There are 7 ways to get from Chicago to Charlestown by subway, plane, bus (Amtrak), train, bus, car, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Subway to Chicago Midway International Airport, fly to Louisville International Airport
best- Take the subway from Adams/Wabash to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)plane MDW - SDF
3h 16m$142–630Drive 282.2 mi
cheapest- Drive from Chicago to Charlestowncar 282.2 mi
4h 56m$52–75Bus (Amtrak)
- Take the bus from Chicago Union Station to Louisville, KYbus Chicago
7h 27m$95–116Train, bus (Amtrak)
- Take the train from Chicago Union Station to Indianapolistrain Cardinal
- Take the bus from Indianapolis Union Station to Louisville, KYbus Chicago
8h 46m$130–233Fly Chicago O'Hare International Airport to Louisville International Airport
- Fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF)plane ORD - SDF
3h 47m$128–500Fly Chicago O'Hare International Airport to Blue Grass Airport, drive
- Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)plane ORD - LEX
- Drive from Lexington-Airport-LEX to Charlestowncar
4h 46m$116–676Bus via Speedway
- Take the bus from Chicago Bus Station to Indianapolis Union Stationbus Greyhound US0100 / ...
- Take the bus from Indianapolis to El Mercadito Grocery - Clarksville, INbus Indianapolis
7h 55m$109–243
Chicago Midway International Airport (MDW) to Louisville International Airport (SDF) flights
Questions & Answers
The cheapest way to get from Chicago to Charlestown is to drive which costs $50 - $75 and takes 4h 56m.
The fastest way to get from Chicago to Charlestown is to subway and fly which takes 3h 16m and costs $140 - $650.
No, there is no direct bus from Chicago station to Charlestown. However, there are services departing from Chicago Union Station and arriving at Louisville, KY via . The journey, including transfers, takes approximately 7h 27m.
The distance between Chicago and Charlestown is 305 miles. The road distance is 283.8 miles.
The best way to get from Chicago to Charlestown without a car is to bus which takes 7h 27m and costs $95 - $120.
It takes approximately 3h 16m to get from Chicago to Charlestown, including transfers.
Chicago to Charlestown bus services, operated by Amtrak Thruway, depart from Chicago Union Station.
The best way to get from Chicago to Charlestown is to bus which takes 7h 27m and costs $95 - $120. Alternatively, you can fly, which costs $120 - $500 and takes 3h 47m.
Chicago to Charlestown bus services, operated by Amtrak Thruway, arrive at Louisville, KY station.
Charlestown is 1h ahead of Chicago. It is currently 1:30 PM in Chicago and 2:30 PM in Charlestown.
What companies run services between Chicago, IL, USA and Charlestown, IN, USA?
Amtrak Thruway operates a bus from Chicago Union Station to Louisville, KY twice daily. Tickets cost $50–60 and the journey takes 7h. Alternatively, American Airlines and United Airlines fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF) every 3 hours.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $65–420
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $100–650
- Website
- southwest.com
Flights from Chicago Midway International Airport to Louisville International Airport
- Ave. Duration
- 1h 16m
- When
- Every day
- Estimated price
- $80–550
Flights from Chicago Midway International Airport to Louisville International Airport via Nashville
- Ave. Duration
- 3h 15m
- When
- Sunday
- Estimated price
- $110–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Louisville International Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $65–420
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $100–650
- Phone
- +1 888-968-7282
- Website
- transitchicago.com
Subway from Adams/Wabash to Midway
- Ave. Duration
- 23 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- https://www.transitchicago.com
- Schedules at
- https://www.transitchicago.com/schedules/
- Adult
- $2–5
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Indianapolis
- Ave. Duration
- 4h 54m
- Frequency
- 3 times a week
- Estimated price
- $60–130
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Amtrak Thruway
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Chicago Union Station to Louisville, KY
- Ave. Duration
- 7h
- Frequency
- Twice daily
- Estimated price
- $50–60
- Website
- https://www.amtrak.com/home.html
- Adult
- $50–60
Bus from Indianapolis Union Station to Louisville, KY
- Ave. Duration
- 2h 25m
- Frequency
- Twice daily
- Estimated price
- $22–45
- Website
- https://www.amtrak.com/home.html
- Adult
- $22–45
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Chicago Bus Station to Indianapolis Union Station
- Ave. Duration
- 3h 5m
- Frequency
- Every 3 hours
- Estimated price
- $27–55
- Website
- https://www.greyhound.com/
- Phone
- +1 888 358 6762
- [email protected]
- Website
- tornadobus.com
Bus from Indianapolis to El Mercadito Grocery - Clarksville, IN
- Ave. Duration
- 2h 19m
- Frequency
- 3 times a week
- Estimated price
- $45–140
- Schedules at
- tornadobus.com
- Adults 11-59
- $45–140
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More Questions & Answers
Yes, the driving distance between Chicago to Charlestown is 284 miles. It takes approximately 4h 56m to drive from Chicago to Charlestown.
There are 384+ hotels available in Charlestown.