How far is Windsor, CT from Bridgeport, CT?
The driving distance from Windsor, CT to Bridgeport, CT is about 61.4 miles (98.8 km), with a travel time of about 01h 02m by car.
- The straight-line flight distance is about 54.4 miles (87.6 km).
- For a round trip, plan for roughly 02h 04m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 01h 02m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Town in New Haven County, Connecticut, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Driving Route Map
The map below follows the saved road route between Windsor and Bridgeport.
Turn-by-Turn Driving Directions
Step-by-step road directions between Windsor and Bridgeport.
-
1
Start on Broad Street
17 m · 11 sec · Broad Street
-
2
Continue on Broad Street
1.1 km · 2 min · Broad Street
-
3
Continue on Windsor Avenue
2066 ft · 53 sec · Windsor Avenue
-
4
Turn right onto Park Avenue
1.2 km · 2 min · Park Avenue
-
5
Take the ramp left toward I 91 South: Hartford
1132 ft · 28 sec
-
6
Merge slight left
23.5 mi · 29 min
-
7
Take the exit slight right toward CT 15 South
1825 ft · 35 sec
-
8
Keep slight left to continue on CT 15 South
133 m · 8 sec
-
9
Merge slight left
29.8 mi · 37 min
-
10
Take the exit slight right toward CT 8, CT 108: Bridgeport, Waterbury
1242 ft · 24 sec
-
11
Keep slight left to continue on CT 8 South, CT 108 South: Bridgeport
2228 ft · 48 sec
-
12
Keep slight left to continue on CT 8 South: Bridgeport
1.2 km · 2 min
-
13
Merge slight left
3.1 mi · 4 min
-
14
Take the exit slight right toward Main Street, Washington Avenue
719 ft · 18 sec
-
15
Continue on Main Street, Washington Avenue
111 m · 9 sec
-
16
Keep slight left to continue on Main Street South, East Washington Avenue
1381 ft · 34 sec
-
17
Turn straight onto Main Street
2720 ft · 1 min · Main Street
-
18
Turn right onto Fairfield Avenue
1 m · 1 sec · Fairfield Avenue
-
19
Arrive at your destination
0 m · 1 sec · Fairfield Avenue
Car Route Details
A richer read on the saved driving route between Windsor and Bridgeport.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
CT 15 South
Merge slight left
29.8 mi · 00h 37m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Forecast cards are syncing for this route.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Windsor to Bridgeport?
The road trip is about 61.4 miles (98.8 km) and usually takes 01h 02m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Wallingford is a useful midpoint, sitting about 30.7 miles from Windsor and 30.8 miles from Bridgeport.
How much longer is the road route than the straight-line distance?
The direct path is about 54.4 miles (87.6 km), while the road route adds roughly 7 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 4:26 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $8.56 one way or $17.12 round trip. Estimated CO2 is about 19.3 kg one way.
Stop Ideas Near Wallingford
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Wallingford.
Wallingford station
Meriden Transit Center
Berlin
Union Station
Flight Path Map
This map shows the direct air route between Windsor and Bridgeport. Straight-line distance: 54.42 mi (87.58 km).
#1 Windsor
Town in Connecticut, United States
| Population | 28,647 |
| Coordinates | 41.8526000, -72.6437000 |
| Altitude | 17 |
| Country | United States |
#2 Bridgeport
The second most populous city in Connecticut.
| Population | 143,525 |
| Coordinates | 41.1792300, -73.1894500 |
| Altitude | 1 |
| Country | United States |
End: Main Street (-73.189437, 41.179239)
Estimated Travel Time
Distance: 99 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 02m |
| 40 mph (64.37 km/h) | 01h 32m |
| 50 mph (80.47 km/h) | 01h 13m |
| 60 mph (96.56 km/h) | 01h 01m |
| 70 mph (112.65 km/h) | 00h 52m |
| 80 mph (129 km/h) | 00h 45m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $8.56 | $17.12 |
| Mid-grade | $4.46 | $9.67 | $19.34 |
| Premium | $4.86 | $10.54 | $21.08 |
| Diesel | $6.00 | $13.01 | $26.03 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in Connecticut · Apr 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.