Rome2Rio

How to get fromWaukegan to Kentuckyby train, bus, car, or plane

Find Transport to Kentucky

See all options

There are 11 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.

  1. Train, bus

    best
    1. Take the train from Waukegan to Chicago OTCtrain train Up-N
    2. Take the bus from Chicago Bus Station to Louisville Bus Stationbus bus Greyhound US0100
    8h 35m
    $54–100

  2. Train, bus via Indianapolis

    1. Take the train from Waukegan to Chicago OTCtrain train
    2. Take the train from Chicago Union Station to Indianapolistrain train
    3. Take the bus from Indianapolis Union Station to Louisville Bus Stationbus bus
    10h 8m
    $91–185

  3. Drive 333.6 mi

    1. Drive from Waukegan to Louisvillecar car 333.6 mi
    5h 53m
    $61–88

  4. Train to Chicago O'Hare International Airport, fly to Covington

    1. Take the train from Waukegan to Clybourntrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Covington (CVG)plane plane ORD - CVG
    5h 30m
    $160–814

  5. Train, bus via Indianapolis #2

    1. Take the train from Waukegan to Chicago OTCtrain train
    2. Take the bus from Chicago Bus Station to Indianapolisbus bus
    3. Take the bus from Indianapolis to Louisville Bus Stationbus bus
    8h 55m

  6. Train, bus via Gary

    1. Take the train from Waukegan to Chicago OTCtrain train
    2. Take the train from Millennium Station to Gary Metro Centertrain train Ssl
    3. Take the bus from Gary Bus Station to Louisville Bus Stationbus bus
    9h
    $56–99

  7. Train to Chicago Midway International Airport, fly to Covington

    1. Take the train from Waukegan to Chicago OTCtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Covington (CVG)plane plane MDW - CVG
    5h 23m
    $90–564

  8. Train to Chicago Midway International Airport, fly to Louisville International Airport

    1. Take the train from Waukegan to Chicago OTCtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)plane plane MDW - SDF
    5h 48m
    $89–565

  9. Train to Chicago O'Hare International Airport, fly to Owensboro–Daviess County Regional Airport

    1. Take the train from Waukegan to Clybourntrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Owensboro–Daviess County Regional Airport (OWB)plane plane ORD - OWB
    4h 55m
    $99–235

  10. Train to Chicago O'Hare International Airport, fly to Louisville International Airport

    1. Take the train from Waukegan to Clybourntrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF)plane plane ORD - SDF
    6h 3m
    $74–425

  11. Train to Chicago O'Hare International Airport, fly to Blue Grass Airport

    1. Take the train from Waukegan to Clybourntrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)plane plane ORD - LEX
    7h 9m
    $110–664

Waukegan to Kentucky by train and bus

Calendar82Weekly Services
Duration8h 35mAverage Duration
Ticket$54Cheapest Price
See schedules

Questions & Answers

Map of how to get from Waukegan to Kentucky.ExpandLaunch map view
  • Distance: 335.2 mi
  • Duration: 8h 35m

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, then take the bus to Louisville Bus Station. Alternatively, you can take a train from Waukegan to Louisville Bus Station via Chicago OTC, Madison & Canal, Clinton & Jackson, Chicago Union Station, Indianapolis, and Indianapolis Union Station in around 10h 8m.

Airlines
Train operators
Bus operators

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

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound