There are 8 ways to get from Maysville to Chicago by car, plane, taxi, bus, or train (Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Drive to Blue Grass Airport, fly to Chicago O'Hare International Airport
best- Drive from Maysville to Lexington-Airport-LEXcar
- Fly from Blue Grass Airport (LEX) to Chicago O'Hare International Airport (ORD)plane LEX - ORD
4h 1m$50–273Taxi, bus
- Take the taxi from Maysville to Seaman / Winchestertaxi
- Take the bus from Seaman / Winchester to Cincinnatibus
- Take the bus from Cincinnati to Chicago Bus Stationbus
8h 50m$118–190Train (Amtrak)
- Take the train from Maysville Station to Chicago Union Stationtrain Cardinal
10h 55m$218–340Drive 348.4 mi
- Drive from Maysville to Chicagocar 348.4 mi
6h 21m$64–92Drive to Dayton, fly to Chicago O'Hare International Airport
- Drive from Maysville to Dayton-Airport-DAYcar
- Fly from Dayton (DAY) to Chicago O'Hare International Airport (ORD)plane DAY - ORD
4h 43m$57–274Drive to Louisville International Airport, fly to Chicago Midway International Airport
- Drive from Maysville to Louisville-Airport-SDFcar
- Fly from Louisville International Airport (SDF) to Chicago Midway International Airport (MDW)plane SDF - MDW
4h 36m$81–440Taxi, bus to Covington, fly to Chicago Midway International Airport
- Take the taxi from Maysville to Seaman / Winchestertaxi
- Take the bus from Seaman / Winchester to Cincinnatibus
- Fly from Covington (CVG) to Chicago Midway International Airport (MDW)plane CVG - MDW
6h 3m$237–430Taxi, bus to Covington, fly to Chicago O'Hare International Airport
- Take the taxi from Maysville to Seaman / Winchestertaxi
- Take the bus from Seaman / Winchester to Cincinnatibus
- Fly from Covington (CVG) to Chicago O'Hare International Airport (ORD)plane CVG - ORD
6h 35m$227–880
Blue Grass Airport (LEX) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Maysville to Chicago is to drive which costs $60 - $95 and takes 6h 21m.
The fastest way to get from Maysville to Chicago is to drive and fly which takes 4h 1m and costs $45 - $280.
No, there is no direct train from Maysville station to Chicago station. However, there are services departing from Maysville Station and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 10h 55m.
The distance between Maysville and Chicago is 414 miles. The road distance is 350.4 miles.
The best way to get from Maysville to Chicago without a car is to taxi and bus which takes 8h 50m and costs $110 - $190.
It takes approximately 4h 1m to get from Maysville to Chicago, including transfers.
Maysville to Chicago train services, operated by Amtrak, depart from Maysville Station.
Chicago is 1h behind Maysville. It is currently 6:04 AM in Maysville and 5:04 AM in Chicago.
Maysville to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Maysville to Chicago is 350 miles. It takes approximately 6h 21m to drive from Maysville to Chicago.
What companies run services between Maysville, KY, USA and Chicago, IL, USA?
Amtrak operates a train from Maysville Station to Chicago Union Station 3 times a week. Tickets cost $210–330 and the journey takes 10h 53m.
- 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 Dayton to Chicago O'Hare International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $35–240
Flights from Covington to Chicago O'Hare International Airport
- Ave. Duration
- 1h 39m
- When
- Every day
- Estimated price
- $55–400
- 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 Dayton to Chicago O'Hare International Airport
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $35–240
Flights from Covington to Chicago O'Hare International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $55–400
- Website
- southwest.com
Flights from Louisville International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 15m
- When
- Every day
- Estimated price
- $55–400
Flights from Covington to Chicago Midway International Airport
- Ave. Duration
- 1h 12m
- When
- Every day
- Estimated price
- $75–550
- 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
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Maysville Station to Chicago Union Station
- Ave. Duration
- 10h 53m
- Frequency
- 3 times a week
- Estimated price
- $210–330
- Website
- Amtrak
- Phone
- +1 888-378-3823
- [email protected]
- Website
- Barons Bus
Bus from Seaman / Winchester to Cincinnati
- Ave. Duration
- 1h 10m
- Frequency
- Twice daily
- Estimated price
- $5–40
- Website
- Barons Bus
Bus from Seaman / Winchester to Cincinnati
- Ave. Duration
- 1h 10m
- Frequency
- Twice daily
- Estimated price
- $5–40
- Website
- Barons Bus
Bus from Seaman / Winchester to Cincinnati
- Ave. Duration
- 1h 10m
- Frequency
- Twice daily
- Estimated price
- $5–40
- Website
- Barons Bus
- Phone
- +1 888 954 6287
- [email protected]
- Website
- Go bus
Bus from Seaman / Winchester to Cincinnati
- Ave. Duration
- 1h 24m
- Frequency
- Twice daily
- Estimated price
- $9–12
- Website
- Go bus
- Book at
- Go bus booking
Bus from Seaman / Winchester to Cincinnati
- Ave. Duration
- 1h 24m
- Frequency
- Twice daily
- Estimated price
- $9–12
- Website
- Go bus
- Book at
- Go bus booking
Bus from Seaman / Winchester to Cincinnati
- Ave. Duration
- 1h 24m
- Frequency
- Twice daily
- Estimated price
- $9–12
- Website
- Go bus
- Book at
- Go bus booking
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Cincinnati to Chicago Bus Station
- Ave. Duration
- 6h
- Frequency
- Twice daily
- Estimated price
- $45–70
- Schedules at
- Flixbus USA
- Ave. Duration
- 40 min
- Estimated price
- $65–85
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Booking & Getting There
Book your Maysville to Chicago train tickets online with Omio.
There are 1130+ hotels available in Chicago.










