There are 6 ways to get from Chicago to Prestonsburg by plane, car, bus, taxi, 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.
Fly to Blue Grass Airport, drive
best- Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)plane ORD - LEX
- Drive from Lexington-Airport-LEX to Prestonsburgcar
5h 26m$64–310Bus, taxi
- Take the bus from Chicago to Columbus - Mound Stbus
- Take the bus from Columbus to Ashland Bus Stationbus
- Take the taxi from Ashland Bus Station to Prestonsburgtaxi
12h 40m$174–311Train, taxi
- Take the train from Chicago Union Station to Ashland Amtrak Stationtrain Cardinal
- Take the taxi from Ashland Amtrak Station to Prestonsburgtaxi
13h 30m$178–328Drive 453.5 mi
- Drive from Chicago to Prestonsburgcar 453.5 mi
8h 50m$83–120Fly to Yeager Airport, drive
- Fly from Chicago O'Hare International Airport (ORD) to Yeager Airport (CRW)plane ORD - CRW
- Drive from Yeager Airport (CRW) to Prestonsburgcar
6h 5m$74–360Fly to Tri-Cities Regional Tn/Va Airport, drive
- Fly from Chicago O'Hare International Airport (ORD) to Tri-Cities Regional Tn/Va Airport (TRI)plane ORD - TRI
- Drive from Tri-Cities-Regional-Airport-TRI to Prestonsburgcar
6h 56m$90–460
Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX) flights
Questions & Answers
The cheapest way to get from Chicago to Prestonsburg is to drive which costs $80 - $120 and takes 8h 50m.
The fastest way to get from Chicago to Prestonsburg is to fly and drive which takes 5h 26m and costs $60 - $310.
The distance between Chicago and Prestonsburg is 466 miles. The road distance is 456.1 miles.
The best way to get from Chicago to Prestonsburg without a car is to bus and taxi which takes 12h 40m and costs $170 - $320.
It takes approximately 5h 26m to get from Chicago to Prestonsburg, including transfers.
Prestonsburg is 1h ahead of Chicago. It is currently 3:01 PM in Chicago and 4:01 PM in Prestonsburg.
Yes, the driving distance between Chicago to Prestonsburg is 456 miles. It takes approximately 8h 50m to drive from Chicago to Prestonsburg.
There are 11+ hotels available in Prestonsburg.
What companies run services between Chicago, IL, USA and Prestonsburg, KY, USA?
There is no direct connection from Chicago to Prestonsburg. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Blue Grass Airport (LEX), then drive to Prestonsburg. Alternatively, you can take the bus to Columbus - Mound St, take the bus to Ashland Bus Station, then take the taxi to Prestonsburg.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 24m
- When
- Every day
- Estimated price
- $40–270
Flights from Chicago O'Hare International Airport to Yeager Airport via Reagan Washington
- Ave. Duration
- 4h 14m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Tri-Cities Regional Tn/Va Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $65–420
Flights from Chicago O'Hare International Airport to Tri-Cities Regional Tn/Va Airport via Charlotte
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $85–470
- Website
- united.com
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $40–270
Flights from Chicago O'Hare International Airport to Yeager Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $50–320
Flights from Chicago O'Hare International Airport to Tri-Cities Regional Tn/Va Airport
- Ave. Duration
- 1h 53m
- When
- Every day
- Estimated price
- $65–420
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Tri-Cities Regional Tn/Va Airport via Atlanta
- Ave. Duration
- 4h 24m
- When
- Every day
- Estimated price
- $90–490
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Ashland Amtrak Station
- Ave. Duration
- 11h 50m
- Frequency
- 3 times a week
- Estimated price
- $45–160
- Website
- https://www.amtrak.com/home.html
- Coach Seat - Advance Purchase
- $45–120
- Coach Seat short notice purchase
- $60–160
- Business - advance purchase
- $80–350
- Business Class
- $130–380
- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- baronsbus.com
Bus from Chicago to Columbus - Mound St
- Ave. Duration
- 7h 50m
- Frequency
- Twice daily
- Estimated price
- $30–80
- Website
- https://baronsbus.com
Bus from Columbus to Ashland Bus Station
- Ave. Duration
- 2h 45m
- Frequency
- Once daily
- Estimated price
- $11–50
- Website
- https://baronsbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Columbus to Ashland Bus Station
- Ave. Duration
- 2h 10m
- Frequency
- Once daily
- Estimated price
- $30–65
- Website
- https://www.greyhound.com/
- Ave. Duration
- 1h 40m
- Estimated price
- $130–170
Sureway Cab
- Phone
- +1-740-532-1515
- Website
- surewaycab.com
Ashland Yellow Cab
- Phone
- +1-606-324-4134
Sureway Cab
- Phone
- +1-740-532-1515
- Website
- surewaycab.com
Ashland Yellow Cab
- Phone
- +1-606-324-4134
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