There are 10 ways to get from Waukegan to Kentucky by train, bus, car, plane, or bus (Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, bus via Chicago
best- Take the train from Waukegan to Chicago OTCtrain
- Take the bus from Chicago Bus Station to Indianapolis Union Stationbus
- Take the bus from Indianapolis Union Station to Louisville, KYbus
8h 31m$61–105Train to Chicago O'Hare International Airport, fly to Blue Grass Airport
cheapest- Take the train from Waukegan to Clybourntrain
- Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)plane ORD - LEX
7h 1m$50–284Train, bus
- Take the train from Waukegan to Chicago OTCtrain
- Take the train from Chicago Union Station to Indianapolistrain
- Take the bus from Indianapolis Union Station to Louisville, KYbus
10h 14m$131–225Drive 333.7 mi
- Drive from Waukegan to Louisvillecar 333.7 mi
5h 54m$57–83Train to Chicago O'Hare International Airport, fly to Covington
- Take the train from Waukegan to Clybourntrain
- Fly from Chicago O'Hare International Airport (ORD) to Covington (CVG)plane ORD - CVG
5h 37m$161–667Bus
- Take the bus from Tornado Bus Co - Waukegan to Tornado Bus Co - Chicagobus Milwaukee
- Take the bus from Chicago Union Station to Louisville, KYbus Chicago
9h 48m$65–95Train to Chicago Midway International Airport, fly to Covington
- Take the train from Waukegan to Chicago OTCtrain
- Fly from Chicago Midway International Airport (MDW) to Covington (CVG)plane MDW - CVG
5h 31m$171–317Train to Chicago Midway International Airport, fly to Louisville International Airport
- Take the train from Waukegan to Chicago OTCtrain
- Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)plane MDW - SDF
5h 53m$129–815Train to Chicago O'Hare International Airport, fly to Owensboro–Daviess County Regional Airport
- Take the train from Waukegan to Clybourntrain
- Fly from Chicago O'Hare International Airport (ORD) to Owensboro–Daviess County Regional Airport (OWB)plane ORD - OWB
4h 55m$59–286Train to Chicago O'Hare International Airport, fly to Louisville International Airport
- Take the train from Waukegan to Clybourntrain
- Fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF)plane ORD - SDF
6h 2m$84–505
Waukegan to Kentucky by train and bus
Comparing Your Travel Options
The cheapest way to get from Waukegan to Kentucky is to drive which costs $55 - $85 and takes 5h 54m.
The fastest way to get from Waukegan to Kentucky is to train and fly which takes 4h 55m and costs $55 - $290.
No, there is no direct bus from Waukegan to Kentucky. However, there are services departing from Tornado Bus Co - Waukegan and arriving at Louisville, KY via California & 35th Street, LaSalle & 35th Street and Chicago Union Station. The journey, including transfers, takes approximately 9h 48m.
The distance between Waukegan and Kentucky is 334 miles. The road distance is 335.6 miles.
The best way to get from Waukegan to Kentucky without a car is to train and bus via Chicago which takes 8h 31m and costs $60 - $110.
It takes approximately 8h 31m to get from Waukegan to Kentucky, including transfers.
Waukegan to Kentucky bus services, operated by Tornado Bus Company, depart from Tornado Bus Co - Waukegan station.
Waukegan to Kentucky bus services, operated by Tornado Bus Company, arrive at Tornado Bus Co - Chicago station.
Kentucky is 1h ahead of Waukegan. It is currently 11:18 PM in Waukegan and 12:18 AM in Kentucky.
Yes, the driving distance between Waukegan to Kentucky is 336 miles. It takes approximately 5h 54m to drive from Waukegan to Kentucky.
What companies run services between Waukegan, IL, USA and Kentucky, USA?
You can take a bus from Tornado Bus Co - Waukegan to Louisville, KY via California & 35th Street, Sox-35th Red Line Station, LaSalle & 35th Street, Clark & Harrison, and Chicago Union Station in around 9h 48m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Covington
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $65–440
Flights from Chicago O'Hare International Airport to Owensboro–Daviess County Regional Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $40–260
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $75–490
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $40–270
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Covington
- Ave. Duration
- 1h 24m
- When
- Every day
- Estimated price
- $65–440
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $75–490
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $40–270
- Website
- southwest.com
Flights from Chicago Midway International Airport to Covington
- Ave. Duration
- 1h 16m
- When
- Every day
- Estimated price
- $100–750
Flights from Chicago Midway International Airport to Louisville International Airport
- Ave. Duration
- 1h 17m
- When
- Every day
- Estimated price
- $120–800
- Phone
- +1 312-696-3872
- Website
- Metra
Train from Waukegan to Chicago OTC
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- Metra
- Adult
- $5–7
Train from Waukegan to Chicago OTC
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- Metra
- Adult
- $5–7
Train from Waukegan to Clybourn
- Ave. Duration
- 1h 9m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- Metra
- Adult
- $5–7
Train from Waukegan to Chicago OTC
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- Metra
- Adult
- $5–7
Train from Waukegan to Chicago OTC
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- Metra
- Adult
- $5–7
Train from Waukegan to Clybourn
- Ave. Duration
- 1h 9m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- Metra
- Adult
- $5–7
Train from Waukegan to Clybourn
- Ave. Duration
- 1h 9m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- Metra
- Adult
- $5–7
Train from Waukegan to Clybourn
- Ave. Duration
- 1h 9m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- Metra
- Adult
- $5–7
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Indianapolis
- Ave. Duration
- 4h 54m
- Frequency
- 3 times a week
- Estimated price
- $100–170
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Indianapolis Union Station
- Ave. Duration
- 3h 5m
- Frequency
- Every 3 hours
- Estimated price
- $30–50
- Website
- Greyhound
Rome2Rio's guide to Amtrak Thruway
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Indianapolis Union Station to Louisville, KY
- Ave. Duration
- 1h 55m
- Frequency
- Twice daily
- Estimated price
- $22–45
- Website
- Amtrak
- Adult
- $22–45
Bus from Indianapolis Union Station to Louisville, KY
- Ave. Duration
- 1h 55m
- Frequency
- Twice daily
- Estimated price
- $22–45
- Website
- Amtrak
- Adult
- $22–45
Bus from Chicago Union Station to Louisville, KY
- Ave. Duration
- 6h 45m
- Frequency
- Twice daily
- Estimated price
- $50–60
- Website
- Amtrak
- Adult
- $50–60
- Phone
- +1 888 358 6762
- [email protected]
- Website
- Tornado Bus Company
Bus from Tornado Bus Co - Waukegan to Tornado Bus Co - Chicago
- Ave. Duration
- 44 min
- Frequency
- Once daily
- Estimated price
- $8–29
- Schedules at
- Tornado Bus Company
- Adult
- $8–29
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
Booking & Getting There
There are 611+ hotels available in Kentucky.










