How far is Cheswold, DE from Middletown, DE?
The driving distance from Cheswold, DE to Middletown, DE is about 19.6 miles (31.6 km), with a travel time of about 00h 25m by car.
- The straight-line flight distance is about 17.4 miles (28 km).
- For a round trip, plan for roughly 00h 51m 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 25m.
This is a short drive, so your comfort window is wide. Traffic and current weather matter more than the clock.
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 Delaware
Route Weather Snapshot
Check the forecast at both ends before you head out.
Chance Rain Showers
Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Cheswold and Middletown.
Turn-by-Turn Driving Directions
Step-by-step road directions between Cheswold and Middletown.
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1
Start on Main Street
3028 ft · 1 min · Main Street
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2
Turn left onto North Dupont Highway
1.5 mi · 2 min · North Dupont Highway
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3
Continue on South Dupont Boulevard
4.7 mi · 8 min · South Dupont Boulevard
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4
Continue on South Dupont Parkway
3029 ft · 59 sec · South Dupont Parkway
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5
Continue on South Dupont Highway
1.1 km · 59 sec · South Dupont Highway
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6
Continue on South Dupont Parkway
4.6 mi · 6 min · South Dupont Parkway
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7
Take the exit left toward Summit Bridge Road
4.8 mi · 8 min · Summit Bridge Road
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8
Continue on South Broad Street
1.5 km · 1 min · South Broad Street
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9
Turn right onto East Main Street
30 m · 3 sec · East Main Street
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10
Arrive at your destination
0 m · 1 sec · East Main Street
Car Route Details
A richer read on the saved driving route between Cheswold and Middletown.
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.
Summit Bridge Road
Take the exit left toward Summit Bridge Road
4.8 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.
Chance Rain Showers leaving Cheswold and Chance Rain Showers near Middletown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Cheswold to Middletown?
The road trip is about 19.6 miles (31.6 km) and usually takes 00h 25m 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?
Smyrna is a useful midpoint, sitting about 9.3 miles from Cheswold and 10.4 miles from Middletown.
How much longer is the road route than the straight-line distance?
The direct path is about 17.4 miles (28 km), while the road route adds roughly 2.2 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 $2.82 one way or $5.64 round trip. Estimated CO2 is about 6.1 kg one way.
What should you check before leaving?
Before you leave, expect Chance Rain Showers around Cheswold and Chance Rain Showers near Middletown.
Stop Ideas Near Smyrna
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 Smyrna.
Dover, Delaware
Newark
Wilmington station
Aberdeen
Flight Path Map
This map shows the direct air route between Cheswold and Middletown. Straight-line distance: 17.37 mi (27.96 km).
#1 Cheswold
Town in Kent County, Delaware, United States
| Population | 1,759 |
| Coordinates | 39.2192800, -75.5857600 |
| Altitude | 12 |
| Country | United States |
#2 Middletown
Town in Delaware, USA
| Population | 23,765 |
| Coordinates | 39.4495600, -75.7163200 |
| Altitude | 21 |
| Country | United States |
End: East Main Street (-75.716335, 39.449706)
Estimated Travel Time
Distance: 32 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 00h 39m |
| 40 mph (64.37 km/h) | 00h 29m |
| 50 mph (80.47 km/h) | 00h 23m |
| 60 mph (96.56 km/h) | 00h 19m |
| 70 mph (112.65 km/h) | 00h 16m |
| 80 mph (129 km/h) | 00h 14m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.09 | $2.82 | $5.64 |
| Mid-grade | $4.60 | $3.17 | $6.35 |
| Premium | $4.95 | $3.42 | $6.84 |
| Diesel | $5.98 | $4.13 | $8.25 |
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 Delaware · Apr 22, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.