How far is Cheshire, CT from Stamford, CT?
The driving distance from Cheshire, CT to Stamford, CT is about 53.9 miles (86.8 km), with a travel time of about 01h 09m by car.
- The straight-line flight distance is about 45.2 miles (72.8 km).
- For a round trip, plan for roughly 02h 19m 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 09m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
This departure sits inside the recommended comfort window for the route.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Town in Fairfield County, Connecticut, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Showers And Thunderstorms
Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Cheshire and Stamford.
Turn-by-Turn Driving Directions
Step-by-step road directions between Cheshire and Stamford.
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1
Start on the route
157 m · 40 sec
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2
Turn right onto Woodbury Court
93 m · 15 sec · Woodbury Court
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3
Turn right onto Academy Road
610 ft · 18 sec · Academy Road
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4
At the end of the road, turn left onto South Main Street
3 mi · 4 min · South Main Street
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5
Continue on Whitney Avenue
5.4 mi · 7 min · Whitney Avenue
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6
Take the ramp slight right
1084 ft · 26 sec
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7
Merge slight left onto Wilbur Cross Parkway
13.8 mi · 18 min · Wilbur Cross Parkway
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8
Continue on Merritt Parkway
3 mi · 4 min · Merritt Parkway
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9
Take the exit slight right toward CT 8, CT 108: Bridgeport, Waterbury
1242 ft · 24 sec
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10
Keep slight left to continue on CT 8 South, CT 108 South: Bridgeport
2228 ft · 48 sec
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11
Keep slight left to continue on CT 8 South: Bridgeport
1.2 km · 2 min
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12
Merge slight left
4.5 mi · 5 min
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13
Keep slight right to continue on I 95 South: New York City
1719 ft · 42 sec
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14
Merge slight left
20.6 mi · 28 min
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15
Take the exit slight right toward CT 137 North: Atlantic Street
1301 ft · 32 sec
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16
Turn straight onto North State Street
1424 ft · 48 sec · North State Street
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17
Turn right onto Atlantic Street
1744 ft · 39 sec · Atlantic Street
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18
Arrive at your destination
0 m · 1 sec · Atlantic Street
Car Route Details
A richer read on the saved driving route between Cheshire and Stamford.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 95 South
Merge slight left
20.6 mi · 00h 28m
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.
Showers And Thunderstorms leaving Cheshire and Showers And Thunderstorms near Stamford.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Cheshire to Stamford?
The road trip is about 53.9 miles (86.8 km) and usually takes 01h 09m 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?
Trumbull is a useful midpoint, sitting about 26.7 miles from Cheshire and 27.2 miles from Stamford.
How much longer is the road route than the straight-line distance?
The direct path is about 45.2 miles (72.8 km), while the road route adds roughly 8.7 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 4:10 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.50 one way or $14.99 round trip. Estimated CO2 is about 16.9 kg one way.
What should you check before leaving?
Before you leave, expect Showers And Thunderstorms around Cheshire and Showers And Thunderstorms near Stamford.
Stop Ideas Near Trumbull
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 Trumbull.
Bridgeport
Union Station
Stamford Transportation Center
Wallingford station
Flight Path Map
This map shows the direct air route between Cheshire and Stamford. Straight-line distance: 45.23 mi (72.79 km).
#1 Cheshire
Town in Connecticut
| Population | 28,806 |
| Coordinates | 41.4989900, -72.9006600 |
| Altitude | 78 |
| Country | United States |
#2 Stamford
The second most populous city in Connecticut.
| Population | 131,397 |
| Coordinates | 41.0534300, -73.5387300 |
| Altitude | 7 |
| Country | United States |
End: Atlantic Street (-73.539324, 41.053444)
Estimated Travel Time
Distance: 87 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 47m |
| 40 mph (64.37 km/h) | 01h 20m |
| 50 mph (80.47 km/h) | 01h 04m |
| 60 mph (96.56 km/h) | 00h 53m |
| 70 mph (112.65 km/h) | 00h 46m |
| 80 mph (129 km/h) | 00h 40m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $7.50 | $14.99 |
| Mid-grade | $4.46 | $8.47 | $16.94 |
| Premium | $4.86 | $9.23 | $18.46 |
| Diesel | $6.00 | $11.39 | $22.79 |
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 · May 25, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.