How much does a cheap train ticket from Philadelphia to Windsor cost?

The average train ticket price from Philadelphia to Windsor is $206. The best way to find cheap train tickets from Philadelphia to Windsor is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!

How long is the trip from Philadelphia to Windsor?

A train trip between Philadelphia and Windsor is around 5h 6m, although the fastest train will take about 4h 17m. This is the time it takes to travel the 300 km that separates the two cities.

How many daily trains are there between Philadelphia and Windsor?

The number of trains from Philadelphia to Windsor can differ depending on the day of the week. On average, there are 13. Some trains are direct while others include transferring trains. Simplify your train trip from Philadelphia to Windsor by comparing and selecting the train that fits your travel style and budget on Busbud.

Which train companies travel from Philadelphia to Windsor?

When taking the train from Philadelphia to Windsor, you can travel comfortably and safely with Amtrak.

Train Philadelphia to Windsor from $71 | Refundable Tickets

Next train departures

Next departures for Philadelphia to Windsor on November 19
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	6:50pm	30th Street Station	5h 16m	12:06am	Windsor Station	Cheapest
Train	3:55pm	30th Street Station	4h 42m	8:37pm	Windsor Station	Fastest
Train	4:53pm	30th Street Station	5h 6m	9:59pm	Windsor Station	No tags
Train	4:53pm	30th Street Station	5h 6m	9:59pm	Windsor Station	No tags
Train	6:58pm	30th Street Station	5h 8m	12:06am	Windsor Station	No tags

Next departures for Philadelphia to Windsor on November 20
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Train	3:25am	30th Street Station	7h 10m	10:35am	Windsor Station	Cheapest
NextGen Acela + Amtrak	Train	7:32am	30th Street Station	4h 17m	11:49am	Windsor Station	Fastest
	Train	4:53pm	30th Street Station	5h 6m	9:59pm	Windsor Station	No tags
NextGen Acela + Amtrak	Train	7:32am	30th Street Station	4h 17m	11:49am	Windsor Station	No tags
	Train	4:53pm	30th Street Station	5h 6m	9:59pm	Windsor Station	No tags

Next departures for Philadelphia to Windsor on November 21
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Train	3:25am	30th Street Station	7h 10m	10:35am	Windsor Station	Cheapest
NextGen Acela + Amtrak	Train	7:32am	30th Street Station	4h 17m	11:49am	Windsor Station	Fastest
	Train	4:53pm	30th Street Station	5h 6m	9:59pm	Windsor Station	No tags
NextGen Acela + Amtrak	Train	7:32am	30th Street Station	4h 17m	11:49am	Windsor Station	No tags
	Train	4:53pm	30th Street Station	5h 6m	9:59pm	Windsor Station	No tags

Last refresh of the prices: Yesterday at 4:30 PM EST.

Get from Philadelphia to Windsor

This route is served by train only

The journey takes about 5 hours 6 minutes, and with fares starting at just $62, it presents an excellent value for a comfortable ride.

13train per day

5h 6mAverage Duration

300 kmDistance

27kgCO₂ emissions

Train companies

Amtrak

4/55,593 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5593 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the WiFi. Amtrak ticket prices on this trip start at $62

US train and bus companies:Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

Frequently asked questions about travelling from Philadelphia, PA to Windsor, CT, US by train

How much does a cheap train ticket from Philadelphia to Windsor cost?
The average train ticket price from Philadelphia to Windsor is $206. The best way to find cheap train tickets from Philadelphia to Windsor is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the trip from Philadelphia to Windsor?
A train trip between Philadelphia and Windsor is around 5h 6m, although the fastest train will take about 4h 17m. This is the time it takes to travel the 300 km that separates the two cities.
How many daily trains are there between Philadelphia and Windsor?
The number of trains from Philadelphia to Windsor can differ depending on the day of the week. On average, there are 13. Some trains are direct while others include transferring trains. Simplify your train trip from Philadelphia to Windsor by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Philadelphia to Windsor?
When taking the train from Philadelphia to Windsor, you can travel comfortably and safely with Amtrak.

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found

11-17

No data

11-18

$58

Today

$71

11-20

$114

11-21

$71

11-22

No data

11-23

No data

11-24

No data

The cheapest trip from Philadelphia, PA to Windsor, CT, US was searched and found on Nov 18, 2025 with a price of $58

To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Philadelphia, PA to Windsor, CT, US, as early as possible.

You can expect to pay from $58 to $562 for a train ticket from Philadelphia, PA to Windsor, CT, US based on the last 2 days. You can expect to find the cheapest price for the trip at $71 which is on 2025-11-21.