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

Find Transport to Lexington

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There are 12 ways to get from Waukegan to Lexington by train, plane, car, or bus

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 to Chicago Midway International Airport, fly to Louisville International Airport, drive

    best
    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
    3. Drive from Louisville-Airport-SDF to Lexingtoncar car
    5h 58m
    $117–683
  2. Train to Chicago O'Hare International Airport, fly to Blue Grass Airport

    cheapest
    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 11m
    $50–294
  3. Train, bus, drive

    1. Take the train from Waukegan to Chicago OTCtrain train
    2. Take the bus from Chicago Bus Station to Louisville Bus Stationbus bus
    3. Drive from Middletown Station @ Target to Lexingtoncar car
    12h 14m
    $68–109
  4. Drive  401.8 mi

    1. Drive from Waukegan to Lexingtoncar car 401.8 mi
    7h 24m
    $74–106
  5. Train to Chicago O'Hare International Airport, fly to Covington, drive

    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
    3. Drive from Covington (CVG) to Lexingtoncar car
    6h 2m
    $173–834
  6. Train to Chicago Midway International Airport, fly to Covington, drive

    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
    3. Drive from Covington (CVG) to Lexingtoncar car
    5h 59m
    $173–394
  7. Train to Chicago O'Hare International Airport, fly to Louisville International Airport, drive

    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
    3. Drive from Louisville-Airport-SDF to Lexingtoncar car
    6h 13m
    $92–493
  8. Train to Chicago O'Hare International Airport, fly to Dayton, drive

    1. Take the train from Waukegan to Clybourntrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Dayton (DAY)plane plane ORD - DAY
    3. Drive from Dayton-Airport-DAY to Lexingtoncar car
    7h 17m
    $70–312
  9. Train, bus, drive via Gary

    1. Take the train from Waukegan to Chicago OTCtrain train
    2. Take the train from Millennium Station to Gary Metro Centertrain train
    3. Take the bus from Gary Bus Station to Louisville Bus Stationbus bus
    4. Drive from Middletown Station @ Target to Lexingtoncar car
    12h 33m
    $71–114
  10. Bus, drive

    1. Take the bus from Tornado Bus Co - Waukegan to Tornado Bus Co - Chicagobus bus
    2. Take the bus from Chicago Bus Station to Louisville Bus Stationbus bus
    3. Drive from Middletown Station @ Target to Lexingtoncar car
    12h 52m
    $71–131
  11. Train, bus, drive via Bloomington

    1. Take the train from Waukegan to Chicago OTCtrain train
    2. Take the bus from Chicago Bus Station to Bloomingtonbus bus
    3. Take the bus from Bloomington to Louisville Bus Stationbus bus
    4. Drive from Middletown Station @ Target to Lexingtoncar car
    14h 19m
    $71–110
  12. Train, bus, drive via Lafayette

    1. Take the train from Waukegan to Chicago OTCtrain train
    2. Take the train from Chicago Union Station to Lafayette Amtrak Stationtrain train
    3. Take the bus from Lafayette Amtrak Station to Louisville, KYbus bus
    4. Drive from Middletown Station @ Target to Lexingtoncar car
    14h 19m
    $83–164

Chicago Midway International Airport (MDW) to Louisville International Airport (SDF) flights

Calendar20Weekly Planes
Duration1h 14mAverage Duration
Ticket$98Cheapest Price
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Comparing Your Travel Options

What companies run services between Waukegan, IL, USA and Lexington, KY, USA?

There is no direct connection from Waukegan to Lexington. However, you can take the train to Chicago OTC, walk to Clark/Lake, take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Louisville International Airport (SDF), then drive to Lexington. Alternatively, you can take a train from Waukegan to Lexington via Chicago OTC, Madison & Canal, Harrison & Jefferson, Chicago Bus Station, Louisville Bus Station, Chestnut @ 13th, Chestnut @ 8th, S 5th @ W Jefferson, and Middletown Station @ Target in around 12h 14m.

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