There are 6 ways to get from Chicago to Grayson by plane, car, bus (Flixbus, Greyhound), train (Amtrak), or bus
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 Graysoncar
4h 53m$60–303Bus
- Take the bus from Chicago Bus Station to Columbusbus FlixBus 2511 / ...
- Take the bus from Columbus to Ashland Bus Stationbus Greyhound US0140
11h 12m$124–181Train (Amtrak)
- Take the train from Chicago Union Station to Ashland Amtrak Stationtrain Cardinal
12h 19m$302–454Drive 405.8 mi
- Drive from Chicago to Graysoncar 405.8 mi
7h 32m$75–107Fly to Yeager Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Yeager Airport (CRW)plane ORD - CRW
- Take the bus from Charleston to Ashlandbus
6h 38m$128–502Bus via Ashland
- Take the bus from Chicago to Columbusbus Bsb 22 / ...
- Take the bus from Columbus to Ashlandbus Bsb 32
12h 6m$90–186
Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Grayson is to drive which costs $70 - $110 and takes 7h 32m.
The fastest way to get from Chicago to Grayson is to fly and drive which takes 4h 53m and costs $60 - $310.
No, there is no direct bus from Chicago station to Grayson station. However, there are services departing from Chicago Bus Station and arriving at Ashland Bus Station via E Main St & S High St and Columbus. The journey, including transfers, takes approximately 11h 12m.
No, there is no direct train from Chicago station to Grayson station. However, there are services departing from Chicago Union Station and arriving at Ashland Amtrak Station via . The journey, including transfers, takes approximately 12h 19m.
The distance between Chicago and Grayson is 447 miles. The road distance is 408.2 miles.
The best way to get from Chicago to Grayson without a car is to bus which takes 11h 12m and costs $120 - $190.
It takes approximately 4h 53m to get from Chicago to Grayson, including transfers.
Chicago to Grayson bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Grayson train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Grayson is to bus which takes 11h 12m and costs $120 - $190. Alternatively, you can train, which costs $300 - $460 and takes 12h 19m.
What companies run services between Chicago, IL, USA and Grayson, KY, USA?
You can take a bus from Chicago Bus Station to Grayson via Columbus, E Main St & S High St, S Grant Ave & E Mound St, Columbus, and Ashland Bus Station in around 11h 12m. Alternatively, Amtrak operates a train from Chicago Union Station to Ashland Amtrak Station 3 times a week. Tickets cost $250–400 and the journey takes 11h 50m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $40–270
Flights from Chicago O'Hare International Airport to Yeager Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $60–380
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Blue Grass Airport
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $40–270
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Ashland Amtrak Station
- Ave. Duration
- 11h 50m
- Frequency
- 3 times a week
- Estimated price
- $250–400
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Columbus
- Ave. Duration
- 7h 20m
- Frequency
- Twice daily
- Estimated price
- $55–85
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Columbus to Ashland Bus Station
- Ave. Duration
- 2h 10m
- Frequency
- Once daily
- Estimated price
- $21–35
- Website
- Greyhound
- Phone
- +1 888-378-3823
- [email protected]
- Website
- Barons Bus
Bus from Charleston to Ashland
- Ave. Duration
- 1h 35m
- Frequency
- Once daily
- Estimated price
- $7–40
- Website
- Barons Bus
Bus from Chicago to Columbus
- Ave. Duration
- 7h 50m
- Frequency
- Twice daily
- Estimated price
- $30–80
- Website
- Barons Bus
Bus from Columbus to Ashland
- Ave. Duration
- 2h 45m
- Frequency
- Once daily
- Estimated price
- $12–50
- Website
- Barons Bus
Want to know more about travelling around United States
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Booking & Getting There
Chicago to Grayson bus services, operated by Flixbus USA, arrive at Columbus station.
Grayson is 1h ahead of Chicago. It is currently 10:38 AM in Chicago and 11:38 AM in Grayson.
Chicago to Grayson train services, operated by Amtrak, arrive at Ashland Amtrak Station.
Yes, the driving distance between Chicago to Grayson is 408 miles. It takes approximately 7h 32m to drive from Chicago to Grayson.
There are 11+ hotels available in Grayson.