There are 7 ways to get from Louisville, KY to Chicago by plane, bus (Greyhound, Flixbus, Amtrak), bus, train, car, or bus (Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Louisville International Airport to Chicago Midway International Airport
best- Fly from Louisville International Airport (SDF) to Chicago Midway International Airport (MDW)plane SDF - MDW
3h 54m$59–408Fly Louisville International Airport to Chicago O'Hare International Airport
cheapest- Fly from Louisville International Airport (SDF) to Chicago O'Hare International Airport (ORD)plane SDF - ORD
4h 27m$49–308Bus
- Take the bus from Louisville Bus Station to Chicago Bus Stationbus Greyhound US0100
7h 35m$50–60Bus, train
- Take the bus from Louisville Bus Station to Indianapolis Union Stationbus Greyhound US0100 / ...
- Take the train from Indianapolis to Chicago Union Stationtrain Cardinal
7h 55m$121–200Drive 295.4 mi
- Drive from Louisville, KY to Chicagocar 295.4 mi
5h 4m$54–78Drive to Blue Grass Airport, fly to Chicago O'Hare International Airport
- Drive from Louisville, KY to Lexington-Airport-LEXcar
- Fly from Blue Grass Airport (LEX) to Chicago O'Hare International Airport (ORD)plane LEX - ORD
3h 48m$50–274Bus via Bloomington (Flixbus)
- Take the bus from Louisville Bus Station to Bloomingtonbus FlixBus 2512
- Take the bus from Bloomington to Chicago Bus Stationbus FlixBus 2515 / ...
8h$50–76
Louisville, KY to Chicago by bus
Comparing Your Travel Options
The cheapest way to get from Louisville, KY to Chicago is to bus which costs $50 - $60 and takes 7h 35m.
The fastest way to get from Louisville, KY to Chicago is to drive and fly which takes 3h 48m and costs $50 - $280.
Yes, there is a direct bus departing from Louisville Bus Station station and arriving at Chicago Bus Station station. Services depart five times a day, and operate every day. The journey takes approximately 7h 35m.
The distance between Louisville, KY and Chicago is 292 miles. The road distance is 297.1 miles.
The best way to get from Louisville, KY to Chicago without a car is to bus which takes 7h 35m and costs $50 - $60.
It takes approximately 3h 54m to get from Louisville, KY to Chicago, including transfers.
Louisville, KY to Chicago bus services, operated by Greyhound USA, depart from Louisville Bus Station.
The best way to get from Louisville, KY to Chicago is to fly which takes 3h 54m and costs $55 - $410. Alternatively, you can bus, which costs $50 - $60 and takes 7h 35m.
Louisville, KY to Chicago bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Chicago is 1h behind Louisville, KY. It is currently 2:56 PM in Louisville, KY and 1:56 PM in Chicago.
What companies run services between Louisville, KY, USA and Chicago, IL, USA?
Southwest Airlines flies from Louisville International Airport (SDF) to Chicago Midway International Airport (MDW) 4 times a day. Alternatively, Greyhound USA operates a bus from Louisville Bus Station to Chicago Bus Station 4 times a day. Tickets cost $55–85 and the journey takes 7h 35m. Two other operators also service this route.
- Website
- aa.com
Flights from Blue Grass Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 52m
- When
- Every day
- Estimated price
- $35–250
Flights from Louisville International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $45–300
- Website
- united.com
Flights from Blue Grass Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $35–250
Flights from Louisville International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $45–300
- Website
- southwest.com
Flights from Louisville International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 16m
- When
- Every day
- Estimated price
- $55–400
- Website
- delta.com
Flights from Blue Grass Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 18m
- When
- Thursday
- Estimated price
- $45–280
Flights from Louisville International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 57m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $55–350
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Indianapolis to Chicago Union Station
- Ave. Duration
- 5h
- Frequency
- 3 times a week
- Estimated price
- $100–170
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Louisville Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 35m
- Frequency
- 4 times a day
- Estimated price
- $55–85
- Website
- Greyhound
Bus from Louisville Bus Station to Indianapolis Union Station
- Ave. Duration
- 1h 55m
- Frequency
- 5 times a day
- Estimated price
- $20–35
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Louisville Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 45m
- Frequency
- 3 times a day
- Estimated price
- $45–75
- Schedules at
- Flixbus USA
Bus from Louisville Bus Station to Bloomington
- Ave. Duration
- 1h 55m
- Frequency
- Twice daily
- Estimated price
- $14–22
- Schedules at
- Flixbus USA
Bus from Bloomington to Chicago Bus Station
- Ave. Duration
- 5h 5m
- Frequency
- Twice daily
- Estimated price
- $35–55
- Schedules at
- Flixbus USA
Rome2Rio's guide to Amtrak Thruway
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Louisville Bus Station to Chicago Bus Station
- Ave. Duration
- 6h
- Frequency
- Twice daily
- Estimated price
- $50–60
- Website
- Amtrak
- Adult
- $50–60
Want to know more about travelling around United States
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Booking & Getting There
Yes, the driving distance between Louisville, KY to Chicago is 297 miles. It takes approximately 5h 4m to drive from Louisville, KY to Chicago.
Book your Louisville, KY to Chicago bus tickets online with Omio and FlixBus.
There are 1298+ hotels available in Chicago.







