How far is Windham, NY from Islip, NY?
The driving distance from Windham, NY to Islip, NY is about 183.9 miles (295.9 km), with a travel time of about 03h 23m by car.
- The straight-line flight distance is about 121.6 miles (195.7 km).
- For a round trip, plan for roughly 06h 46m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
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 03h 23m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
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 Orange County, New York
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 Windham and Islip.
Turn-by-Turn Driving Directions
Step-by-step road directions between Windham and Islip.
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1
Start on State Highway 23
16.5 mi · 24 min · State Highway 23
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2
Turn right onto State Highway 32
9.2 mi · 14 min · State Highway 32
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3
Continue on King's Highway
6.8 mi · 9 min · King's Highway
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4
Take the ramp left
1369 ft · 34 sec
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5
Merge slight left onto New York State Thruway
70.5 mi · 1 hr 21 min · New York State Thruway
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6
Keep slight right to continue on I 287 South, NJ 17 South: New Jersey
1.5 km · 60 sec
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7
Continue straight
2496 ft · 39 sec
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8
Keep slight left to continue on NJ 17 South: Mahwah
14.1 mi · 19 min
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9
Take the exit slight right toward NJ 4, GSP South: Paterson, Fort Lee, New York
566 ft · 19 sec
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10
Keep slight left to continue on NJ 4 East: Fort Lee, New York
2455 ft · 1 min
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11
Merge slight left
1417 ft · 24 sec
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12
Continue straight
6.4 mi · 9 min
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13
Take the exit slight left toward I 95 North: George Washington Bridge
1124 ft · 18 sec
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14
Merge slight left
1.2 km · 55 sec
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15
Keep slight left
1.3 km · 1 min
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16
Continue on George Washington Bridge (upper level)
3174 ft · 1 min · George Washington Bridge (upper level)
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17
Continue on Trans-Manhattan Expressway
1.2 km · 1 min · Trans-Manhattan Expressway
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18
Continue on Cross Bronx Expressway
4.7 mi · 6 min · Cross Bronx Expressway
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19
Keep slight right to continue on Cross Bronx Expressway
2 mi · 3 min · Cross Bronx Expressway
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20
Merge slight left onto Throgs Neck Expressway
3271 ft · 58 sec · Throgs Neck Expressway
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21
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
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22
Continue on Clearview Expressway
5 mi · 5 min · Clearview Expressway
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23
Continue on Hollis Court Boulevard
1.2 km · 1 min · Hollis Court Boulevard
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24
At the end of the road, turn left onto Jamaica Avenue
1117 ft · 35 sec · Jamaica Avenue
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25
Turn right onto Hempstead Avenue
1.4 km · 2 min · Hempstead Avenue
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26
Turn right onto 225th Street
69 m · 10 sec · 225th Street
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27
Take the ramp straight toward Cross Island Parkway South, Verrazano Bridge
1171 ft · 29 sec
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28
Merge slight left onto Cross Island Parkway
1.3 mi · 2 min · Cross Island Parkway
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29
Take the exit slight left toward Southern State Parkway East, Eastern Long Island
2383 ft · 1 min
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30
Merge slight left onto Southern State Parkway
24.5 mi · 31 min · Southern State Parkway
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31
Keep slight left to continue on Southern State Parkway
1072 ft · 16 sec · Southern State Parkway
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32
Take the exit slight right toward Bay Shore Road South, Bay Shore
1044 ft · 32 sec
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33
Turn straight onto Bay Shore Road
2667 ft · 1 min · Bay Shore Road
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34
Continue on Howells Road
1845 ft · 44 sec · Howells Road
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35
Turn straight onto Sunrise Highway
104 m · 7 sec · Sunrise Highway
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36
Keep slight right to continue on Howells Road
3115 ft · 2 min · Howells Road
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37
Continue on Roosevelt Street
1248 ft · 25 sec · Roosevelt Street
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38
Continue on 3rd Avenue
1 km · 1 min · 3rd Avenue
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39
At the end of the road, turn left onto East Main Street
1.1 mi · 2 min · East Main Street
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40
Continue on Montauk Highway
1014 ft · 17 sec · Montauk Highway
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41
Continue on Main Street
1.2 km · 1 min · Main Street
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42
Arrive at your destination
0 m · 1 sec · Main Street
Car Route Details
A richer read on the saved driving route between Windham and Islip.
Interchange-aware route
The drive includes several ramps, exits, or merges, so checking the next few maneuvers before busy interchanges is useful.
New York State Thruway
Merge slight left onto New York State Thruway
70.5 mi · 01h 21m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Mostly Sunny near Windham.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Windham to Islip?
The road trip is about 183.9 miles (295.9 km) and usually takes 03h 23m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
Central Valley is a useful midpoint, sitting about 88.2 miles from Windham and 95.6 miles from Islip.
How much longer is the road route than the straight-line distance?
The direct path is about 121.6 miles (195.7 km), while the road route adds roughly 62.3 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 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 10:14 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $26.02 one way or $52.04 round trip. Estimated CO2 is about 57.7 kg one way.
What should you check before leaving?
Before leaving, the latest forecast around Windham is Mostly Sunny.
Stop Ideas Near Central Valley
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 Central Valley.
Croton–Harmon station
Poughkeepsie station
Yonkers station
New Rochelle station
Flight Path Map
This map shows the direct air route between Windham and Islip. Straight-line distance: 121.58 mi (195.67 km).
#1 Windham
Census-designated place in Greene County, New York, United States
| Population | 1,683 |
| Coordinates | 42.3073100, -74.2520900 |
| Altitude | 462 |
| Country | United States |
#2 Islip
This Long Island community is situated on the south shore of Suffolk County, New York, at an elevation of 13 feet.
| Population | 322,328 |
| Coordinates | 40.7298200, -73.2103900 |
| Altitude | 4 |
| Country | United States |
End: Main Street (-73.210382, 40.729789)
Estimated Travel Time
Distance: 296 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 06h 07m |
| 40 mph (64.37 km/h) | 04h 35m |
| 50 mph (80.47 km/h) | 03h 40m |
| 60 mph (96.56 km/h) | 03h 03m |
| 70 mph (112.65 km/h) | 02h 37m |
| 80 mph (129 km/h) | 02h 17m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $26.02 | $52.04 |
| Mid-grade | $4.48 | $29.08 | $58.16 |
| Premium | $4.86 | $31.55 | $63.10 |
| Diesel | $4.69 | $30.46 | $60.93 |
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 · 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.