Chappaqua to Waterbury Trains

Chappaqua to Waterbury trains

Travel from

Search accommodation with Expedia

Trip Overview

The average train between Chappaqua and Waterbury takes 3h 50m and the fastest train takes 3h 15m. The train service runs several times per day from Chappaqua to Waterbury. 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 50m
Duration: 111 mi
Distance: $52
Average price: Every 2 hours
Frequency

Train

best

Take the train from Chappaqua to 125th Street - Harlemtrain
Take the train from 125th Street - Harlem to Bridgeporttrain
Take the train from Bridgeport to Waterburytrain

3h 58m

$36–57

Chappaqua to Waterbury train times

Trains run every 2 hours between Chappaqua and Waterbury. The earliest departure is at 12:44 AM at night, and the last departure from Chappaqua is at 8:42 PM which arrives into Waterbury at 12:44 AM. All services require a transfer at 125th Street - Harlem and take an average of 3h 50m. The schedules shown below are for the next available departures.

Departing Saturday, October 31, 2026

12:18 PM → 3:40 PM
3h 22m • 2 changes
2:42 PM → 6:40 PM
3h 58m • 2 changes
5:39 PM → 9:40 PM
4h 1m • 2 changes
8:42 PM → 12:44 AM
Arrives next day
4h 2m • 2 changes

Departing Sunday, November 1, 2026

5:41 AM → 9:41 AM
4h • 2 changes
9:18 AM → 12:40 PM
3h 22m • 2 changes
12:18 PM → 3:40 PM
3h 22m • 2 changes
2:42 PM → 6:40 PM
3h 58m • 2 changes
Show more

Departing Monday, November 2, 2026

12:44 AM → 7:43 AM
6h 59m • 2 changes
6:07 AM → 9:34 AM
3h 27m • 2 changes
8:22 AM → 11:38 AM
3h 16m • 2 changes
9:45 AM → 1:40 PM
3h 55m • 2 changes
Show more

Departing Tuesday, November 3, 2026

12:44 AM → 7:43 AM
6h 59m • 2 changes
6:07 AM → 9:34 AM
3h 27m • 2 changes
8:22 AM → 11:38 AM
3h 16m • 2 changes
9:45 AM → 1:40 PM
3h 55m • 2 changes
Show more

Departing Wednesday, November 4, 2026

12:44 AM → 7:43 AM
6h 59m • 2 changes
6:07 AM → 9:34 AM
3h 27m • 2 changes
8:22 AM → 11:38 AM
3h 16m • 2 changes
9:45 AM → 1:40 PM
3h 55m • 2 changes
Show more

Departing Thursday, November 5, 2026

12:44 AM → 7:43 AM
6h 59m • 2 changes
6:07 AM → 9:34 AM
3h 27m • 2 changes
8:22 AM → 11:38 AM
3h 16m • 2 changes
9:45 AM → 1:40 PM
3h 55m • 2 changes
Show more

Departing Friday, November 6, 2026

12:44 AM → 7:43 AM
6h 59m • 2 changes
6:07 AM → 9:34 AM
3h 27m • 2 changes
8:22 AM → 11:38 AM
3h 16m • 2 changes
9:45 AM → 1:40 PM
3h 55m • 2 changes
Show more

Frequently asked questions

Want to know about travelling from Chappaqua to Waterbury? 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.

Chappaqua to Waterbury trains

Find Transport to Waterbury

Trip Overview

Train

Chappaqua to Waterbury train times

Departing Saturday, October 31, 2026

12:18 PM → 3:40 PM

2:42 PM → 6:40 PM

5:39 PM → 9:40 PM

8:42 PM → 12:44 AMArrives next day

Departing Sunday, November 1, 2026

5:41 AM → 9:41 AM

9:18 AM → 12:40 PM

12:18 PM → 3:40 PM

2:42 PM → 6:40 PM

Departing Monday, November 2, 2026

12:44 AM → 7:43 AM

6:07 AM → 9:34 AM

8:22 AM → 11:38 AM

9:45 AM → 1:40 PM

Departing Tuesday, November 3, 2026

12:44 AM → 7:43 AM

6:07 AM → 9:34 AM

8:22 AM → 11:38 AM

9:45 AM → 1:40 PM

Departing Wednesday, November 4, 2026

12:44 AM → 7:43 AM

6:07 AM → 9:34 AM

8:22 AM → 11:38 AM

9:45 AM → 1:40 PM

Departing Thursday, November 5, 2026

12:44 AM → 7:43 AM

6:07 AM → 9:34 AM

8:22 AM → 11:38 AM

9:45 AM → 1:40 PM

Departing Friday, November 6, 2026

12:44 AM → 7:43 AM

6:07 AM → 9:34 AM

8:22 AM → 11:38 AM

9:45 AM → 1:40 PM

Frequently asked questions

What companies run services between Chappaqua, NY, USA and Waterbury, CT, USA?

Train from Chappaqua to 125th Street - Harlem

Train from 125th Street - Harlem to Bridgeport

Train from Bridgeport to Waterbury

Train trips from Chappaqua

Train trips to Waterbury

Alternative transport options

8:42 PM → 12:44 AM
Arrives next day