How far is Monroe, CT from Middletown, CT?
The driving distance from Monroe, CT to Middletown, CT is about 39.9 miles (64.2 km), with a travel time of about 00h 54m by car.
- The straight-line flight distance is about 32.9 miles (53 km).
- For a round trip, plan for roughly 01h 48m 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 00h 54m.
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 Connecticut, US
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Monroe and Middletown.
Turn-by-Turn Driving Directions
Step-by-step road directions between Monroe and Middletown.
-
1
Start on Fan Hill Road
117 m · 11 sec · Fan Hill Road
-
2
At the end of the road, turn right onto Monroe Turnpike
1213 ft · 25 sec · Monroe Turnpike
-
3
Enter the roundabout and take exit 2 toward Shelton Road
66 m · 5 sec · Shelton Road
-
4
Exit the roundabout onto Shelton Road
1.6 mi · 3 min · Shelton Road
-
5
Continue on Leavenworth Road
3.4 mi · 6 min · Leavenworth Road
-
6
Continue on Howe Avenue
1.7 mi · 3 min · Howe Avenue
-
7
Turn left onto Bridge Street
1295 ft · 30 sec · Bridge Street
-
8
Turn right onto Main Street
2555 ft · 1 min · Main Street
-
9
Turn right onto Derby Avenue
1356 ft · 34 sec · Derby Avenue
-
10
Continue on New Haven Avenue
1.6 mi · 2 min · New Haven Avenue
-
11
Continue on Derby Turnpike
1.3 mi · 2 min · Derby Turnpike
-
12
Take the exit slight right toward CT 15 North: New Haven
764 ft · 26 sec
-
13
Merge slight left onto Wilbur Cross Parkway
21.2 mi · 26 min · Wilbur Cross Parkway
-
14
Take the exit slight right toward East Main Street
1480 ft · 31 sec
-
15
Keep slight right to continue on Industrial Area, Wesleyan
75 m · 7 sec
-
16
Turn slight right onto East Main Street
1.1 mi · 2 min · East Main Street
-
17
Take the ramp straight
785 ft · 19 sec
-
18
Merge slight left
5.5 mi · 9 min
-
19
Arrive at your destination
0 m · 1 sec · Washington Street
Car Route Details
A richer read on the saved driving route between Monroe and Middletown.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Wilbur Cross Parkway
Merge slight left onto Wilbur Cross Parkway
21.2 mi · 00h 26m
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.
Mostly Sunny leaving Monroe and Mostly Sunny near Middletown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Monroe to Middletown?
The road trip is about 39.9 miles (64.2 km) and usually takes 00h 54m 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?
Hamden is a useful midpoint, sitting about 19.7 miles from Monroe and 20.2 miles from Middletown.
How much longer is the road route than the straight-line distance?
The direct path is about 32.9 miles (53 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 4:42 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $5.56 one way or $11.12 round trip. Estimated CO2 is about 12.5 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Monroe and Mostly Sunny near Middletown.
Stop Ideas Near Hamden
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 Hamden.
Wallingford station
Union Station
Meriden Transit Center
Berlin
Flight Path Map
This map shows the direct air route between Monroe and Middletown. Straight-line distance: 32.91 mi (52.97 km).
#1 Monroe
Town in Fairfield County, Connecticut, United States
| Population | 19,328 |
| Coordinates | 41.3326000, -73.2073400 |
| Altitude | 198 |
| Country | United States |
#2 Middletown
A city in Middlesex County, Connecticut.
| Population | 46,013 |
| Coordinates | 41.5623200, -72.6506500 |
| Altitude | 12 |
| Country | United States |
End: Washington Street (-72.65071, 41.562432)
Estimated Travel Time
Distance: 64 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 19m |
| 40 mph (64.37 km/h) | 00h 59m |
| 50 mph (80.47 km/h) | 00h 47m |
| 60 mph (96.56 km/h) | 00h 39m |
| 70 mph (112.65 km/h) | 00h 34m |
| 80 mph (129 km/h) | 00h 29m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $5.56 | $11.12 |
| Mid-grade | $4.46 | $6.28 | $12.57 |
| Premium | $4.86 | $6.85 | $13.70 |
| Diesel | $6.00 | $8.46 | $16.91 |
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.