How far is South Windsor, CT from Fairfield, CT?
The driving distance from South Windsor, CT to Fairfield, CT is about 64.3 miles (103.5 km), with a travel time of about 01h 12m by car.
- The straight-line flight distance is about 57.7 miles (92.9 km).
- For a round trip, plan for roughly 02h 25m 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 12m.
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.
Rain Showers
Rain Showers
Driving Route Map
The map below follows the saved road route between South Windsor and Fairfield.
Turn-by-Turn Driving Directions
Step-by-step road directions between South Windsor and Fairfield.
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1
Start on the route
29 m · 9 sec
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2
Turn right onto Main Street
3247 ft · 1 min · Main Street
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3
Turn left onto Chapel Road
2848 ft · 1 min · Chapel Road
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4
Turn right onto John Fitch Boulevard
1.5 km · 2 min · John Fitch Boulevard
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5
Continue on Ellington Road
1.5 km · 2 min · Ellington Road
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6
Continue on King Street
911 ft · 22 sec · King Street
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7
Continue on Main Street
2 mi · 5 min · Main Street
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8
Turn right onto East River Drive
857 ft · 19 sec · East River Drive
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9
Take the exit left
1.6 km · 2 min
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10
Take the exit slight right toward I 91 South: New Haven, New York City
3154 ft · 54 sec
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11
Merge slight right
16.5 mi · 20 min
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12
Take the exit slight right toward CT 15 South
1825 ft · 35 sec
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13
Keep slight left to continue on CT 15 South
133 m · 8 sec
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14
Merge slight left
29.8 mi · 37 min
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15
Take the exit slight right toward CT 8, CT 108: Bridgeport, Waterbury
1242 ft · 24 sec
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16
Keep slight left to continue on CT 8 South, CT 108 South: Bridgeport
2228 ft · 48 sec
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17
Keep slight left to continue on CT 8 South: Bridgeport
1.2 km · 2 min
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18
Merge slight left
4.5 mi · 5 min
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19
Keep slight right to continue on I 95 South: New York City
1719 ft · 42 sec
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20
Merge slight left
4.2 mi · 6 min
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21
Take the exit slight right toward Mill Plain Road
1525 ft · 42 sec
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22
Turn left onto Mill Plain Road
1655 ft · 39 sec · Mill Plain Road
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23
Turn right onto Post Road
57 m · 3 sec · Post Road
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24
Arrive at your destination
0 m · 1 sec · Post Road
Car Route Details
A richer read on the saved driving route between South Windsor and Fairfield.
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.
Rain Showers leaving South Windsor and Rain Showers near Fairfield.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from South Windsor to Fairfield?
The road trip is about 64.3 miles (103.5 km) and usually takes 01h 12m 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?
North Haven is a useful midpoint, sitting about 32.4 miles from South Windsor and 31.9 miles from Fairfield.
How much longer is the road route than the straight-line distance?
The direct path is about 57.7 miles (92.9 km), while the road route adds roughly 6.6 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 4:04 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $8.96 one way or $17.91 round trip. Estimated CO2 is about 20.2 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers around South Windsor and Rain Showers near Fairfield.
Stop Ideas Near North Haven
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 North Haven.
Wallingford station
Union Station
Meriden Transit Center
Berlin
Flight Path Map
This map shows the direct air route between South Windsor and Fairfield. Straight-line distance: 57.71 mi (92.87 km).
#1 South Windsor
Town in Hartford County, Connecticut, United States of America
| Population | 26,102 |
| Coordinates | 41.8237100, -72.6212000 |
| Altitude | 10 |
| Country | United States |
#2 Fairfield
Town in Connecticut, United States of America
| Population | 62,215 |
| Coordinates | 41.1412100, -73.2637300 |
| Altitude | 10 |
| Country | United States |
End: Post Road (-73.263724, 41.141186)
Estimated Travel Time
Distance: 104 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 08m |
| 40 mph (64.37 km/h) | 01h 36m |
| 50 mph (80.47 km/h) | 01h 17m |
| 60 mph (96.56 km/h) | 01h 04m |
| 70 mph (112.65 km/h) | 00h 55m |
| 80 mph (129 km/h) | 00h 48m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $8.96 | $17.91 |
| Mid-grade | $4.46 | $10.12 | $20.23 |
| Premium | $4.86 | $11.03 | $22.06 |
| Diesel | $6.00 | $13.61 | $27.23 |
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 30, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.