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)plane CLE - LGA
- Take the train from 125th Street - Harlem to Ossiningtrain
4h 59m$144–466Bus (Greyhound)
cheapest- Take the bus from Cleveland Bus Station to Port Authority Bus Terminalbus Greyhound US0420
15h 12m$74–170Bus, train
- Take the bus from Cleveland, OH to New Yorkbus Cleveland-New York
- Take the train from 125th Street - Harlem to Ossiningtrain Hudson
10h 54mTrain (Amtrak)
- Take the train from Cleveland Amtrak to Croton-Harmon Amtrak Stationtrain Lake Shore Limited
12h 20m$127–296Drive 474 mi
- Drive from Cleveland to Ossiningcar 474 mi
8h 34m$87–125Fly to John F. Kennedy International Airport, train
- Fly from Cleveland-Hopkins International Airport (CLE) to John F. Kennedy International Airport (JFK)plane CLE - JFK
- Take the train from Grand Central Terminal to Ossiningtrain
5h 5m$90–428Fly to Newark Liberty International Airport, train
- Fly from Cleveland-Hopkins International Airport (CLE) to Newark Liberty International Airport (EWR)plane CLE - EWR
- Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Stationtrain
5h 50m$178–540
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 34m.
The fastest way to get from Cleveland to Ossining is to fly and train which takes 4h 59m and costs $140 - $470.
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 12m.
No, there is no direct train from Cleveland to Ossining. However, there are services departing from Cleveland Amtrak 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 54m and costs .
It takes approximately 4h 59m 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 Amtrak station.
The best way to get from Cleveland to Ossining is to train which takes 12h 20m and costs $120 - $300. Alternatively, you can bus, which costs $70 - $170 and takes 15h 12m.
What companies run services between Cleveland, OH, USA and Ossining, NY, USA?
Amtrak operates a train from Cleveland Amtrak to Croton-Harmon Amtrak Station once daily. Tickets cost $120–290 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 $60–160 and the journey takes 11h 25m.
- Website
- united.com
Flights from Cleveland-Hopkins International Airport to Laguardia Airport via Washington Dulles
- Ave. Duration
- 3h 47m
- When
- Every day
- Estimated price
- $65–390
Flights from Cleveland-Hopkins International Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $55–340
Flights from Cleveland-Hopkins International Airport to Newark Liberty International Airport via Washington Dulles
- Ave. Duration
- 4h 3m
- When
- Every day
- Estimated price
- $60–360
- Website
- delta.com
Flights from Cleveland-Hopkins International Airport to Laguardia Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $60–370
Flights from Cleveland-Hopkins International Airport to Laguardia Airport via Detroit
- Ave. Duration
- 4h 7m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $70–410
Flights from Cleveland-Hopkins International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 58m
- When
- Every day
- Estimated price
- $65–390
Flights from Cleveland-Hopkins International Airport to John F. Kennedy International Airport via Detroit
- Ave. Duration
- 4h 14m
- When
- Saturday
- Estimated price
- $75–430
- Website
- aa.com
Flights from Cleveland-Hopkins International Airport to Laguardia Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $60–370
Flights from Cleveland-Hopkins International Airport to Laguardia Airport via Reagan Washington
- Ave. Duration
- 3h 48m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $65–390
Flights from Cleveland-Hopkins International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 53m
- When
- Every day
- Estimated price
- $65–390
- Website
- jetblue.com
Flights from Cleveland-Hopkins International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $65–390
Flights from Cleveland-Hopkins International Airport to John F. Kennedy International Airport via Boston
- Ave. Duration
- 4h 3m
- When
- Every day
- Estimated price
- $85–460
- Phone
- +1 877.690.5114
- 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 Amtrak to Croton-Harmon Amtrak Station
- Ave. Duration
- 12h 3m
- Frequency
- Once daily
- Estimated price
- $120–290
- Website
- https://www.amtrak.com/home.html
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
- $60–160
- 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 34m to drive from Cleveland to Ossining.
There are 97+ hotels available in Ossining.







