Origin
South Windham, CT
Afternoon in South Windham on Saturday
Local time
1:55 PM
EDT
Current temp
56°F
Unavailable
Live forecast
Trip from South Windham, CT to Bridgeport, CT
Compiled and reviewed by the Trip.ovh planning team at COD Solutions Oy · Last reviewed Apr 18, 2026 · Editorial standards
Drive Time
1h 49m
Distance
84.2 mi
135 km
Drive Score
7/10
Good drive
Same Day?
Yes, doable
Fuel Cost
$14
one way
EV Charging
Unknown
Best Time to Leave
4 AM
1h 42m
★
6 AM
1h 50m
8 AM
2h 6m
10 AM
1h 55m
12 PM
1h 54m
3 PM
1h 56m
5 PM
2h 5m
8 PM
1h 45m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Bridgeport, CT
Wikimedia Commons
Trip Overview
The drive from South Windham, CT to Bridgeport, CT covers 84.2 miles and takes about 1h 49m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on I 95, I 395, Route 32 for much of the mileage, and the overall profile is highway-focused drive. The longest uninterrupted segment is about 59.1 miles on I 95. At current regular gas prices, budget about $13.55 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Midpoint
42.1 miles from South Windham, CT
A natural place for your longest stop of the day , about 55m into the drive .
Main Roads
| Road | Distance | Duration |
|---|---|---|
| I 95 | 59.1 mi | 1h 14m |
| I 395 | 13.6 mi | 15m |
| Route 32 | 7.1 mi | 11m |
| Windham Road | 1.7 mi | 2m |
| CT 32 | 1.1 mi | 1m |
| West Town Street | 0.4 mi | <1m |
| Lafayette Boulevard | 0.3 mi | <1m |
| Franklin Turnpike | 0.2 mi | <1m |
Longest stretch:
I 95
— 59.1 mi, about 1h 14m
Turn-by-Turn Driving Directions
Step-by-step road directions between South Windham, CT and Bridgeport, CT.
1
Start on this road
144 ft
·
16 sec
·
this road
2
At end of road, turn left onto Main Street
311 ft
·
17 sec
·
Main Street
3
Turn right onto CT 32
1.7 mi
·
2 min
·
Windham Road
4
Continue on CT 32
7.1 mi
·
11 min
·
Route 32
5
Continue on CT 32
0.2 mi
·
17 sec
·
Franklin Turnpike
6
Continue on CT 32
0.4 mi
·
27 sec
·
West Town Street
7
Take the exit onto CT 32
1.1 mi
·
1 min
·
CT 32
Toward CT 2 East, CT 32 South: Norwich
8
Take the exit
0.3 mi
·
31 sec
Exit 36
Toward I 395 South: New Haven
9
Merge onto I 395; CT 2A
14 mi
·
15 min
·
I 395; CT 2A
10
Merge onto I 95
59 mi
·
1 hr 14 min
·
I 95
Use the straight / slight right lanes.
11
Take the exit
329 ft
·
8 sec
Exit 27B-C
Toward Lafayette Boulevard, Harbor Yard
Use the straight / slight right lanes.
12
Keep slight right at fork
0.2 mi
·
23 sec
Exit 27C
Toward Downtown Bridgeport, Lafayette Boulevard
Use the slight left / slight right lanes.
13
Turn straight onto Lafayette Boulevard
0.3 mi
·
39 sec
·
Lafayette Boulevard
Use the straight lane.
14
Turn straight onto Lafayette Circle
240 ft
·
10 sec
·
Lafayette Circle
15
Turn right onto CT 130
0.2 mi
·
23 sec
·
Fairfield Avenue
16
Arrive at destination
CT 130
Trip Plan
Morning Departure
Leave by 9 AM and you'll arrive before lunch.
Evening Departure
Even a 4 PM departure gets you there before dark in summer.
You can normally do this drive in one day.
You may only need one short stretch break if traffic stays light.
The halfway point lands around 42.1 miles from South Windham, CT, or about 55m into the drive.
The longest continuous stretch on this route runs about 59.1 miles.
This is a comfortable same-day trip.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 19 miles or 27m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 42.1 miles or 55m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 1h 32m
Traffic, exits, and arrival timing usually matter more near Bridgeport, CT than in the middle of the route.
Before You Leave
+
Open the route before leaving South Windham, CT so your first major turns are already loaded.
Day 1
Settle into the route from South Windham, CT
This is one driving day of about 84.2 miles and 1h 49m.
Your first comfortable stop window is around 19 miles from South Windham, CT.
This route can stay practical as a one-day drive if traffic stays reasonable.
The longest stretch is on I 95 for about 59.1 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Mid-route town
Meal stop
42 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
Pacing Suggestions
Fuel and coffee
A short stop after about 19 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 42.1 miles from South Windham, CT, which is a good place for a longer meal and fuel stop.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Heads-up: tricky spots
5 of 105 decision points cluster between mile 0 and 83.5 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
6
0 mi into trip
|
~0m in
|
Main Street
At end of road, turn left onto Main Street
Complex interchange - multiple decisions in a short stretch
5
9.5 mi into trip
|
~15m in
|
CT 32
Take the exit onto CT 32 toward CT 2 East, CT 32 South: Norwich
Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one
Toward CT 2 East, CT 32 South: Norwich
5
10.5 mi into trip
|
~17m in
Take the exit toward I 395 South: New Haven
Exit ramp - move to the correct lane early
Exit 36
Toward I 395 South: New Haven
8
83.4 mi into trip
|
~1h 48m in
Take the exit toward Lafayette Boulevard, Harbor Yard
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Exit 27B-C
Toward Lafayette Boulevard, Harbor Yard
10
83.5 mi into trip
|
~1h 48m in
Keep slight right at fork toward Downtown Bridgeport, Lafayette Boulevard
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / slight right lanes.
Exit 27C
Toward Downtown Bridgeport, Lafayette Boulevard
Fuel & Cost
Regular Gas
$13.55 one way
$27.11 round trip
$4.09/gal
25.4 MPG avg
30 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.50 | $14.91 | $29.83 |
| premium | $4.86 | $16.12 | $32.25 |
| diesel | $5.61 | $18.59 | $37.18 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$14
Meals
$25–$50
Total
$39–$64
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 29.5 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $9 in charging · 0 stops · 66% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 25.3 | 0 | $8.84 | $4.04 |
| Efficient EV | 21.1 | 0 | $7.37 | $3.37 |
| EV Truck/SUV | 33.7 | 0 | $11.79 | $5.39 |
Gas CO2
29 kg
EV CO2
10 kg (66% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Destination
Bridgeport, CT
Afternoon in Bridgeport on Saturday
Local time
1:55 PM
EDT
Current temp
44°F
Unavailable
Live forecast
49°F
Westbrook, CT
42 mi in
Seasonal Notes
Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.
Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.
Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
12 degrees cooler at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
1h 49m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
What kind of drive is this?
This is a 1h 49m highway drive covering 84.2 miles, with most of the trip on I 95 and I 395. The longest continuous stretch is about 59.1 miles on I 95.
Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 16 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
I 95 is the longest continuous segment at about 59.1 miles.
How Hard Is This Drive?
7/10
This is a straightforward highway drive that stays mostly on I 95 and I 395. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes early in the drive near Main Street.
Driving Effort
7/10
Demanding - plan breaks and stay ahead of the key maneuvers
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 84.2 miles you will encounter 10 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
Where does it get tricky?
The main spots that need attention: near the start (Main Street): Complex interchange - multiple decisions in a short stretch; at 9.5 miles (CT 32): Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one; at 10.5 miles: Exit ramp - move to the correct lane early.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 1h 49m. Total distance: 84.2 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
1h 49m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (96%). Some complex stretches to watch for.
Frequently Asked Questions
The drive from South Windham, CT to Bridgeport, CT covers 84.2 miles and takes about 1h 49m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are I 95, I 395, Route 32. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 42.1 miles from South Windham, CT. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $13.55 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
This drive requires moderate attention. Across 84.2 miles you will encounter 10 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
The main spots that need attention: near the start (Main Street): Complex interchange - multiple decisions in a short stretch; at 9.5 miles (CT 32): Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one; at 10.5 miles: Exit ramp - move to the correct lane early.
The route from South Windham, CT to Bridgeport, CT does not surface many named destination signs beyond the main corridor.
How this page is built
Compiled by the Trip.ovh planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, and EIA for fuel prices. See our methodology for refresh cadence and limitations.
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