The cheapest and fastest trains from Windsor, CT to New Haven, CT
Cheapest price
$23
Average price
$61
Fastest journey
50 m
Average duration
51 m
Trains per day
5
Distance
65 km
The best way to find a cheap train ticket from Windsor, CT to New Haven, CT is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Windsor, CT to New Haven, CT will cost around $61 if you buy it on the day, but the cheapest tickets can be found for only $23.
Of the 5 trains that leave Windsor, CT for New Haven, CT on Sun, Mar 22, 5 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Mar 22 the direct trains cover the 65 km distance in an average of 51 m but if you time it right, some trains will get you there in just 50 m .
On Sun, Mar 22 the slowest trains will take 53 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 Windsor, CT to New Haven, CT
Omio recommends booking the train as it is the most popular option from Windsor, CT to New Haven, CT among Omio's users. If you are prioritising price take the train with prices starting from $11. For those with little time consider booking a bus which can get you there in 45m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.0 - 0.1kg. The ticket price range depends on the travel mode: a train costs an average of $11, and a bus costs an average of $14.
Distance: 40 miles (65 km)
Compare train with
Most popular Train | Bus |
|---|---|
$11 Average price Cheapest | $17 Average price |
1h 23m Average total duration 53m Onboard + 30m Additional time* | 1h 15m Average total duration Fastest 45m Onboard + 30m Additional time* |
0.0 - 0.1kg CO2 emissions Lowest | 0.1 - 0.2kg CO2 emissions |
Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
Live departures
Windsor, CT to New Haven, CT train times
The table below shows live departures for Windsor, CT to New Haven, CT trains for tomorrow, Saturday, March 21. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 8:10 AM Windsor, CT | 0h53 | 9:03 AM New Haven, CT | 0 transfersDirect | |
![]() | 10:59 AM Windsor, CT | 0h50 | 11:49 AM New Haven, CT | 0 transfersDirect | |
![]() | 1:24 PM Windsor, CT | 0h51 | 2:15 PM New Haven, CT | 0 transfersDirect | |
![]() | 4:25 PM Windsor, CT | 0h51 | 5:16 PM New Haven, CT | 0 transfersDirect | |
![]() | 7:56 PM Windsor, CT | 0h51 | 8:47 PM New Haven, CT | 0 transfersDirect |
Find all the dates and times for this journey
Compare prices and tickets Windsor, CT to New Haven, 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 22
Mar 23
Mar 24
Mar 25
Mar 26
Mar 27
Mar 28
Journey information
Overview: Train from Windsor, CT to New Haven, CT
Trains from Windsor, CT to New Haven, CT run on average 15 times per day, taking around 53m. Cheap train tickets for this journey start at $11 (€9) if you book in advance.
There are 14 trains per day. The earliest train runs at 04:41, the last at 23:12. The fastest train covers the 40 miles (65 km) distance in 50m.
Distance 40 miles (65 km) |
Average train duration 53m |
Cheapest ticket price $11 (€9) |
Trains per day 15 |
Direct trains 14 |
Fastest train 50m |
First train 04:41 |
Last train 23:12 |
Train companies: Amtrak from Windsor, CT to New Haven, CT trainsAmtrak trains will get you between Windsor, CT and New Haven, CT from $11 (€9). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
FAQs: Trains from Windsor, CT to New Haven, CT
Find answers to the most common questions about traveling from Windsor, CT to New Haven, 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 New Haven, CT, this guide helps you travel smarter and with confidence.

popular train stations
Popular train stations from Windsor, CT to New Haven, CT
- 5:00 AM - 11:00 PM Monday - Sunday
- Free
- Parking is available 24/7 with both short-term and long-term options.
- Union League Cafe
- Zinc New Haven
- Outside the main entrance.
- Elevators, ramps.
- $0.50
- The Study at Yale
- Omni New Haven Hotel at Yale
- New Haven Hotel
- Located in the main hall
- Avis
- Budget
- Enterprise
- Located in the main hall
- Free
- Hall 1: main entrance, platforms for Amtrak and Metro-North services
- Hall 2: ticketing and waiting area
- Hall 3: access to parking and car rental services
- Bus: CTtransit New Haven routes
- Amtrak: Northeast Regional, Acela Express
- Metro-North Railroad: New Haven Line
Most popular train connections from Windsor, CT
More options for your journey from Windsor, CT to New Haven, CT
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