The cheapest and fastest trains from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT
Cheapest price
$87
Average price
$225
Fastest journey
1 h 31 m
Average duration
1 h 34 m
Trains per day
5
Distance
88 km
The best way to find a cheap train ticket from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT will cost around $225 if you buy it on the day, but the cheapest tickets can be found for only $87.
Of the 5 trains that leave Bridgeport Station, Bridgeport, CT for Windsor Station, Windsor, CT on Fri, Nov 07, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, Nov 07 the direct trains cover the 88 km distance in an average of 1 h 34 m but if you time it right, some trains will get you there in just 1 h 31 m .
On Fri, Nov 07 the slowest trains will take 1 h 37 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
.png)









Travel Information
Compare bus and train for Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT
Omio recommends booking the train as it is the most popular option from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT among Omio's users. If you are prioritising price take the bus with prices starting from €18. For those with little time consider booking a train which can get you there in 1h 28m. The ticket price range depends on the travel mode: a bus costs an average of €18, and a train costs an average of €24.
Distance: 54 miles (88 km)
Compare train with
Most popular Train | Bus |
|---|---|
€24 Average price | €20 Average price Cheapest |
1h 58m Average total duration Fastest 1h 28m Onboard + 30m Additional time* | 2h 23m Average total duration 1h 53m Onboard + 30m Additional time* |
Direct Options | Direct Options |
Live departures
Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT train times
The table below shows live departures for Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT trains for today, Thursday, November 6. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 2:01 PM Bridgeport Station, Bridgeport, CT | 1h44 | 3:45 PM Windsor Station, Windsor, CT | 1 transfer | |
![]() | 3:45 PM Bridgeport Station, Bridgeport, CT | 1h33 | 5:18 PM Windsor Station, Windsor, CT | 1 transfer | |
![]() | 7:04 PM Bridgeport Station, Bridgeport, CT | 1h33 | 8:37 PM Windsor Station, Windsor, CT | 1 transfer | |
| Friday, November 7 | |||||
![]() | 9:04 AM Bridgeport Station, Bridgeport, CT | 1h31 | 10:35 AM Windsor Station, Windsor, CT | 1 transfer | |
![]() | 10:09 AM Bridgeport Station, Bridgeport, CT | 1h40 | 11:49 AM Windsor Station, Windsor, CT | 1 transfer | |
Find all the dates and times for this journey
Compare prices and tickets Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT by bus or train
Compare bus and train prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Nov 07
Nov 08
Nov 09
Nov 10
Nov 11
Nov 12
Nov 13
Journey information
Overview: Train from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT
Distance 54 miles (88 km) |
Average train duration 1h 28m |
Cheapest ticket price $29 (€24) |
Trains per day 7 |
Direct trains 2 |
Fastest train 1h 48m |
First train 21:46 |
Last train 21:46 |
Key Takeaways
Train Ticket Prices
- Budget Options: Train tickets from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT start from as low as $29 (€24) if booked well in advance.
- Standard Fares: Typically, trains cost $29 (€24) depending on the train type and class.
Train companies: Amtrak, Metro-North Railroad (MNR) from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT trainsAmtrak, Metro-North Railroad (MNR) trains will get you between Bridgeport Station, Bridgeport, CT and Windsor Station, Windsor, CT from $22 (€18). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
Metro-North Railroad (MNR)
FAQs: Trains from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT
Find answers to the most common questions about traveling from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Windsor Station, Windsor, CT, this guide helps you travel smarter and with confidence.

popular train stations
Popular train stations from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT
- 5:00 AM - 10:00 PM Monday - Sunday
- Free
- Parking is available 7 days a week with access from Water Street.
- Ralph 'n' Rich's
- Boca Oyster Bar
- Outside the main entrance.
- Ramps, restrooms.
- $0.50
- Holiday Inn Bridgeport-Trumbull-Fairfield
- Hampton Inn by Hilton Shelton
- Quality Suites
- Located in the main hall
- Located in the main hall
- Free
- The station has a main concourse with access to platforms and ticketing services.
- Bus: Greater Bridgeport Transit (GBT) buses available
- Ferry: Bridgeport & Port Jefferson Ferry nearby
Most popular train connections from Bridgeport Station, Bridgeport, CT
More options for your journey from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT
Here are some other resources that might have the information you need
