The cheapest and fastest trains from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT
Cheapest price
$19
Average price
$24
Fastest journey
1 h 34 m
Average duration
1 h 43 m
Trains per day
2
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 $24 if you buy it on the day, but the cheapest tickets can be found for only $19.
Of the 2 trains that leave Bridgeport Station, Bridgeport, CT for Windsor Station, Windsor, CT on Sat, May 09, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, May 09 the direct trains cover the 88 km distance in an average of 1 h 43 m but if you time it right, some trains will get you there in just 1 h 34 m .
On Sat, May 09 the slowest trains will take 1 h 52 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.
2:13 AM1h34Bridgeport Station, Bridgeport, CT3:47 AMWindsor Station, Windsor, CT$191One-way0 transfers
1:07 AM1h52Bridgeport Station, Bridgeport, CT2:59 AMWindsor Station, Windsor, CT$291One-way0 transfers
2:13 AM1h34Bridgeport Station, Bridgeport, CT3:47 AMWindsor Station, Windsor, CT$191One-way0 transfers
1:07 AM1h52Bridgeport Station, Bridgeport, CT2:59 AMWindsor Station, Windsor, CT$291One-way0 transfers
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 $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 | Driving |
|---|---|---|
$26 Average price | $16 Average price Cheapest | $14 Average price (fuel + tolls) |
2h 0m Average total duration Fastest 1h 30m Onboard + 30m Additional time* | 2h 20m Average total duration 1h 50m Onboard + 30m Additional time* | 1h 3m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT:
A bus is $10 (€8) less than a train for this route with tickets for a train from Bridgeport Station, Bridgeport, CT to Windsor Station, Windsor, CT costing on average $26 (€21).
Other travel options to Windsor Station, Windsor, CT take longer:
Bus takes on average 1h 50m.
Tickets start at around $26 (€21) compared to roughly $14 (€11) in fuel and tolls — a saving of about $-12.70 (€-10.15). The journey takes 1h 30m versus 1h 3m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
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, May 7. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 1:07 AM Bridgeport Station, Bridgeport, CT | 1h52 | 2:59 AM Windsor Station, Windsor, CT | 0 transfersDirect | |
![]() | 2:13 AM Bridgeport Station, Bridgeport, CT | 1h34 | 3:47 AM Windsor Station, Windsor, CT | 0 transfersDirect | |
![]() | 10:46 PM Bridgeport Station, Bridgeport, CT | 1h48 | 12:34 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 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.
May 08
May 09
May 10
May 11
May 12
May 13
May 14
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 1:07 AM |
Last train 10:46 PM |
Cheapest Month Nov |
Cheapest Day Fri |
High Season Jan - Mar |
Low Season Jul - Sep |
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
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