The cheapest and fastest trains from Bridgeport, CT to Windsor, CT
Cheapest price
$35
Average price
$197
Fastest journey
1 h 29 m
Average duration
1 h 33 m
Trains per day
8
Distance
89 km
The best way to find a cheap train ticket from Bridgeport, CT to 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, CT to Windsor, CT will cost around $197 if you buy it on the day, but the cheapest tickets can be found for only $35.
Of the 8 trains that leave Bridgeport, CT for Windsor, CT on Sun, Jun 21, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Jun 21 the direct trains cover the 89 km distance in an average of 1 h 33 m but if you time it right, some trains will get you there in just 1 h 29 m .
On Sun, Jun 21 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.
7:02 PM1h40Bridgeport, CT8:42 PMWindsor, CT$351One-way1 transfer
8:18 AM1h29Bridgeport, CT9:47 AMWindsor, CT$2191One-way1 transfer
10:24 AM1h29Bridgeport, CT11:53 AMWindsor, CT$2191One-way1 transfer
2:16 PM1h37Bridgeport, CT3:53 PMWindsor, CT$2191One-way1 transfer
4:16 PM1h37Bridgeport, CT5:53 PMWindsor, CT$2191One-way1 transfer
8:18 AM1h29Bridgeport, CT9:47 AMWindsor, CT$2191One-way1 transfer
10:24 AM1h29Bridgeport, CT11:53 AMWindsor, CT$2191One-way1 transfer
6:01 PM1h33Bridgeport, CT7:34 PMWindsor, CT$2211One-way1 transfer
2:16 PM1h37Bridgeport, CT3:53 PMWindsor, CT$2191One-way1 transfer
4:16 PM1h37Bridgeport, CT5:53 PMWindsor, CT$2191One-way1 transfer
Travel Information
Compare bus and train for Bridgeport, CT to Windsor, CT
Omio recommends booking the train as it is the most popular option from Bridgeport, CT to Windsor, CT among Omio's users. If you are prioritising price take the train with prices starting from $24. For those with little time consider booking a train which can get you there in 1h 38m. The ticket price range depends on the travel mode: a train costs an average of $24, and a bus costs an average of $15.
Distance: 55 miles (89 km)
Compare train with
Most popular Train | Bus |
|---|---|
$28 Average price Cheapest | $30 Average price |
2h 8m Average total duration Fastest 1h 38m Onboard + 30m Additional time* | 2h 32m Average total duration 2h 2m Onboard + 30m Additional time* |
Direct Options | Direct Options |
This is compared to other travel options from Bridgeport, CT to Windsor, CT:
A train is $1 (€1) less than a bus for this route with tickets for a bus from Bridgeport, CT to Windsor, CT costing on average $30 (€24).
Other travel options to Windsor, CT take longer:
Bus takes on average 2h 2m.
Live departures
Bridgeport, CT to Windsor, CT train times
The table below shows live departures for Bridgeport, CT to Windsor, CT trains for today, Saturday, June 20. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 10:24 AM Bridgeport, CT | 1h29 | 11:53 AM Windsor, CT | 1 transfer | |
![]() | 2:16 PM Bridgeport, CT | 1h37 | 3:53 PM Windsor, CT | 1 transfer | |
![]() | 4:16 PM Bridgeport, CT | 1h37 | 5:53 PM Windsor, CT | 1 transfer | |
![]() | 5:46 PM Bridgeport, CT | 1h48 | 7:34 PM Windsor, CT | 0 transfersDirect | |
![]() | 6:01 PM Bridgeport, CT | 1h33 | 7:34 PM Windsor, CT | 1 transfer | |
![]() | 9:02 PM Bridgeport, CT | 2h00 | 11:02 PM Windsor, CT | 1 transfer | |
| Sunday, June 21 | |||||
![]() | 8:18 AM Bridgeport, CT | 1h29 | 9:47 AM Windsor, CT | 1 transfer | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Bridgeport, CT to 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.
Jun 21
Jun 22
Jun 23
Jun 24
Jun 25
Jun 26
Jun 27
Journey information
Overview: Train from Bridgeport, CT to Windsor, CT
Trains from Bridgeport, CT to Windsor, CT run on average 7 times per day, taking around 1h 38m. Cheap train tickets for this journey start at $24 (€20) but you can travel from only $15 (€12) by bus.
There are 2 trains per day. The earliest train runs at 04:41, the last at 20:04. The fastest train covers the 55 miles (89 km) distance in 1h 34m.
Distance 55 miles (89 km) |
Average train duration 1h 38m |
Cheapest ticket price $24 (€20) |
Trains per day 7 |
Direct trains 2 |
Fastest train 1h 34m |
First train 4:41 AM |
Last train 8:04 PM |
Cheapest Month Feb |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Jul - Sep |
Best time to book 7 days |
Train companies: Amtrak, Metro-North Railroad (MNR) from Bridgeport, CT to Windsor, CT trainsAmtrak, Metro-North Railroad (MNR) trains will get you between Bridgeport, CT and Windsor, CT from $15 (€12). 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, CT to Windsor, CT
Find answers to the most common questions about traveling from Bridgeport, CT to 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, CT, this guide helps you travel smarter and with confidence.

popular train stations
Popular train stations from Bridgeport, CT to Windsor, CT
Most Bridgeport, CT to Windsor, CT trains use the Bridgeport Station to Windsor Station station pair. Use this guide to compare Bridgeport, CT and Windsor, CT train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Which Bridgeport, CT station do trains to Windsor, CT leave from?
Getting to Bridgeport Station from Bridgeport city centre
Bridgeport Station is 1 km from Bridgeport city centre. Public transport options include:
Bridgeport Station train station facilities and services
Bridgeport Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Information Desk, and Luggage Carts.
Food and drink
Food options include: Ralph 'n' Rich's, Boca Oyster Bar
Wi-Fi and ATMs
Free. ATMs are available in the train station.
Tickets and information
Ticket office support is available at Bridgeport Station. Information desks are located in the main hall.
Luggage and lost property
Luggage storage is available at Bridgeport Station. Lost and found is available at the station.
Parking, taxis and toilets
Available at Bridgeport Station: Parking, Taxis, WC.
Bike and car services
Available at Bridgeport Station: Bike Parking.
Accessibility
Accessibility facilities are available at Bridgeport Station: Ramps, restrooms.
Shops, hotels and contact
Nearby hotels include Holiday Inn Bridgeport-Trumbull-Fairfield, Hampton Inn by Hilton Shelton, Quality Suites.
Which Windsor, CT station do trains from Bridgeport, CT arrive at?
Windsor Station train station facilities and services
Windsor Station has practical services for this route, including Dining and Accessibility.
Food and drink
Food and drink options are available at Windsor Station.
Accessibility
Accessibility facilities are available at Windsor Station.
Most popular train connections from Bridgeport, CT
More options for your journey from Bridgeport, CT to Windsor, CT
Here are some other resources that might have the information you need
