How far is Chatham, NY from Islip, NY?
The driving distance from Chatham, NY to Islip, NY is about 168.1 miles (270.5 km), with a travel time of about 03h 02m by car.
- The straight-line flight distance is about 114.6 miles (184.5 km).
- For a round trip, plan for roughly 06h 04m 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 02m.
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.
Village in New York
Route Weather Snapshot
Check the forecast at both ends before you head out.
Chance Showers And Thunderstorms
Mostly Sunny then Slight Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Chatham and Islip.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chatham and Islip.
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1
Start on Austerlitz Street
10 m · 2 sec · Austerlitz Street
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2
Enter the roundabout and take exit 3 toward Main Street
34 m · 2 sec · Main Street
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3
Exit the roundabout onto Main Street
674 ft · 19 sec · Main Street
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4
Continue on Hudson Avenue
2378 ft · 1 min · Hudson Avenue
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5
Turn left onto Coleman Street
1532 ft · 31 sec · Coleman Street
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6
Continue on State Highway 203
1 mi · 2 min · State Highway 203
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7
Take the ramp slight right
1829 ft · 1 min
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8
Merge slight left onto Taconic State Parkway
62.3 mi · 1 hr 25 min · Taconic State Parkway
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9
Take the exit slight right toward I 84 East: Danbury
1395 ft · 48 sec
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10
Merge slight left
15.5 mi · 18 min
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11
Take the exit slight right toward I 684 South: White Plains
3060 ft · 1 min
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12
Merge slight right
26.8 mi · 31 min
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13
Keep slight left to continue on Hutchinson River Parkway, New York City
1.5 mi · 2 min
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14
Merge slight right onto Hutchinson River Parkway
7.7 mi · 11 min · Hutchinson River Parkway
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15
Keep slight right to continue on Hutchinson River Parkway
5.9 mi · 9 min · Hutchinson River Parkway
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16
Take the exit slight right toward I 95 South: George Washington Bridge, Stillwell Avenue
43 m · 5 sec
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17
Keep slight right to continue on I 95 South: George Washington Bridge
1265 ft · 47 sec
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18
Merge slight left onto New England Thruway
1861 ft · 32 sec · New England Thruway
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19
Continue on Bruckner Expressway
1.3 mi · 2 min · Bruckner Expressway
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20
Keep slight left to continue on Throgs Neck Expressway
2.2 mi · 3 min · 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 Chatham and Islip.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Taconic State Parkway
Merge slight left onto Taconic State Parkway
62.3 mi · 01h 25m
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.
Chance Showers And Thunderstorms leaving Chatham and Mostly Sunny then Slight Chance Rain Showers near Islip.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chatham to Islip?
The road trip is about 168.1 miles (270.5 km) and usually takes 03h 02m 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?
Brewster is a useful midpoint, sitting about 83.6 miles from Chatham and 84.6 miles from Islip.
How much longer is the road route than the straight-line distance?
The direct path is about 114.6 miles (184.5 km), while the road route adds roughly 53.5 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 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 10:56 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $23.77 one way or $47.55 round trip. Estimated CO2 is about 52.7 kg one way.
What should you check before leaving?
Before you leave, expect Chance Showers And Thunderstorms around Chatham and Mostly Sunny then Slight Chance Rain Showers near Islip.
Stop Ideas Near Brewster
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Danbury Fair
Danbury City Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Brewster.
Croton–Harmon station
Stamford Transportation Center
Bridgeport
Poughkeepsie station
Flight Path Map
This map shows the direct air route between Chatham and Islip. Straight-line distance: 114.66 mi (184.53 km).
#1 Chatham
Town in Columbia County, New York, United States
| Population | 3,819 |
| Coordinates | 42.3642500, -73.5948400 |
| Altitude | 141 |
| 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: 271 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 05h 36m |
| 40 mph (64.37 km/h) | 04h 12m |
| 50 mph (80.47 km/h) | 03h 21m |
| 60 mph (96.56 km/h) | 02h 48m |
| 70 mph (112.65 km/h) | 02h 24m |
| 80 mph (129 km/h) | 02h 05m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $23.77 | $47.55 |
| Mid-grade | $4.48 | $26.57 | $53.14 |
| Premium | $4.86 | $28.83 | $57.65 |
| Diesel | $4.69 | $27.84 | $55.67 |
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 16, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.