The cheapest and fastest trains from Bridgeport, CT to Windsor, CT
Cheapest price
$87
Average price
$171
Fastest journey
1 h 31 m
Average duration
1 h 33 m
Trains per day
5
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 $171 if you buy it on the day, but the cheapest tickets can be found for only $87.
It's difficult to get from Bridgeport, CT to Windsor, CT without transferring at least once.
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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 bus with prices starting from €60. 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 bus costs an average of €60, and a train costs an average of €71.
Distance: 55 miles (89 km)
Compare train with
Most popular Train | Bus |
|---|---|
€198 Average price | €60 Average price Cheapest |
2h 8m Average total duration Fastest 1h 38m Onboard + 30m Additional time* | 3h 22m Average total duration 2h 52m Onboard + 30m Additional time* |
Direct Options | Direct Options |
Live departures
Bridgeport, CT to Windsor, CT train times
The table below shows live departures for Bridgeport, CT to Windsor, CT trains for tomorrow, Thursday, November 6. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 9:04 AM Bridgeport, CT | 1h31 | 10:35 AM Windsor, CT | 1 transfer | |
![]() | 10:09 AM Bridgeport, CT | 1h40 | 11:49 AM Windsor, CT | 1 transfer | |
![]() | 2:01 PM Bridgeport, CT | 1h44 | 3:45 PM Windsor, CT | 1 transfer | |
![]() | 3:45 PM Bridgeport, CT | 1h33 | 5:18 PM 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.
Nov 06
Nov 07
Nov 08
Nov 09
Nov 10
Nov 11
Nov 12
Journey information
Overview: Train from Bridgeport, CT to Windsor, CT
Distance 55 miles (89 km) |
Average train duration 1h 38m |
Cheapest ticket price $87 (€71) |
Trains per day 12 |
Direct trains 4 |
Fastest train 1h 29m |
First train 04:41 |
Last train 22:12 |
Key Takeaways
Train Ticket Prices
- Budget Options: Train tickets from Bridgeport, CT to Windsor, CT start from as low as $87 (€71) if booked well in advance.
- Standard Fares: Typically, trains cost $242 (€198) depending on the train type and class.
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 $73 (€60). 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
- 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, CT
More options for your journey from Bridgeport, CT to Windsor, CT
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