There are 9 ways to get from Waukegan to Kentucky by train, bus, car, or plane
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 11m$50–294Train, 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 333.6 mi
- Drive from Waukegan to Louisvillecar 333.6 mi
5h 54m$61–88Train 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 33m$161–817Train 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$161–377Train 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 48m$104–665Train 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$99–236Train 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 3m$79–475
Waukegan to Kentucky by train and bus
Comparing Your Travel Options
The cheapest way to get from Waukegan to Kentucky is to train and bus via Chicago which costs $60 - $110 and takes 8h 31m.
The fastest way to get from Waukegan to Kentucky is to train and fly which takes 4h 55m and costs $95 - $240.
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.
Kentucky is 1h ahead of Waukegan. It is currently 10:42 PM in Waukegan and 11:42 PM in Kentucky.
Yes, the driving distance between Waukegan to Kentucky is 336 miles. It takes approximately 5h 54m to drive from Waukegan to Kentucky.
There are 628+ hotels available in Kentucky.
What companies run services between Waukegan, IL, USA and Kentucky, USA?
There is no direct connection from Waukegan to Kentucky. However, you can take the train to Chicago OTC, walk to Madison & Canal, take the line 60 bus to Harrison & Jefferson, walk to Chicago Bus Station, take the bus to Indianapolis Union Station, then take the bus to Louisville, KY. Alternatively, you can take a train from Waukegan to Louisville, KY via Chicago OTC, Madison & Canal, Clinton & Jackson, Chicago Union Station, Indianapolis, and Indianapolis Union Station in around 10h 14m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Covington
- Ave. Duration
- 1h 29m
- 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
- $40–270
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $70–460
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $40–280
- Website
- southwest.com
Flights from Chicago Midway International Airport to Covington
- Ave. Duration
- 1h 12m
- When
- Every day
- Estimated price
- $90–650
Flights from Chicago Midway International Airport to Louisville International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $95–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Covington
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $65–440
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $70–460
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $40–280
- 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 DetailsContact 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 DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Indianapolis Union Station
- Ave. Duration
- 3h 5m
- Frequency
- 5 times a day
- Estimated price
- $30–50
- Website
- Greyhound
Rome2Rio's guide to Amtrak Thruway
Contact DetailsContact 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
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