Windsor to Port Chester Trains

Windsor to Port Chester trains

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Trip Overview

The average train between Windsor and Port Chester takes 2h 34m and the fastest train takes 2h 17m. The train service runs several times per day from Windsor to Port Chester. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

2h 34m
Duration: 90 mi
Distance: $56
Average price: Every 4 hours
Frequency

Train via New Haven

best

Take the train from Windsor to New Haventrain Northeast Regional / ...
Take the train from New Haven to Stamfordtrain New Haven

2h 52m

$39–648

Windsor to Port Chester train times

Trains run every 4 hours between Windsor and Port Chester. The earliest departure is at 4:41 AM at night, and the last departure from Windsor is at 8:04 PM which arrives into Port Chester at 11:13 PM. All services require a transfer at New Haven and take an average of 2h 34m. The schedules shown below are for the next available departures.

Departing Friday, November 6, 2026

4:41 AM → 7:08 AM
2h 27m • 2 changes
7:58 AM → 10:22 AM
2h 24m • 2 changes
9:19 AM → 11:48 AM
2h 29m • 2 changes
12:29 PM → 3:19 PM
2h 50m • 2 changes
Show more

Departing Saturday, November 7, 2026

6:14 AM → 8:43 AM
2h 29m • 2 changes
7:49 AM → 10:16 AM
2h 27m • 2 changes
8:54 AM → 11:45 AM
2h 51m • 2 changes
10:59 AM → 1:16 PM
2h 17m • 2 changes
Show more

Departing Sunday, November 8, 2026

6:14 AM → 9:16 AM
3h 2m • 2 changes
7:49 AM → 10:16 AM
2h 27m • 2 changes
8:10 AM → 11:16 AM
3h 6m • 2 changes
10:59 AM → 1:16 PM
2h 17m • 2 changes
Show more

Departing Monday, November 9, 2026

4:41 AM → 7:08 AM
2h 27m • 2 changes
7:58 AM → 10:22 AM
2h 24m • 2 changes
9:19 AM → 11:48 AM
2h 29m • 2 changes
12:29 PM → 3:19 PM
2h 50m • 2 changes
Show more

Departing Tuesday, November 10, 2026

4:41 AM → 7:08 AM
2h 27m • 2 changes
7:58 AM → 10:22 AM
2h 24m • 2 changes
9:19 AM → 11:48 AM
2h 29m • 2 changes
12:29 PM → 3:19 PM
2h 50m • 2 changes
Show more

Departing Wednesday, November 11, 2026

4:41 AM → 7:08 AM
2h 27m • 2 changes
7:58 AM → 10:22 AM
2h 24m • 2 changes
9:19 AM → 11:48 AM
2h 29m • 2 changes
12:29 PM → 3:19 PM
2h 50m • 2 changes
Show more

Departing Thursday, November 12, 2026

4:41 AM → 7:08 AM
2h 27m • 2 changes
7:58 AM → 10:22 AM
2h 24m • 2 changes
9:19 AM → 11:48 AM
2h 29m • 2 changes
12:29 PM → 3:19 PM
2h 50m • 2 changes
Show more

Frequently asked questions

Want to know about travelling from Windsor to Port Chester? 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.

Windsor to Port Chester trains

Find Transport to Port Chester

Trip Overview

Train via New Haven

Windsor to Port Chester train times

Departing Friday, November 6, 2026

4:41 AM → 7:08 AM

7:58 AM → 10:22 AM

9:19 AM → 11:48 AM

12:29 PM → 3:19 PM

Departing Saturday, November 7, 2026

6:14 AM → 8:43 AM

7:49 AM → 10:16 AM

8:54 AM → 11:45 AM

10:59 AM → 1:16 PM

Departing Sunday, November 8, 2026

6:14 AM → 9:16 AM

7:49 AM → 10:16 AM

8:10 AM → 11:16 AM

10:59 AM → 1:16 PM

Departing Monday, November 9, 2026

4:41 AM → 7:08 AM

7:58 AM → 10:22 AM

9:19 AM → 11:48 AM

12:29 PM → 3:19 PM

Departing Tuesday, November 10, 2026

4:41 AM → 7:08 AM

7:58 AM → 10:22 AM

9:19 AM → 11:48 AM

12:29 PM → 3:19 PM

Departing Wednesday, November 11, 2026

4:41 AM → 7:08 AM

7:58 AM → 10:22 AM

9:19 AM → 11:48 AM

12:29 PM → 3:19 PM

Departing Thursday, November 12, 2026

4:41 AM → 7:08 AM

7:58 AM → 10:22 AM

9:19 AM → 11:48 AM

12:29 PM → 3:19 PM

Frequently asked questions

What companies run services between Windsor, CT, USA and Port Chester, NY, USA?

Train from Windsor to New Haven

Train from New Haven to Stamford

Train from Windsor to Stamford Amtrak Station

Train from New Haven to Stamford

Train from New Haven to Stamford

Train trips from Windsor

Train trips to Port Chester

Alternative transport options