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

$39–647

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 Tuesday, October 27, 2026

4:19 PM → 6:50 PM
2h 31m • 2 changes
7:04 PM → 9:22 PM
2h 18m • 2 changes
8:04 PM → 11:13 PM
3h 9m • 2 changes

Departing Wednesday, October 28, 2026

4:41 AM → 7:08 AM
2h 27m • 2 changes
7:58 AM → 10:22 AM
2h 24m • 2 changes
4:19 PM → 6:50 PM
2h 31m • 2 changes
7:04 PM → 9:22 PM
2h 18m • 2 changes
Show more

Departing Thursday, October 29, 2026

4:41 AM → 7:08 AM
2h 27m • 2 changes
7:58 AM → 10:22 AM
2h 24m • 2 changes
4:19 PM → 6:50 PM
2h 31m • 2 changes
7:04 PM → 9:22 PM
2h 18m • 2 changes
Show more

Departing Friday, October 30, 2026

4:41 AM → 7:08 AM
2h 27m • 2 changes
7:58 AM → 10:22 AM
2h 24m • 2 changes
4:19 PM → 6:50 PM
2h 31m • 2 changes
7:04 PM → 9:22 PM
2h 18m • 2 changes
Show more

Departing Saturday, October 31, 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 1, 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 2, 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 Tuesday, October 27, 2026

4:19 PM → 6:50 PM

7:04 PM → 9:22 PM

8:04 PM → 11:13 PM

Departing Wednesday, October 28, 2026

4:41 AM → 7:08 AM

7:58 AM → 10:22 AM

4:19 PM → 6:50 PM

7:04 PM → 9:22 PM

Departing Thursday, October 29, 2026

4:41 AM → 7:08 AM

7:58 AM → 10:22 AM

4:19 PM → 6:50 PM

7:04 PM → 9:22 PM

Departing Friday, October 30, 2026

4:41 AM → 7:08 AM

7:58 AM → 10:22 AM

4:19 PM → 6:50 PM

7:04 PM → 9:22 PM

Departing Saturday, October 31, 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 1, 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 2, 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