There are 10 ways to get from Lexington to Chicago by car, plane, bus, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Drive to Covington, fly to Chicago O'Hare International Airport
best- Drive from Lexington to Covington (CVG)car
- Fly from Covington (CVG) to Chicago O'Hare International Airport (ORD)plane CVG - ORD
3h 47m$67–397Line 3 bus to Blue Grass Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Centre Parkway @ 1349 to Transit Centerbus
- Fly from Blue Grass Airport (LEX) to Chicago O'Hare International Airport (ORD)plane LEX - ORD
5h 20m$39–247Drive, bus (Amtrak)
- Drive from Lexington to Middletown Station @ Targetcar
- Take the bus from Louisville, KY to Chicago Union Stationbus
9h 50m$64–83Drive 364.6 mi
- Drive from Lexington to Chicagocar 364.6 mi
6h 28m$67–97Drive to Louisville International Airport, fly to Chicago O'Hare International Airport
- Drive from Lexington to Louisville-Airport-SDFcar
- Fly from Louisville International Airport (SDF) to Chicago O'Hare International Airport (ORD)plane SDF - ORD
3h 52m$206–576Drive to Louisville International Airport, fly to Chicago Midway International Airport
- Drive from Lexington to Louisville-Airport-SDFcar
- Fly from Louisville International Airport (SDF) to Chicago Midway International Airport (MDW)plane SDF - MDW
3h 27m$76–466Drive to Covington, fly to Chicago Midway International Airport
- Drive from Lexington to Covington (CVG)car
- Fly from Covington (CVG) to Chicago Midway International Airport (MDW)plane CVG - MDW
3h 36m$97–577Fly Blue Grass Airport to Chicago Midway International Airport
- Fly from Blue Grass Airport (LEX) to Chicago Midway International Airport (MDW)plane LEX - MDW
8h 21m$69–407Drive, bus via Indianapolis
- Drive from Lexington to Middletown Station @ Targetcar
- Take the bus from Louisville, KY to Indianapolis Union Stationbus
- Take the bus from Indianapolis Union Station to Chicago Bus Stationbus
10h 50m$71–128Drive, bus, train (Amtrak)
- Drive from Lexington to Middletown Station @ Targetcar
- Take the bus from Louisville, KY to Lafayette Amtrak Stationbus
- Take the train from Lafayette Amtrak Station to Chicago Union Stationtrain
12h 1m$79–133
Covington (CVG) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Lexington to Chicago is to drive and bus which costs $60 - $85 and takes 9h 50m.
The fastest way to get from Lexington to Chicago is to drive and fly which takes 3h 27m and costs $75 - $470.
The distance between Lexington and Chicago is 366 miles. The road distance is 366.7 miles.
It takes approximately 3h 47m to get from Lexington to Chicago, including transfers.
Chicago is 1h behind Lexington. It is currently 10:35 AM in Lexington and 9:35 AM in Chicago.
Yes, the driving distance between Lexington to Chicago is 367 miles. It takes approximately 6h 28m to drive from Lexington to Chicago.
There are 1251+ hotels available in Chicago.
What companies run services between Lexington, KY, USA and Chicago, IL, USA?
Delta, American Airlines, and Southwest Airlines fly from Blue Grass Airport (LEX) to Chicago Midway International Airport (MDW) 4 times a day.
- Website
- aa.com
Flights from Covington to Chicago O'Hare International Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $50–370
Flights from Louisville International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $40–290
Flights from Blue Grass Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $35–240
- Website
- united.com
Flights from Covington to Chicago O'Hare International Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $50–370
Flights from Louisville International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $40–290
Flights from Blue Grass Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 49m
- When
- Every day
- Estimated price
- $35–240
- Website
- delta.com
Flights from Covington to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 45m
- When
- Every day
- Estimated price
- $65–410
Flights from Louisville International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 39m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $55–330
Flights from Blue Grass Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 50m
- When
- Every day
- Estimated price
- $45–260
Flights from Blue Grass Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 17m
- When
- Every day
- Estimated price
- $90–470
Flights from Blue Grass Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 7h 11m
- When
- Monday to Saturday
- Estimated price
- $65–400
- Website
- southwest.com
Flights from Louisville International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 21m
- When
- Every day
- Estimated price
- $60–440
Flights from Covington to Chicago Midway International Airport
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $80–550
Flights from Blue Grass Airport to Chicago Midway International Airport via Charlotte
- Ave. Duration
- 4h 55m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $90–470
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Lafayette Amtrak Station to Chicago Union Station
- Ave. Duration
- 3h 24m
- Frequency
- 3 times a week
- Estimated price
- $35–60
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Amtrak Thruway
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Louisville, KY to Chicago Union Station
- Ave. Duration
- 6h
- Frequency
- Twice daily
- Estimated price
- $50–60
- Website
- https://www.amtrak.com/home.html
- Adult
- $50–60
Bus from Louisville, KY to Indianapolis Union Station
- Ave. Duration
- 2h 20m
- Frequency
- Twice daily
- Estimated price
- $22–45
- Website
- https://www.amtrak.com/home.html
- Adult
- $22–45
Bus from Louisville, KY to Lafayette Amtrak Station
- Ave. Duration
- 3h 40m
- Frequency
- Twice daily
- Estimated price
- $30–50
- Website
- https://www.amtrak.com/home.html
- Adult
- $30–50
- Phone
- +1 859-253-4636
- info@lextran.com
- Website
- lextran.com
Bus from Centre Parkway @ 1349 to Transit Center
- Ave. Duration
- 29 min
- Frequency
- Hourly
- Estimated price
- $1
- Website
- https://lextran.com/
- Seniors 62+
- $1
- Youth 7-18
- $1
- Adult 19+
- $1
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Indianapolis Union Station to Chicago Bus Station
- Ave. Duration
- 3h 40m
- Frequency
- 5 times a day
- Estimated price
- $35–60
- Website
- https://www.greyhound.com/
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