How far is Smithtown, NY from Port Chester, NY?
The driving distance from Smithtown, NY to Port Chester, NY is about 57.2 miles (92.1 km), with a travel time of about 01h 23m by car.
- The straight-line flight distance is about 26.3 miles (42.3 km).
- For a round trip, plan for roughly 02h 46m 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 23m.
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.
Census-designated place in Nassau County, New York
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Cloudy
Sunny
Driving Route Map
The map below follows the saved road route between Smithtown and Port Chester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Smithtown and Port Chester.
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1
Start on West Main Street
2964 ft · 52 sec · West Main Street
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2
Keep slight left to continue on West Main Street
55 m · 5 sec · West Main Street
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3
Continue on Jericho Turnpike
4 mi · 6 min · Jericho Turnpike
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4
Take the ramp slight right toward SM South: Bay Shore
1110 ft · 27 sec
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5
Merge slight left onto Sunken Meadow State Parkway
1.9 mi · 2 min · Sunken Meadow State Parkway
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6
Continue on Sagtikos State Parkway
1.2 km · 50 sec · Sagtikos State Parkway
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7
Take the exit slight right toward I 495 West: New York
688 ft · 17 sec
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8
Keep slight left to continue on I 495 West: New York
955 ft · 23 sec
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9
Turn straight onto LIE North Service Road
1987 ft · 34 sec · LIE North Service Road
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10
Turn straight onto North Service Road
770 ft · 14 sec · North Service Road
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11
Take the ramp slight left toward I 495 West: New York
879 ft · 22 sec
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12
Merge slight left onto Long Island Expressway
24.8 mi · 34 min · Long Island Expressway
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13
Take the exit slight right toward Cross Island Parkway, Whitestone Bridge, Kennedy Airport
1267 ft · 27 sec
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14
Keep slight right to continue on Cross Island Parkway North, Whitestone Bridge
1604 ft · 38 sec
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15
Merge slight left onto Cross Island Parkway
3.1 mi · 5 min · Cross Island Parkway
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16
Take the exit slight right toward I 295 North: Throgs Neck Bridge, Bronx, New England
2905 ft · 1 min
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17
Merge slight left onto Throgs Neck Bridge
1.8 mi · 3 min · Throgs Neck Bridge
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18
Continue on Throgs Neck Expressway
1.1 km · 1 min · Throgs Neck Expressway
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19
Keep slight right to continue on Throgs Neck Expressway
1.8 mi · 3 min · Throgs Neck Expressway
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20
Merge slight right onto Bruckner Expressway
1 mi · 2 min · Bruckner Expressway
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21
Continue on New England Thruway
1074 ft · 18 sec · New England Thruway
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22
Take the exit slight right toward Hutchinson Parkway North
131 m · 15 sec
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23
Keep slight left to continue on Hutchinson River Parkway North
912 ft · 31 sec
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24
Merge slight left onto Hutchinson River Parkway
1.5 mi · 2 min · Hutchinson River Parkway
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25
Take the exit slight right toward I 95 North: New Haven
1570 ft · 44 sec
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26
Merge slight left onto New England Thruway
10.6 mi · 14 min · New England Thruway
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27
Take the exit slight right toward I 287 West, US 1 North: Port Chester, Governor Mario M. Cuomo Bridge
2606 ft · 1 min
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28
Keep slight right to continue on US 1 North: Port Chester
911 ft · 31 sec
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29
Turn straight onto Boston Post Road
2631 ft · 55 sec · Boston Post Road
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30
Turn slight left onto Pearl Street
2021 ft · 57 sec · Pearl Street
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31
Arrive at your destination
0 m · 1 sec · North Pearl Street
Car Route Details
A richer read on the saved driving route between Smithtown and Port Chester.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Long Island Expressway
Merge slight left onto Long Island Expressway
24.8 mi · 00h 34m
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.
Partly Cloudy leaving Smithtown and Sunny near Port Chester.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Smithtown to Port Chester?
The road trip is about 57.2 miles (92.1 km) and usually takes 01h 23m 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?
Searingtown is a useful midpoint, sitting about 28.5 miles from Smithtown and 28.6 miles from Port Chester.
How much longer is the road route than the straight-line distance?
The direct path is about 26.3 miles (42.3 km), while the road route adds roughly 30.9 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 3:44 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $8.98 one way or $17.97 round trip. Estimated CO2 is about 18 kg one way.
What should you check before leaving?
Before you leave, expect Partly Cloudy around Smithtown and Sunny near Port Chester.
Stop Ideas Near Searingtown
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Flushing Town Hall
Queens City Clerk
City Hall Wedding photographer
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Searingtown.
New Rochelle station
Yonkers station
Pennsylvania Station
Stamford Transportation Center
Flight Path Map
This map shows the direct air route between Smithtown and Port Chester. Straight-line distance: 26.28 mi (42.3 km).
#1 Smithtown
Census-designated place in Suffolk County, New York
| Population | 110,876 |
| Coordinates | 40.8559300, -73.2006700 |
| Altitude | 18 |
| Country | United States |
#2 Port Chester
Village in Westchester County, New York
| Population | 28,857 |
| Coordinates | 41.0017600, -73.6656800 |
| Altitude | 13 |
| Country | United States |
End: Port Chester (-73.66568, 41.00176)
Estimated Travel Time
Distance: 92 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 54m |
| 40 mph (64.37 km/h) | 01h 25m |
| 50 mph (80.47 km/h) | 01h 08m |
| 60 mph (96.56 km/h) | 00h 57m |
| 70 mph (112.65 km/h) | 00h 49m |
| 80 mph (129 km/h) | 00h 42m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.45 | $8.98 | $17.97 |
| Mid-grade | $4.98 | $10.06 | $20.13 |
| Premium | $5.38 | $10.87 | $21.74 |
| Diesel | $6.51 | $13.15 | $26.30 |
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 New York · Oct 15, 2026