Ossining to Madison Trains

Ossining to Madison trains

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Trip Overview

The average train between Ossining and Madison takes 3h 51m and the fastest train takes 3h 19m. The train service runs several times per day from Ossining to Madison. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

3h 51m
Duration: 115 mi
Distance: $44
Average price: Every 4 hours
Frequency

Train

best

Take the train from Ossining to 125th Street - Harlemtrain Hudson
Take the train from 125th Street - Harlem to New Haventrain New Haven

4h 22m

$32–49

Ossining to Madison train times

Trains run every 4 hours between Ossining and Madison. The earliest departure is at 12:09 AM at night, and the last departure from Ossining is at 7:10 PM which arrives into Madison at 10:50 PM. All services require a transfer at 125th Street - Harlem and take an average of 3h 51m. The schedules shown below are for the next available departures.

Departing Sunday, October 11, 2026

4:10 PM → 7:50 PM
3h 40m • 2 changes
7:10 PM → 10:50 PM
3h 40m • 2 changes

Departing Monday, October 12, 2026

12:09 AM → 4:48 AM
4h 39m • 2 changes
4:46 AM → 8:31 AM
3h 45m • 2 changes
10:49 AM → 2:41 PM
3h 52m • 2 changes
12:59 PM → 4:59 PM
4h • 2 changes
Show more

Departing Tuesday, October 13, 2026

12:09 AM → 4:48 AM
4h 39m • 2 changes
4:46 AM → 8:31 AM
3h 45m • 2 changes
10:49 AM → 2:41 PM
3h 52m • 2 changes
12:59 PM → 4:59 PM
4h • 2 changes
Show more

Departing Wednesday, October 14, 2026

12:09 AM → 4:48 AM
4h 39m • 2 changes
4:46 AM → 8:31 AM
3h 45m • 2 changes
10:49 AM → 2:41 PM
3h 52m • 2 changes
12:59 PM → 4:59 PM
4h • 2 changes
Show more

Departing Thursday, October 15, 2026

12:09 AM → 4:48 AM
4h 39m • 2 changes
4:46 AM → 8:31 AM
3h 45m • 2 changes
10:49 AM → 2:41 PM
3h 52m • 2 changes
12:59 PM → 4:59 PM
4h • 2 changes
Show more

Departing Friday, October 16, 2026

12:09 AM → 4:48 AM
4h 39m • 2 changes
4:46 AM → 8:31 AM
3h 45m • 2 changes
10:49 AM → 2:41 PM
3h 52m • 2 changes
12:59 PM → 4:59 PM
4h • 2 changes
Show more

Departing Saturday, October 17, 2026

12:09 AM → 5:33 AM
5h 24m • 2 changes
9:43 AM → 1:25 PM
3h 42m • 2 changes
4:10 PM → 7:50 PM
3h 40m • 2 changes
7:10 PM → 10:50 PM
3h 40m • 2 changes

Frequently asked questions

Want to know about travelling from Ossining to Madison? 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.

Find Transport to Madison

Trip Overview

Train

Ossining to Madison train times

Departing Sunday, October 11, 2026

4:10 PM → 7:50 PM

7:10 PM → 10:50 PM

Departing Monday, October 12, 2026

12:09 AM → 4:48 AM

4:46 AM → 8:31 AM

10:49 AM → 2:41 PM

12:59 PM → 4:59 PM

Departing Tuesday, October 13, 2026

12:09 AM → 4:48 AM

4:46 AM → 8:31 AM

10:49 AM → 2:41 PM

12:59 PM → 4:59 PM

Departing Wednesday, October 14, 2026

12:09 AM → 4:48 AM

4:46 AM → 8:31 AM

10:49 AM → 2:41 PM

12:59 PM → 4:59 PM

Departing Thursday, October 15, 2026

12:09 AM → 4:48 AM

4:46 AM → 8:31 AM

10:49 AM → 2:41 PM

12:59 PM → 4:59 PM

Departing Friday, October 16, 2026

12:09 AM → 4:48 AM

4:46 AM → 8:31 AM

10:49 AM → 2:41 PM

12:59 PM → 4:59 PM

Departing Saturday, October 17, 2026

12:09 AM → 5:33 AM

9:43 AM → 1:25 PM

4:10 PM → 7:50 PM

7:10 PM → 10:50 PM

Frequently asked questions

What companies run services between Ossining, NY, USA and Madison, CT, USA?

Train from Ossining to 125th Street - Harlem

Train from 125th Street - Harlem to New Haven

Train trips from Ossining

Train trips to Madison

Alternative transport options