How far is Middletown, CT from Cheshire, CT?
The driving distance from Middletown, CT to Cheshire, CT is about 18.2 miles (29.3 km), with a travel time of about 00h 26m by car.
- The straight-line flight distance is about 13.7 miles (22 km).
- For a round trip, plan for roughly 00h 52m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 7:00 AM to 7:00 PM EDT.
Reverse, save, or send this route
This is an easy same-day return drive. Copy the route link, send it to another device, or print a clean version before you head out.
This is an easy same-day return drive.
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 00h 26m.
This is a short drive, so your comfort window is wide. Traffic and current weather matter more than the clock.
This departure sits inside the recommended comfort window for the route.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
The most populous city in New Haven County, Connecticut.
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 Middletown and Cheshire.
Turn-by-Turn Driving Directions
Step-by-step road directions between Middletown and Cheshire.
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1
Start on Washington Street
2.5 mi · 5 min · Washington Street
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2
Continue on Meriden Road
4.2 mi · 6 min · Meriden Road
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3
Continue straight
6.7 mi · 8 min
-
4
Take the exit slight right toward CT 10: Cheshire, Plantsville
1716 ft · 56 sec
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5
Turn left onto Highland Avenue
4 mi · 5 min · Highland Avenue
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6
Continue on Main Street
783 ft · 17 sec · Main Street
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7
Turn left onto Academy Road
610 ft · 15 sec · Academy Road
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8
Turn left onto Woodbury Court
93 m · 19 sec · Woodbury Court
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9
Turn left
157 m · 38 sec
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10
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Middletown and Cheshire.
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.
Meriden Road
Continue straight
6.69 mi · 00h 08m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A short regional drive
This route is short enough to handle as a quick errand, commute, or easy same-day return without much planning overhead.
Showers And Thunderstorms leaving Middletown and Showers And Thunderstorms near Cheshire.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Middletown to Cheshire?
The road trip is about 18.2 miles (29.3 km) and usually takes 00h 26m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route is short enough to handle as a quick errand, commute, or easy same-day return without much planning overhead.
What is the halfway point on this route?
Meriden is a useful midpoint, sitting about 9.1 miles from Middletown and 9.1 miles from Cheshire.
How much longer is the road route than the straight-line distance?
The direct path is about 13.7 miles (22 km), while the road route adds roughly 4.5 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 7:00 AM to 7:00 PM EDT. If you want a more comfortable same-day return, try to leave by 7:38 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $2.52 one way or $5.05 round trip. Estimated CO2 is about 5.7 kg one way.
What should you check before leaving?
Before you leave, expect Showers And Thunderstorms around Middletown and Showers And Thunderstorms near Cheshire.
Stop Ideas Near Meriden
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 Meriden.
Meriden Transit Center
Wallingford station
Berlin
Hartford Union Station
Flight Path Map
This map shows the direct air route between Middletown and Cheshire. Straight-line distance: 13.65 mi (21.97 km).
#1 Middletown
A city in Middlesex County, Connecticut.
| Population | 46,013 |
| Coordinates | 41.5623200, -72.6506500 |
| Altitude | 12 |
| Country | United States |
#2 Cheshire
Town in Connecticut
| Population | 28,806 |
| Coordinates | 41.4989900, -72.9006600 |
| Altitude | 78 |
| Country | United States |
End: Cheshire (-72.90066, 41.49899)
Estimated Travel Time
Distance: 29 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 00h 36m |
| 40 mph (64.37 km/h) | 00h 27m |
| 50 mph (80.47 km/h) | 00h 21m |
| 60 mph (96.56 km/h) | 00h 18m |
| 70 mph (112.65 km/h) | 00h 15m |
| 80 mph (129 km/h) | 00h 13m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $2.52 | $5.05 |
| Mid-grade | $4.46 | $2.85 | $5.70 |
| Premium | $4.86 | $3.11 | $6.22 |
| Diesel | $6.00 | $3.84 | $7.68 |
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.