The cheapest and fastest trains from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT
Cheapest price
$19
Average price
$19
Fastest journey
1 h 34 m
Average duration
1 h 34 m
Trains per day
1
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 $19 if you buy it on the day, but the cheapest tickets can be found for only $19.
Of the 1 trains that leave Bridgeport Station, Bridgeport, CT for Windsor Station, Windsor, CT on Tue, Mar 24, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Tue, Mar 24 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 34 m .
On Tue, Mar 24 the slowest trains will take 1 h 34 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.


Travel Information
Compare train and bus 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 $14. For those with little time consider booking a train which can get you there in 1h 30m. The ticket price range depends on the travel mode: a bus costs an average of $14, and a train costs an average of $19.
Distance: 54 miles (88 km)
Compare train with
Most popular Train | Bus |
|---|---|
$26 Average price | $16 Average price Cheapest |
2h 0m Average total duration Fastest 1h 30m Onboard + 30m Additional time* | 2h 20m Average total duration 1h 50m 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, Sunday, March 22. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
140 Northeast Regional | 9:46 PM Bridgeport Station, Bridgeport, CT | 1h48 | 11:34 PM Windsor Station, Windsor, CT | 0 transfersDirect | |
96 Northeast Regional · 416 Amtrak Hartford Line | 10:14 PM Bridgeport Station, Bridgeport, CT | 2h28 | 12:42 AM Windsor Station, Windsor, CT | 1 transfer | |
| Monday, March 23 | |||||
![]() | 2:13 AM Bridgeport Station, Bridgeport, CT | 1h34 | 3:47 AM Windsor Station, Windsor, CT | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT by train or bus
Compare train and bus 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.
Mar 23
Mar 24
Mar 25
Mar 26
Mar 27
Mar 28
Mar 29
Journey information
Overview: Train from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT
Trains from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT run on average 8 times per day, taking around 1h 30m. Cheap train tickets for this journey start at $19 (€15) but you can travel from only $14 (€11) by bus.
There are 2 trains per day. The earliest train runs at 01:07, the last at 22:46. The fastest train covers the 54 miles (88 km) distance in 1h 34m.
Distance 54 miles (88 km) |
Average train duration 1h 30m |
Cheapest ticket price $19 (€15) |
Trains per day 8 |
Direct trains 2 |
Fastest train 1h 34m |
First train 01:07 |
Last train 22:46 |
Cheapest month Nov |
Cheapest day Fri |
High season Jan - Mar |
Low season Apr - Jun |
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 $14 (€11). 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
