How far is Bridgeport, CT from Chester, CT?
The driving distance from Bridgeport, CT to Chester, CT is about 48.7 miles (78.3 km), with a travel time of about 01h 14m by car.
- The straight-line flight distance is about 41.3 miles (66.5 km).
- For a round trip, plan for roughly 02h 29m 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 01h 14m.
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.
City in Connecticut, United States of America
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Bridgeport and Chester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Bridgeport and Chester.
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1
Start on Fairfield Avenue
577 ft · 17 sec · Fairfield Avenue
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2
Continue on Stratford Avenue
1.2 km · 2 min · Stratford Avenue
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3
Turn right onto Seaview Avenue
141 m · 14 sec · Seaview Avenue
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4
Take the ramp left
1440 ft · 35 sec
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5
Merge slight left
16.8 mi · 23 min
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6
Take the exit slight right toward I 91 North: Hartford
1 km · 1 min
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7
Continue straight
2.2 mi · 3 min
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8
Take the exit slight right toward CT 17, CT 80: North Branford
680 ft · 17 sec
-
9
Keep slight right to continue on CT 80 East: North Branford
149 m · 12 sec
-
10
Turn straight onto Foxon Boulevard
1.2 km · 2 min · Foxon Boulevard
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11
Continue on Foxon Road
7.3 mi · 11 min · Foxon Road
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12
Continue on Old Toll Road
5.9 mi · 9 min · Old Toll Road
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13
Enter the roundabout and take exit 2 toward Old Toll Road
100 m · 5 sec · Old Toll Road
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14
Exit the roundabout onto Old Toll Road
1.3 mi · 2 min · Old Toll Road
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15
Continue on North Branford Road
2.8 mi · 4 min · North Branford Road
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16
Enter the roundabout and take exit 2 toward Deep River Road
45 m · 3 sec · Deep River Road
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17
Exit the roundabout onto Deep River Road
2.5 mi · 4 min · Deep River Road
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18
Continue on Winthrop Road
3.4 mi · 5 min · Winthrop Road
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19
Turn left onto West Elm Street
1.9 mi · 3 min · West Elm Street
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20
Turn left onto Main Street
1.2 km · 1 min · Main Street
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21
Continue on Middlesex Turnpike
2293 ft · 50 sec · Middlesex Turnpike
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22
Turn left onto Main Street
2620 ft · 1 min · Main Street
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23
At the end of the road, turn right onto Water Street
1 m · 1 sec · Water Street
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24
Arrive at your destination
0 m · 1 sec · Water Street
Car Route Details
A richer read on the saved driving route between Bridgeport 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.
Seaview Avenue
Merge slight left
16.8 mi · 00h 23m
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 near Chester.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Bridgeport to Chester?
The road trip is about 48.7 miles (78.3 km) and usually takes 01h 14m 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 Branford is a useful midpoint, sitting about 24.3 miles from Bridgeport and 24.4 miles from Chester.
How much longer is the road route than the straight-line distance?
The direct path is about 41.3 miles (66.5 km), while the road route adds roughly 7.4 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 4:00 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $6.79 one way or $13.57 round trip. Estimated CO2 is about 15.3 kg one way.
What should you check before leaving?
Before arriving, the latest forecast around Chester is Mostly Sunny.
Stop Ideas Near North Branford
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 Branford.
Union Station
Wallingford station
Meriden Transit Center
Old Saybrook station
Flight Path Map
This map shows the direct air route between Bridgeport and Chester. Straight-line distance: 41.35 mi (66.54 km).
#1 Bridgeport
The second most populous city in Connecticut.
| Population | 143,525 |
| Coordinates | 41.1792300, -73.1894500 |
| Altitude | 1 |
| 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: 78 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 37m |
| 40 mph (64.37 km/h) | 01h 12m |
| 50 mph (80.47 km/h) | 00h 58m |
| 60 mph (96.56 km/h) | 00h 48m |
| 70 mph (112.65 km/h) | 00h 41m |
| 80 mph (129 km/h) | 00h 36m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $6.79 | $13.57 |
| Mid-grade | $4.46 | $7.67 | $15.33 |
| Premium | $4.86 | $8.36 | $16.71 |
| Diesel | $6.00 | $10.31 | $20.63 |
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.