How far is Chester, CT from New Haven, CT?
The driving distance from Chester, CT to New Haven, CT is about 35.7 miles (57.4 km), with a travel time of about 00h 43m by car.
- The straight-line flight distance is about 25.6 miles (41.2 km).
- For a round trip, plan for roughly 01h 26m 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 43m.
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 New Haven County, Connecticut, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers Likely
Slight Chance Rain Showers then Mostly Cloudy
Driving Route Map
The map below follows the saved road route between Chester and New Haven.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chester and New Haven.
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1
Start on Water Street
1 m · 4 sec · Water Street
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2
Turn left onto Main Street
2620 ft · 1 min · Main Street
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3
At the end of the road, turn right onto Middlesex Turnpike
2293 ft · 45 sec · Middlesex Turnpike
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4
Continue on Main Street
1.2 km · 1 min · Main Street
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5
Turn right onto Elm Street
1.9 mi · 3 min · Elm Street
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6
Turn right onto Winthrop Road
3.4 mi · 5 min · Winthrop Road
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7
Continue on Deep River Road
2.5 mi · 4 min · Deep River Road
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8
Enter the roundabout and take exit 2 toward North Branford Road
50 m · 3 sec · North Branford Road
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9
Exit the roundabout onto North Branford Road
2.8 mi · 4 min · North Branford Road
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10
Continue on Old Toll Road
1.3 mi · 2 min · Old Toll Road
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11
Enter the roundabout and take exit 2 toward Old Toll Road
101 m · 5 sec · Old Toll Road
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12
Exit the roundabout onto Old Toll Road
5.9 mi · 9 min · Old Toll Road
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13
Continue on Foxon Road
7.3 mi · 11 min · Foxon Road
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14
Continue on Foxon Boulevard
1.3 km · 2 min · Foxon Boulevard
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15
Continue on Middletown Avenue
149 m · 8 sec · Middletown Avenue
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16
Continue on Middletown Avenue
1.4 km · 1 min · Middletown Avenue
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17
Turn right onto Ferry Street
123 m · 14 sec · Ferry Street
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18
Turn left onto State Street
110 m · 9 sec · State Street
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19
Turn right onto Warren Place
18 m · 3 sec · Warren Place
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20
Take the ramp slight left toward I 91 South
1128 ft · 28 sec
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21
Merge slight left
3155 ft · 54 sec
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22
Take the exit slight right toward Trumbull Street
2033 ft · 48 sec
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23
Turn straight onto Trumbull Street
897 ft · 25 sec · Trumbull Street
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24
Turn left onto Temple Street
925 ft · 20 sec · Temple Street
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25
Turn right onto Grove Street
553 ft · 19 sec · Grove Street
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26
Turn sharp left onto College Street
1498 ft · 27 sec · College Street
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27
Arrive at your destination
0 m · 1 sec · College Street
Car Route Details
A richer read on the saved driving route between Chester and New Haven.
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 short regional drive
This route is short enough to handle as a quick errand, commute, or easy same-day return without much planning overhead.
Rain Showers Likely leaving Chester and Slight Chance Rain Showers then Mostly Cloudy near New Haven.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chester to New Haven?
The road trip is about 35.7 miles (57.4 km) and usually takes 00h 43m 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?
Guilford is a useful midpoint, sitting about 15.3 miles from Chester and 20.4 miles from New Haven.
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 10.1 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 7:04 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $4.97 one way or $9.94 round trip. Estimated CO2 is about 11.2 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers Likely around Chester and Slight Chance Rain Showers then Mostly Cloudy near New Haven.
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 Chester and New Haven. Straight-line distance: 25.61 mi (41.21 km).
#1 Chester
Town in Middlesex County, Connecticut, United States
| Population | 4,175 |
| Coordinates | 41.4031500, -72.4509200 |
| Altitude | 5 |
| Country | United States |
#2 New Haven
The second most populous city in Connecticut.
| Population | 130,801 |
| Coordinates | 41.3081500, -72.9281600 |
| Altitude | 18 |
| Country | United States |
End: College Street (-72.928063, 41.308109)
Estimated Travel Time
Distance: 57 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 42m |
| 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 | $4.97 | $9.94 |
| Mid-grade | $4.46 | $5.62 | $11.23 |
| Premium | $4.86 | $6.12 | $12.24 |
| Diesel | $6.00 | $7.56 | $15.11 |
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.