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Ossining to Chatham buses

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Trip Overview

The average bus between Ossining and Chatham takes 12h 5m and the fastest bus takes 9h 44m. The bus runs, on average, 6 times per week from Ossining to Chatham. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

12h 5m
Duration
309 mi
Distance
$74
Average price
6 times a week
Frequency

Ossining to Chatham bus times

Buses run 6 times a week between Ossining and Chatham. The earliest departure is at 9:40 AM in the morning, and the last departure from Ossining is at 9:47 AM which arrives into Chatham at 7:31 PM. All services require a transfer at White Plains Bus Terminal Lane B and take an average of 12h 5m. The schedules shown below are for the next available departures.

Departing Monday, October 19, 2026

  •  → 

    Westchester County Bee-Line SystemGreyhound USAFlixbus USAPlymouth & BrocktonCape Cod Regional Transit Authority9h 44m • 4 changes

Departing Tuesday, October 20, 2026

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    Arrives next day

    Westchester County Bee-Line SystemGreyhound USAGreyhound USAPlymouth & BrocktonCape Cod Regional Transit Authority23h 44m • 4 changes

Departing Wednesday, October 21, 2026

  •  → 

    Westchester County Bee-Line SystemGreyhound USAFlixbus USAPlymouth & BrocktonCape Cod Regional Transit Authority9h 44m • 4 changes

Departing Thursday, October 22, 2026

  •  → 

    Westchester County Bee-Line SystemGreyhound USAFlixbus USAPlymouth & BrocktonCape Cod Regional Transit Authority9h 44m • 4 changes

Departing Friday, October 23, 2026

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    Westchester County Bee-Line SystemGreyhound USAFlixbus USAPlymouth & BrocktonCape Cod Regional Transit Authority9h 44m • 4 changes

Departing Saturday, October 24, 2026

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    Westchester County Bee-Line SystemGreyhound USAFlixbus USAPlymouth & BrocktonCape Cod Regional Transit Authority9h 51m • 4 changes

Frequently asked questions

Want to know about travelling from Ossining to Chatham? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Ossining to Chatham.ExpandLaunch map view
  • Distance: 309.4 mi
  • Duration: 12h 5m

What companies run services between Ossining, NY, USA and Chatham, MA, USA?

You can take a bus from Spring St @ Waller Ave to Veterans Field Rd via White Plains Bus Terminal Lane B, White Plains Bus Station, Hartford Union Station, Boston, Boston South Buses, and Hyannis Transportation Center in around 11h 24m.

Operators