How far is New Haven, CT from Chester, CT?
The driving distance from New Haven, CT to Chester, CT is about 30.6 miles (49.2 km), with a travel time of about 00h 48m by car.
- The straight-line flight distance is about 25.6 miles (41.2 km).
- For a round trip, plan for roughly 01h 37m 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 48m.
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 New Haven and Chester.
Turn-by-Turn Driving Directions
Step-by-step road directions between New Haven and Chester.
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1
Start on College Street
571 ft · 14 sec · College Street
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2
Turn right onto Elm Street
1840 ft · 44 sec · Elm Street
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3
Turn left onto State Street
1726 ft · 31 sec · State Street
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4
Take the ramp right toward I 91 North: Hartford
3119 ft · 1 min
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5
Merge slight left
1.4 mi · 2 min
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6
Take the exit slight right toward CT 17, CT 80: North Branford
680 ft · 17 sec
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7
Keep slight right to continue on CT 80 East: North Branford
149 m · 12 sec
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8
Turn straight onto Foxon Boulevard
1.2 km · 2 min · Foxon Boulevard
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9
Continue on Foxon Road
7.3 mi · 11 min · Foxon Road
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10
Continue on Old Toll Road
5.9 mi · 9 min · Old Toll Road
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11
Enter the roundabout and take exit 2 toward Old Toll Road
100 m · 5 sec · Old Toll Road
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12
Exit the roundabout onto Old Toll Road
1.3 mi · 2 min · Old Toll Road
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13
Continue on North Branford Road
2.8 mi · 4 min · North Branford Road
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14
Enter the roundabout and take exit 2 toward Deep River Road
45 m · 3 sec · Deep River Road
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15
Exit the roundabout onto Deep River Road
2.5 mi · 4 min · Deep River Road
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16
Continue on Winthrop Road
3.4 mi · 5 min · Winthrop Road
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17
Turn left onto West Elm Street
1.9 mi · 3 min · West Elm Street
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18
Turn left onto Main Street
1.2 km · 1 min · Main Street
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19
Continue on Middlesex Turnpike
2293 ft · 50 sec · Middlesex Turnpike
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20
Turn left onto Main Street
2620 ft · 1 min · Main Street
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21
At the end of the road, turn right onto Water Street
1 m · 1 sec · Water Street
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22
Arrive at your destination
0 m · 1 sec · Water Street
Car Route Details
A richer read on the saved driving route between New Haven and Chester.
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.
Foxon Road
Continue on Foxon Road
7.27 mi · 00h 11m
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 New Haven and Mostly Sunny near Chester.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from New Haven to Chester?
The road trip is about 30.6 miles (49.2 km) and usually takes 00h 48m 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?
Guilford is a useful midpoint, sitting about 15.2 miles from New Haven and 15.3 miles from Chester.
How much longer is the road route than the straight-line distance?
The direct path is about 25.6 miles (41.2 km), while the road route adds roughly 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 4:52 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $4.26 one way or $8.52 round trip. Estimated CO2 is about 9.6 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around New Haven and Mostly Sunny near Chester.
Stop Ideas Near Guilford
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 Guilford.
Union Station
Wallingford station
Old Saybrook station
Meriden Transit Center
Flight Path Map
This map shows the direct air route between New Haven and Chester. Straight-line distance: 25.61 mi (41.21 km).
#1 New Haven
The second most populous city in Connecticut.
| Population | 130,801 |
| Coordinates | 41.3081500, -72.9281600 |
| Altitude | 18 |
| Country | United States |
#2 Chester
Town in Middlesex County, Connecticut, United States
| Population | 4,175 |
| Coordinates | 41.4031500, -72.4509200 |
| Altitude | 5 |
| Country | United States |
End: Chester (-72.45092, 41.40315)
Estimated Travel Time
Distance: 49 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 01m |
| 40 mph (64.37 km/h) | 00h 45m |
| 50 mph (80.47 km/h) | 00h 36m |
| 60 mph (96.56 km/h) | 00h 30m |
| 70 mph (112.65 km/h) | 00h 26m |
| 80 mph (129 km/h) | 00h 22m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $4.26 | $8.52 |
| Mid-grade | $4.46 | $4.81 | $9.63 |
| Premium | $4.86 | $5.25 | $10.49 |
| Diesel | $6.00 | $6.48 | $12.95 |
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.