There are 9 ways to get from Kentucky to Chicago by plane, bus (Amtrak), bus, train, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Blue Grass Airport to Chicago O'Hare International Airport
best- Fly from Blue Grass Airport (LEX) to Chicago O'Hare International Airport (ORD)LEX - ORD
2h 41m$88–402Bus (Amtrak)
cheapest- Take the bus from Louisville, KY to Chicago Union Station
6h$50–60Bus, train (Amtrak)
- Take the bus from Louisville, KY to Indianapolis Union Station
- Take the train from Indianapolis to Chicago Union StationCardinal
8h 20m$58–304Drive 294.4 mi
- Drive from Louisville to Chicago294.4 mi
4h 59m$54–78Fly Owensboro–Daviess County Regional Airport to Chicago O'Hare International Airport
- Fly from Owensboro–Daviess County Regional Airport (OWB) to Chicago O'Hare International Airport (ORD)OWB - ORD
2h 30m$68–188Fly Louisville International Airport to Chicago Midway International Airport
- Fly from Louisville International Airport (SDF) to Chicago Midway International Airport (MDW)SDF - MDW
3h 30m$64–418Fly Louisville International Airport to Chicago O'Hare International Airport
- Fly from Louisville International Airport (SDF) to Chicago O'Hare International Airport (ORD)SDF - ORD
4h$204–558Fly Covington to Chicago O'Hare International Airport
- Fly from Covington (CVG) to Chicago O'Hare International Airport (ORD)CVG - ORD
3h 57m$58–386Fly Covington to Chicago Midway International Airport
- Fly from Covington (CVG) to Chicago Midway International Airport (MDW)CVG - MDW
3h 25m$78–496
Kentucky to Chicago by bus (Amtrak)
Questions & Answers
The cheapest way to get from Kentucky to Chicago is to bus which costs $50 - $60 and takes 6h.
The fastest way to get from Kentucky to Chicago is to fly which takes 2h 30m and costs $65 - $190.
Yes, there is a direct bus departing from Louisville, KY and arriving at Chicago Union Station station. Services depart twice daily, and operate every day. The journey takes approximately 6h.
The distance between Kentucky and Chicago is 353 miles. The road distance is 296.1 miles.
The best way to get from Kentucky to Chicago without a car is to bus which takes 6h and costs $50 - $60.
It takes approximately 2h 41m to get from Kentucky to Chicago, including transfers.
Kentucky to Chicago bus services, operated by Amtrak Thruway, depart from Louisville, KY station.
The best way to get from Kentucky to Chicago is to fly which takes 2h 41m and costs $85 - $410. Alternatively, you can bus, which costs $50 - $60 and takes 6h.
Kentucky to Chicago bus services, operated by Amtrak Thruway, arrive at Chicago Union Station.
Chicago is 1h behind Kentucky. It is currently 5:16 PM in Kentucky and 4:16 PM in Chicago.
What companies run services between Kentucky, USA and Chicago, IL, USA?
American Airlines, United Airlines, and Delta fly from Blue Grass Airport (LEX) to Chicago O'Hare International Airport (ORD) every 4 hours. Alternatively, Amtrak Thruway operates a bus from Louisville, KY to Chicago Union Station twice daily. Tickets cost $50–60 and the journey takes 6h.
- Website
- aa.com
Flights from Blue Grass Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $55–360
Flights from Louisville International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $45–310
Flights from Covington to Chicago O'Hare International Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $55–380
- Website
- united.com
Flights from Blue Grass Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $55–360
Flights from Louisville International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $45–310
Flights from Covington to Chicago O'Hare International Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $55–380
- Website
- southwest.com
Flights from Louisville International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 15m
- When
- Every day
- Estimated price
- $60–410
Flights from Covington to Chicago Midway International Airport
- Ave. Duration
- 1h 10m
- When
- Every day
- Estimated price
- $75–490
- Website
- delta.com
Flights from Blue Grass Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 1m
- When
- Every day
- Estimated price
- $70–400
Flights from Louisville International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 59m
- When
- Monday
- Estimated price
- $60–360
- Website
- contouraviation.com
Flights from Owensboro–Daviess County Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $55–170
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Indianapolis to Chicago Union Station
- Ave. Duration
- 5h
- Frequency
- 3 times a week
- Estimated price
- $35–260
- 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
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More Questions & Answers
Yes, the driving distance between Kentucky to Chicago is 296 miles. It takes approximately 4h 59m to drive from Kentucky to Chicago.
Book your Kentucky to Chicago bus tickets online with Omio.
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