How far is Milford, CT from Portland, CT?
The driving distance from Milford, CT to Portland, CT is about 35.9 miles (57.8 km), with a travel time of about 00h 52m by car.
- The straight-line flight distance is about 32.4 miles (52.2 km).
- For a round trip, plan for roughly 01h 44m 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 52m.
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.
Mostly Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Milford and Portland.
Turn-by-Turn Driving Directions
Step-by-step road directions between Milford and Portland.
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1
Start on Factory Lane
16 m · 7 sec · Factory Lane
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2
Turn right onto New Haven Avenue
42 m · 3 sec · New Haven Avenue
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3
Keep slight left to continue on Daniel Street
145 m · 11 sec · Daniel Street
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4
Turn right onto River Street
1233 ft · 29 sec · River Street
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5
Turn left onto West Main Street
17 m · 1 sec · West Main Street
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6
Keep slight right to continue on Plymouth Place
118 m · 8 sec · Plymouth Place
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7
Turn slight right onto North Street
1534 ft · 31 sec · North Street
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8
Keep slight left to continue on North Street
2 mi · 4 min · North Street
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9
Continue on Grassy Hill Road
2 mi · 4 min · Grassy Hill Road
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10
Take the ramp left
561 ft · 16 sec
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11
At the end of the road, turn right onto Wilbur Cross Parkway
22.7 mi · 28 min · Wilbur Cross Parkway
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12
Take the exit slight right toward East Main Street
1480 ft · 31 sec
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13
Keep slight right to continue on Industrial Area, Wesleyan
75 m · 7 sec
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14
Turn slight right onto East Main Street
1.1 mi · 2 min · East Main Street
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15
Take the ramp straight
785 ft · 19 sec
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16
Merge slight left
5 mi · 8 min
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17
Turn left onto Newfield Street
758 ft · 18 sec · Newfield Street
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18
Turn right onto Liberty Street
778 ft · 21 sec · Liberty Street
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19
Continue on Prospect Street
560 ft · 16 sec · Prospect Street
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20
Turn right onto Grand Street
2225 ft · 1 min · Grand Street
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21
At the end of the road, turn left onto Main Street
1 mi · 2 min · Main Street
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22
Take the exit slight right
60 m · 5 sec
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23
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Milford and Portland.
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
At the end of the road, turn right onto Wilbur Cross Parkway
22.7 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.
Mostly Sunny leaving Milford and Mostly Sunny near Portland.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Milford to Portland?
The road trip is about 35.9 miles (57.8 km) and usually takes 00h 52m 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 18 miles from Milford and 18 miles from Portland.
How much longer is the road route than the straight-line distance?
The direct path is about 32.4 miles (52.2 km), while the road route adds roughly 3.5 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 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 4:46 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $5.01 one way or $10.02 round trip. Estimated CO2 is about 11.3 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Milford and Mostly Sunny near Portland.
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 Milford and Portland. Straight-line distance: 32.42 mi (52.18 km).
#1 Milford
A city in New Haven County, Connecticut.
| Population | 53,259 |
| Coordinates | 41.2223200, -73.0565000 |
| Altitude | 8 |
| Country | United States |
#2 Portland
Town in Connecticut, United States
| Population | 9,213 |
| Coordinates | 41.5728800, -72.6406500 |
| Altitude | 24 |
| Country | United States |
End: Portland (-72.64065, 41.57288)
Estimated Travel Time
Distance: 58 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 11m |
| 40 mph (64.37 km/h) | 00h 53m |
| 50 mph (80.47 km/h) | 00h 43m |
| 60 mph (96.56 km/h) | 00h 35m |
| 70 mph (112.65 km/h) | 00h 30m |
| 80 mph (129 km/h) | 00h 26m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $5.01 | $10.02 |
| Mid-grade | $4.46 | $5.66 | $11.32 |
| Premium | $4.86 | $6.17 | $12.34 |
| Diesel | $6.00 | $7.62 | $15.23 |
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 · May 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.