How far is Islip, NY from Chatham, NY?
The driving distance from Islip, NY to Chatham, NY is about 166.2 miles (267.4 km), with a travel time of about 03h 45m by car.
- The straight-line flight distance is about 114.6 miles (184.5 km).
- For a round trip, plan for roughly 07h 31m 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 45m.
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.
Mostly Sunny then Slight Chance Rain Showers
Chance Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Islip and Chatham.
Turn-by-Turn Driving Directions
Step-by-step road directions between Islip and Chatham.
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1
Start on Main Street
1.2 km · 1 min · Main Street
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2
Continue on Montauk Highway
1014 ft · 19 sec · Montauk Highway
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3
Continue on Main Street
1.1 mi · 2 min · Main Street
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4
Turn right onto 3rd Avenue
2920 ft · 1 min · 3rd Avenue
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5
Continue on Rossevelt Street
1821 ft · 37 sec · Rossevelt Street
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6
Continue on Howells Road
1.1 km · 2 min · Howells Road
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7
Turn straight onto Sunrise Highway
50 m · 3 sec · Sunrise Highway
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8
Keep slight right to continue on Howells Road
1588 ft · 36 sec · Howells Road
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9
Continue on Bay Shore Road
3165 ft · 1 min · Bay Shore Road
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10
Take the ramp slight right toward SO West: New York
736 ft · 19 sec
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11
Continue straight
111 m · 9 sec
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12
Merge slight left onto Southern State Parkway
24.7 mi · 32 min · Southern State Parkway
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13
Take the exit slight right toward Cross Island Parkway North, Whitestone Bridge
1780 ft · 43 sec
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14
Merge slight left onto Cross Island Parkway
1.3 mi · 2 min · Cross Island Parkway
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15
Take the exit slight right toward NY 24: UBS Arena-Belmont Park
97 m · 9 sec
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16
Keep slight left to continue on NY 24 West: Hempstead Avenue
133 m · 12 sec
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17
Keep slight right to continue on Cross Island Parkway North, Hempstead Avenue West
532 ft · 15 sec
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18
Keep slight right to continue on Hempstead Avenue West
81 m · 8 sec
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19
Continue on Grandstand, Hempstead Avenue West
549 ft · 14 sec
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20
Keep slight left to continue on Hempstead Avenue
31 m · 5 sec
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21
Turn right onto Hempstead Avenue
1.6 km · 2 min · Hempstead Avenue
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22
Turn left onto Jamaica Avenue
553 ft · 17 sec · Jamaica Avenue
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23
Turn right onto 212th Street
1.2 km · 1 min · 212th Street
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24
Continue on Clearview Expressway
5 mi · 5 min · Clearview Expressway
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25
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
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26
Continue on Throgs Neck Expressway
1.1 km · 1 min · Throgs Neck Expressway
-
27
Keep slight right to continue on Throgs Neck Expressway
1.8 mi · 3 min · Throgs Neck Expressway
-
28
Merge slight right onto Bruckner Expressway
1 mi · 2 min · Bruckner Expressway
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29
Continue on New England Thruway
1074 ft · 18 sec · New England Thruway
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30
Take the exit slight right toward Hutchinson Parkway North
131 m · 15 sec
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31
Keep slight left to continue on Hutchinson River Parkway North
912 ft · 31 sec
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32
Merge slight left onto Hutchinson River Parkway
13.5 mi · 19 min · Hutchinson River Parkway
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33
Keep slight left to continue on I 684 North: Brewster
1.6 mi · 2 min
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34
Merge slight right
26.2 mi · 30 min
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35
Continue straight
1.3 km · 1 min
-
36
Take the exit slight right toward I 84 West: Newburgh
1426 ft · 1 min
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37
Merge slight left
15.4 mi · 18 min
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38
Take the exit slight right toward Taconic State Parkway North, Albany
2570 ft · 1 min
-
39
Merge slight left onto Taconic State Parkway
62.1 mi · 1 hr 24 min · Taconic State Parkway
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40
Take the exit slight right toward NY 203: Austerlitz, Chatham
1133 ft · 39 sec
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41
Keep slight right
103 m · 13 sec
-
42
Turn straight onto State Highway 203
633 ft · 12 sec · State Highway 203
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43
Turn right onto Hogel Hill Road
1.1 km · 2 min · Hogel Hill Road
-
44
Continue on Austerlitz Street
2798 ft · 2 min · Austerlitz Street
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45
Arrive at your destination
0 m · 1 sec · Austerlitz Street
Car Route Details
A richer read on the saved driving route between Islip and Chatham.
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
62.1 mi · 01h 24m
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 then Slight Chance Rain Showers leaving Islip and Chance Showers And Thunderstorms near Chatham.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Islip to Chatham?
The road trip is about 166.2 miles (267.4 km) and usually takes 03h 45m 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 83.1 miles from Islip and 83.1 miles from Chatham.
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 51.6 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 9:28 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $23.49 one way or $46.99 round trip. Estimated CO2 is about 52.1 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny then Slight Chance Rain Showers around Islip and Chance Showers And Thunderstorms near Chatham.
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 Islip and Chatham. Straight-line distance: 114.66 mi (184.53 km).
#1 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 |
#2 Chatham
Town in Columbia County, New York, United States
| Population | 3,819 |
| Coordinates | 42.3642500, -73.5948400 |
| Altitude | 141 |
| Country | United States |
End: Chatham (-73.59484, 42.36425)
Estimated Travel Time
Distance: 267 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 05h 32m |
| 40 mph (64.37 km/h) | 04h 09m |
| 50 mph (80.47 km/h) | 03h 19m |
| 60 mph (96.56 km/h) | 02h 46m |
| 70 mph (112.65 km/h) | 02h 22m |
| 80 mph (129 km/h) | 02h 04m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $23.49 | $46.99 |
| Mid-grade | $4.48 | $26.26 | $52.52 |
| Premium | $4.86 | $28.49 | $56.97 |
| Diesel | $4.69 | $27.51 | $55.01 |
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.