Next departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | 30th Street Station | Windsor Station | Cheapest | |||||
| 30th Street Station | Windsor Station | Fastest | |||||
| 30th Street Station | Windsor Station | No tags | |||||
| 30th Street Station | Windsor Station | No tags | |||||
| 30th Street Station | Windsor Station | No tags |
Last refresh of the prices: Last Wednesday at 5:39 PM EDT.
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Get from Philadelphia to Windsor
The journey takes about 5 hours 6 minutes, and with fares starting at just US$48, it presents an excellent value for a comfortable ride.
Train Philadelphia, PA to Windsor, CT, US: Trip Overview
Please note, this information is subject to change.
Train Companies
Based on 5557 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 Wi-Fi. Amtrak ticket prices on this trip start at US$48
Philadelphia to Windsor Train
With Busbud, comparing and booking tickets for a train from Philadelphia to Windsor is a breeze. Browse through an extensive selection of train fares and train schedules to find the best deals.
Train services from Philadelphia to Windsor will be provided by the most trusted companies.
From train tickets to high-end trains trip from Philadelphia to Windsor, we offer a wide range of train services to best suit your needs depending on how much your budget is.
Frequently asked questions on the trip Philadelphia, PA - Windsor, CT, US
How much does a cheap train ticket from Philadelphia to Windsor cost?
The average train ticket price from Philadelphia to Windsor is US$144. 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 train trip from Philadelphia to Windsor?
A train trip between Philadelphia and Windsor is around 5h 6m, although the fastest train will take about 4h 33m. This is the time it takes to travel the 300 km that separates the two cities.
How many daily train 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 9. 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.
The cheapest trip from Philadelphia, PA to Windsor, CT, US was searched and found on 04 Nov 2025 with a price of US$58To 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 US$58 to US$593 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 US$58, which is on 2025-11-04.
About Train Travel
Train Travel Tips
Taking the fastest trains allows you to travel at speeds greater than 300 km/h. Taking a trip from Philadelphia to Windsor is not only much quicker but more comfortable too! You can usually travel directly to the city centre and save time while you're at it.
No matter if you plan to take a regional or high-speed train to Windsor, the planet will thank you. You’ll help to protect the beautiful landscapes that will unfold before your very eyes.
The train emits up to 30x less CO2 for a trip between Philadelphia and Windsor compared to the same trip made by plane or car. A truly ecological mode of transport that will allow you to easily reduce your carbon footprint.
Tune out to the fine sounds of your best music playlist on your train trip from Philadelphia to Windsor while indulging in miles on end of beautiful scenic views.
Did you know?
One of the deepest train stations in the world is in Kiev. Located at a depth of 105m, it was designed in this way to serve as a shelter in the event of an attack. The second deepest station is in China. Badaling station is located 60m under the Great Wall of China!
Some trains in Sweden can recover more than a fifth of the energy they use by braking. This is especially true with ore trains as they descend from Narvik to Kiruna.
Railway companies played a major role as early as 1883 in the use of time zones as we know them today.
Top Travelled Train Routes
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