There are 9 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.
Train to Chicago Midway International Airport, fly to Louisville International Airport, drive
best- Take the train from Waukegan to Chicago OTCtrain
- Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)plane MDW - SDF
- Drive from Louisville-Airport-SDF to Lexingtoncar
5h 58m$117–683Train 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, drive
- Take the train from Waukegan to Chicago OTCtrain
- Take the bus from Chicago Union Station to Louisville, KYbus
- Drive from Middletown Station @ Target to Lexingtoncar
14h 2m$72–91Drive 401.8 mi
- Drive from Waukegan to Lexingtoncar 401.8 mi
7h 24m$74–106Train to Chicago O'Hare International Airport, fly to Covington, drive
- Take the train from Waukegan to Clybourntrain
- Fly from Chicago O'Hare International Airport (ORD) to Covington (CVG)plane ORD - CVG
- Drive from Covington (CVG) to Lexingtoncar
6h 2m$173–834Train to Chicago Midway International Airport, fly to Covington, drive
- Take the train from Waukegan to Chicago OTCtrain
- Fly from Chicago Midway International Airport (MDW) to Covington (CVG)plane MDW - CVG
- Drive from Covington (CVG) to Lexingtoncar
5h 59m$173–394Train to Chicago O'Hare International Airport, fly to Louisville International Airport, drive
- Take the train from Waukegan to Clybourntrain
- Fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF)plane ORD - SDF
- Drive from Louisville-Airport-SDF to Lexingtoncar
6h 13m$92–493Train to Chicago O'Hare International Airport, fly to Dayton, drive
- Take the train from Waukegan to Clybourntrain
- Fly from Chicago O'Hare International Airport (ORD) to Dayton (DAY)plane ORD - DAY
- Drive from Dayton-Airport-DAY to Lexingtoncar
7h 17m$70–312Train, bus, drive via Lafayette
- Take the train from Waukegan to Chicago OTCtrain
- Take the train from Chicago Union Station to Lafayette Amtrak Stationtrain
- Take the bus from Lafayette Amtrak Station to Louisville, KYbus
- Drive from Middletown Station @ Target to Lexingtoncar
15h 10m$118–194
Chicago Midway International Airport (MDW) to Louisville International Airport (SDF) flights
Comparing Your Travel Options
The cheapest way to get from Waukegan to Lexington is to train and bus and drive which costs $70 - $95 and takes 14h 2m.
The fastest way to get from Waukegan to Lexington is to train and fly and drive which takes 5h 58m and costs $110 - $700.
The distance between Waukegan and Lexington is 401 miles. The road distance is 404.1 miles.
It takes approximately 5h 58m to get from Waukegan to Lexington, including transfers.
Lexington is 1h ahead of Waukegan. It is currently 1:39 AM in Waukegan and 2:39 AM in Lexington.
Yes, the driving distance between Waukegan to Lexington is 404 miles. It takes approximately 7h 24m to drive from Waukegan to Lexington.
There are 181+ hotels available in Lexington.
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, Clinton & Jackson, Chicago Union Station, Louisville, KY, W Broadway @ S 11th, Bardstown @ Eastern Pkwy, S 5th @ W Jefferson, and Middletown Station @ Target in around 14h 2m.
- 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 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
Flights from Chicago O'Hare International Airport to Dayton
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $35–260
- 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
Flights from Chicago O'Hare International Airport to Dayton
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $35–260
- Website
- southwest.com
Flights from Chicago Midway International Airport to Louisville International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $95–650
Flights from Chicago Midway International Airport to Covington
- Ave. Duration
- 1h 12m
- When
- Every day
- Estimated price
- $90–650
- 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 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
Train from Waukegan to Chicago OTC
- Ave. Duration
- 1h 20m
- 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 Lafayette Amtrak Station
- Ave. Duration
- 3h 1m
- Frequency
- 3 times a week
- Estimated price
- $65–110
- Website
- Amtrak
Rome2Rio's guide to Amtrak Thruway
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Chicago Union Station to Louisville, KY
- Ave. Duration
- 6h 45m
- Frequency
- Twice daily
- Estimated price
- $50–60
- Website
- Amtrak
- Adult
- $50–60
Bus from Lafayette Amtrak Station to Louisville, KY
- Ave. Duration
- 4h 15m
- Frequency
- Once daily
- Estimated price
- $30–50
- Website
- Amtrak
- Adult
- $30–50
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