There are 7 ways to get from Cleveland to Ossining by plane, train, bus, train (Amtrak), 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.
Fly to Laguardia Airport, train
best- Fly from Cleveland-Hopkins International Airport (CLE) to Laguardia Airport (LGA)CLE - LGA
- Take the train from 125th Street - Harlem to Ossining
4h 53m$144–416Train (Amtrak)
cheapest- Take the train from Cleveland to Croton-Harmon Amtrak StationLake Shore Limited
12h 20m$64–198Bus, train
- Take the bus from Cleveland, OH to New YorkCleveland-New York
- Take the train from 125th Street - Harlem to OssiningHudson
10h 52mDrive 474 mi
- Drive from Cleveland to Ossining474 mi
8h 29m$87–125Fly to John F. Kennedy International Airport, train
- Fly from Cleveland-Hopkins International Airport (CLE) to John F. Kennedy International Airport (JFK)CLE - JFK
- Take the train from Grand Central Terminal to Ossining
5h 9m$86–408Fly to Newark Liberty International Airport, train
- Fly from Cleveland-Hopkins International Airport (CLE) to Newark Liberty International Airport (EWR)CLE - EWR
- Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Station
5h 42m$152–470Bus (Greyhound)
- Take the bus from Cleveland Bus Station to Port Authority Bus TerminalGreyhound US0420
15h 13m$82–169
Cleveland to Ossining by train (Amtrak)
Questions & Answers
The cheapest way to get from Cleveland to Ossining is to drive which costs $85 - $130 and takes 8h 29m.
The fastest way to get from Cleveland to Ossining is to fly and train which takes 4h 53m and costs $140 - $420.
No, there is no direct bus from Cleveland station to Ossining. However, there are services departing from Cleveland Bus Station and arriving at Croton Ave @ S Highland Ave via Port Authority Bus Terminal and White Plains Bus Terminal Lane E. The journey, including transfers, takes approximately 15h 13m.
No, there is no direct train from Cleveland to Ossining. However, there are services departing from Cleveland and arriving at Ossining via Croton-Harmon. The journey, including transfers, takes approximately 12h 20m.
The distance between Cleveland and Ossining is 464 miles. The road distance is 476.8 miles.
The best way to get from Cleveland to Ossining without a car is to bus and train which takes 10h 52m and costs .
It takes approximately 4h 53m to get from Cleveland to Ossining, including transfers.
Cleveland to Ossining bus services, operated by Greyhound USA, depart from Cleveland Bus Station.
Cleveland to Ossining train services, operated by Amtrak, depart from Cleveland station.
The best way to get from Cleveland to Ossining is to train which takes 12h 20m and costs $60 - $200. Alternatively, you can bus, which costs $80 - $170 and takes 15h 13m.
What companies run services between Cleveland, OH, USA and Ossining, NY, USA?
Amtrak operates a train from Cleveland to Croton-Harmon Amtrak Station once daily. Tickets cost $55–190 and the journey takes 12h 3m. Alternatively, Greyhound USA operates a bus from Cleveland Bus Station to Port Authority Bus Terminal once daily. Tickets cost $65–160 and the journey takes 11h 25m.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- united.com
Flights from Cleveland-Hopkins International Airport to Laguardia Airport via Washington Dulles
- Ave. Duration
- 3h 44m
- When
- Every day
- Estimated price
- $65–410
Flights from Cleveland-Hopkins International Airport to John F. Kennedy International Airport via Toronto
- Ave. Duration
- 4h 24m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $65–400
Flights from Cleveland-Hopkins International Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $55–360
Flights from Cleveland-Hopkins International Airport to Newark Liberty International Airport via Washington Dulles
- Ave. Duration
- 3h 46m
- When
- Every day
- Estimated price
- $60–380
- Website
- delta.com
Flights from Cleveland-Hopkins International Airport to Laguardia Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $60–380
Flights from Cleveland-Hopkins International Airport to Laguardia Airport via Detroit
- Ave. Duration
- 3h 39m
- When
- Every day
- Estimated price
- $75–420
Flights from Cleveland-Hopkins International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 48m
- When
- Every day
- Estimated price
- $60–370
Flights from Cleveland-Hopkins International Airport to John F. Kennedy International Airport via Detroit
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $70–410
Flights from Cleveland-Hopkins International Airport to Newark Liberty International Airport via Detroit
- Ave. Duration
- 3h 42m
- When
- Every day
- Estimated price
- $65–390
- Website
- aircanada.com
Flights from Cleveland-Hopkins International Airport to John F. Kennedy International Airport via Toronto
- Ave. Duration
- 4h 24m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $65–400
Flights from Cleveland-Hopkins International Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $55–360
- Website
- aa.com
Flights from Cleveland-Hopkins International Airport to Laguardia Airport
- Ave. Duration
- 1h 39m
- When
- Every day
- Estimated price
- $60–380
Flights from Cleveland-Hopkins International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 54m
- When
- Every day
- Estimated price
- $60–370
Flights from Cleveland-Hopkins International Airport to John F. Kennedy International Airport via Reagan Washington
- Ave. Duration
- 3h 52m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $65–390
- Website
- flyfrontier.com
Flights from Cleveland-Hopkins International Airport to Laguardia Airport
- Ave. Duration
- 1h 36m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $60–380
- Phone
- 877.690.5114
- Website
- mta.info
Train from 125th Street - Harlem to Ossining
- Ave. Duration
- 52 min
- Frequency
- Every 30 minutes
- Estimated price
- $10–16
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $10–11
- Peak
- $13–16
Train from Grand Central Terminal to Ossining
- Ave. Duration
- 1h 2m
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Cleveland to Croton-Harmon Amtrak Station
- Ave. Duration
- 12h 3m
- Frequency
- Once daily
- Estimated price
- $55–190
- Website
- https://www.amtrak.com/home.html
- Coach Seat - Advance Purchase
- $55–150
- Coach Seat short notice purchase
- $75–190
- Business - advance purchase
- $100–430
- Business Class
- $170–440
Train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Station
- Ave. Duration
- 43 min
- Frequency
- Every 2 hours
- Estimated price
- $19–50
- Website
- https://www.amtrak.com/home.html
Bus from Cleveland, OH to New York
- Ave. Duration
- 8h 30m
- Frequency
- 5 times a week
- Schedules at
- https://www.gotobus.com/greatwall/
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Cleveland Bus Station to Port Authority Bus Terminal
- Ave. Duration
- 11h 25m
- Frequency
- Once daily
- Estimated price
- $65–160
- Website
- https://www.greyhound.com/
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More Questions & Answers
Cleveland to Ossining bus services, operated by Greyhound USA, arrive at Port Authority Bus Terminal station.
Cleveland to Ossining train services, operated by Amtrak, arrive at Croton-Harmon Amtrak Station.
Yes, the driving distance between Cleveland to Ossining is 477 miles. It takes approximately 8h 29m to drive from Cleveland to Ossining.
There are 103+ hotels available in Ossining.







