How far is Chappaqua, NY from Islip, NY?
The driving distance from Chappaqua, NY to Islip, NY is about 69.5 miles (111.8 km), with a travel time of about 01h 41m by car.
- The straight-line flight distance is about 41.4 miles (66.7 km).
- For a round trip, plan for roughly 03h 23m 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 41m.
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 Ulster County, New York
Route Weather Snapshot
Check the forecast at both ends before you head out.
Showers And Thunderstorms Likely
Rain Showers Likely
Driving Route Map
The map below follows the saved road route between Chappaqua and Islip.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chappaqua and Islip.
-
1
Start on the route
16 m · 2 sec
-
2
Turn slight right onto King Street
2544 ft · 57 sec · King Street
-
3
Turn left onto South Greeley Avenue
61 m · 4 sec · South Greeley Avenue
-
4
Turn right onto Quaker Road
1144 ft · 34 sec · Quaker Road
-
5
Turn left onto Hunts Place
40 m · 4 sec · Hunts Place
-
6
At the end of the road, turn left onto Douglas Road
640 ft · 19 sec · Douglas Road
-
7
Enter the roundabout and take exit 2 toward Mill River Road
7 m · 1 sec · Mill River Road
-
8
Exit the roundabout onto Mill River Road
99 m · 12 sec · Mill River Road
-
9
Take the ramp left
534 ft · 15 sec
-
10
Merge slight left onto Saw Mill River Parkway
4 mi · 5 min · Saw Mill River Parkway
-
11
Take the exit slight right toward Sprain Pkwy, New York City
1.3 km · 2 min
-
12
Merge slight left onto Taconic State Parkway
108 m · 6 sec · Taconic State Parkway
-
13
Keep slight left to continue on Sprain Brook Parkway
12.8 mi · 17 min · Sprain Brook Parkway
-
14
Continue on Bronx River Parkway
2330 ft · 44 sec · Bronx River Parkway
-
15
Take the exit slight right toward Cross County Parkway East, Mount Vernon
2217 ft · 1 min
-
16
Merge slight left onto Cross County Parkway (local lanes)
1.1 km · 1 min · Cross County Parkway (local lanes)
-
17
Take the exit slight right toward NY 22: North Columbus Avenue, Mount Vernon
1154 ft · 35 sec
-
18
Turn straight onto Parkway South
116 m · 16 sec · Parkway South
-
19
Turn right onto North Columbus Avenue
2.3 mi · 3 min · North Columbus Avenue
-
20
Continue on South 3rd Avenue
891 ft · 17 sec · South 3rd Avenue
-
21
Continue on Provost Avenue
1825 ft · 1 min · Provost Avenue
-
22
Continue on Conner Street
843 ft · 21 sec · Conner Street
-
23
Turn right onto New England Thruway
2894 ft · 60 sec · New England Thruway
-
24
Take the ramp straight toward I 95 South
576 ft · 14 sec
-
25
Merge slight left onto New England Thruway
1.5 mi · 2 min · New England Thruway
-
26
Continue on Bruckner Expressway
1.3 mi · 2 min · Bruckner Expressway
-
27
Keep slight left to continue on Throgs Neck Expressway
2.2 mi · 3 min · Throgs Neck Expressway
-
28
Continue on Throgs Neck Bridge
2 mi · 3 min · Throgs Neck Bridge
-
29
Continue on Clearview Expressway
5 mi · 5 min · Clearview Expressway
-
30
Continue on Hollis Court Boulevard
1.2 km · 1 min · Hollis Court Boulevard
-
31
At the end of the road, turn left onto Jamaica Avenue
1117 ft · 35 sec · Jamaica Avenue
-
32
Turn right onto Hempstead Avenue
1.4 km · 2 min · Hempstead Avenue
-
33
Turn right onto 225th Street
69 m · 10 sec · 225th Street
-
34
Take the ramp straight toward Cross Island Parkway South, Verrazano Bridge
1171 ft · 29 sec
-
35
Merge slight left onto Cross Island Parkway
1.3 mi · 2 min · Cross Island Parkway
-
36
Take the exit slight left toward Southern State Parkway East, Eastern Long Island
2383 ft · 1 min
-
37
Merge slight left onto Southern State Parkway
24.5 mi · 31 min · Southern State Parkway
-
38
Keep slight left to continue on Southern State Parkway
1072 ft · 16 sec · Southern State Parkway
-
39
Take the exit slight right toward Bay Shore Road South, Bay Shore
1044 ft · 32 sec
-
40
Turn straight onto Bay Shore Road
2667 ft · 1 min · Bay Shore Road
-
41
Continue on Howells Road
1845 ft · 44 sec · Howells Road
-
42
Turn straight onto Sunrise Highway
104 m · 7 sec · Sunrise Highway
-
43
Keep slight right to continue on Howells Road
3115 ft · 2 min · Howells Road
-
44
Continue on Roosevelt Street
1248 ft · 25 sec · Roosevelt Street
-
45
Continue on 3rd Avenue
1 km · 1 min · 3rd Avenue
-
46
At the end of the road, turn left onto East Main Street
1.1 mi · 2 min · East Main Street
-
47
Continue on Montauk Highway
1014 ft · 17 sec · Montauk Highway
-
48
Continue on Main Street
1.2 km · 1 min · Main Street
-
49
Arrive at your destination
0 m · 1 sec · Main Street
Car Route Details
A richer read on the saved driving route between Chappaqua 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.
Southern State Parkway
Merge slight left onto Southern State Parkway
24.5 mi · 00h 31m
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.
Showers And Thunderstorms Likely leaving Chappaqua and Rain Showers Likely near Islip.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chappaqua to Islip?
The road trip is about 69.5 miles (111.8 km) and usually takes 01h 41m 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?
Hillside is a useful midpoint, sitting about 34.7 miles from Chappaqua and 34.7 miles from Islip.
How much longer is the road route than the straight-line distance?
The direct path is about 41.4 miles (66.7 km), while the road route adds roughly 28.1 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 3:06 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $9.82 one way or $19.64 round trip. Estimated CO2 is about 21.8 kg one way.
What should you check before leaving?
Before you leave, expect Showers And Thunderstorms Likely around Chappaqua and Rain Showers Likely near Islip.
Stop Ideas Near Hillside
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Radio City Music Hall
The Yard: City Hall Park NYC
CITY HALL LOBBY
Town Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Hillside.
Pennsylvania Station
New Rochelle station
Yonkers station
Pennsylvania Station
Flight Path Map
This map shows the direct air route between Chappaqua and Islip. Straight-line distance: 41.46 mi (66.72 km).
#1 Chappaqua
Census-designated place in New York
| Population | 1,436 |
| Coordinates | 41.1595400, -73.7648500 |
| Altitude | 150 |
| 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: Islip (-73.21039, 40.72982)
Estimated Travel Time
Distance: 112 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 18m |
| 40 mph (64.37 km/h) | 01h 44m |
| 50 mph (80.47 km/h) | 01h 23m |
| 60 mph (96.56 km/h) | 01h 09m |
| 70 mph (112.65 km/h) | 00h 59m |
| 80 mph (129 km/h) | 00h 52m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $9.82 | $19.64 |
| Mid-grade | $4.48 | $10.98 | $21.96 |
| Premium | $4.86 | $11.91 | $23.82 |
| Diesel | $4.69 | $11.50 | $23.00 |
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 19, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.