How far is Orlando, FL from Chipley, FL?
The driving distance from Orlando, FL to Chipley, FL is about 339.1 miles (545.7 km), with a travel time of about 06h 09m by car.
- The straight-line flight distance is about 293.9 miles (473 km).
- For a round trip, plan for roughly 12h 18m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 7:30 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 06h 09m.
Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
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.
County seat of Suwannee County, Florida, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Mostly Sunny then Slight Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Orlando and Chipley.
Turn-by-Turn Driving Directions
Step-by-step road directions between Orlando and Chipley.
-
1
Start on the route
35 m · 5 sec
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2
Turn right onto South Orange Avenue
660 ft · 27 sec · South Orange Avenue
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3
Turn straight
73 m · 10 sec
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4
Turn slight right onto Lucerne Circle West
87 m · 13 sec · Lucerne Circle West
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5
Take the ramp slight right toward FL 408 Toll West
1327 ft · 32 sec
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6
Merge slight left onto East-West Expressway
8.2 mi · 10 min · East-West Expressway
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7
Continue on Spessard L. Holland East-West Expressway
1.2 km · 54 sec · Spessard L. Holland East-West Expressway
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8
Keep slight right to continue on Florida's Turnpike North, Ocala
3233 ft · 1 min
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9
Merge slight left onto Florida's Turnpike
42.3 mi · 45 min · Florida's Turnpike
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10
Keep slight left to continue on Florida's Turnpike
1281 ft · 16 sec · Florida's Turnpike
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11
Merge slight left
106.9 mi · 1 hr 55 min
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12
Take the exit slight right toward I 10: Jacksonville, Tallahassee
820 ft · 16 sec
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13
Keep slight left to continue on I 10 West: Tallahassee
1569 ft · 30 sec
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14
Merge slight right
176.2 mi · 3 hr 9 min
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15
Take the exit slight right toward FL 77: Chipley, Panama City
1427 ft · 35 sec
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16
Turn right onto Main Street
2.6 mi · 5 min · Main Street
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17
Turn right onto East Church Avenue
17 m · 3 sec · East Church Avenue
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18
Arrive at your destination
0 m · 1 sec · East Church Avenue
Car Route Details
A richer read on the saved driving route between Orlando and Chipley.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
I 10 West
Merge slight right
176 mi · 03h 09m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
Better with a longer stop
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
Mostly Sunny leaving Orlando and Mostly Sunny then Slight Chance Rain Showers near Chipley.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Orlando to Chipley?
The road trip is about 339.1 miles (545.7 km) and usually takes 06h 09m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
What is the halfway point on this route?
Live Oak is a useful midpoint, sitting about 169.5 miles from Orlando and 169.6 miles from Chipley.
How much longer is the road route than the straight-line distance?
The direct path is about 293.9 miles (473 km), while the road route adds roughly 45.2 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 7:30 AM EDT. Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $49.61 one way or $99.22 round trip. Estimated CO2 is about 106.3 kg one way.
Do you cross a time zone on this route?
Yes. There is about a 1 hour time difference between Orlando and Chipley, so arrival and return times should be read in local time.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Orlando and Mostly Sunny then Slight Chance Rain Showers near Chipley.
Stop Ideas Near Live Oak
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 Live Oak.
Gainesville, Florida
Waldo, Florida
Flight Path Map
This map shows the direct air route between Orlando and Chipley. Straight-line distance: 293.89 mi (472.97 km).
#1 Orlando
The most populous city in Florida and the center of the Orlando metropolitan area.
| Population | 289,457 |
| Coordinates | 28.5383400, -81.3792400 |
| Altitude | 30 |
| Country | United States |
#2 Chipley
City in Washington County, Florida
| Population | 3,685 |
| Coordinates | 30.7818600, -85.5385400 |
| Altitude | 32 |
| Country | United States |
End: Chipley (-85.53854, 30.78186)
Estimated Travel Time
Distance: 546 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 11h 17m |
| 40 mph (64.37 km/h) | 08h 28m |
| 50 mph (80.47 km/h) | 06h 46m |
| 60 mph (96.56 km/h) | 05h 39m |
| 70 mph (112.65 km/h) | 04h 50m |
| 80 mph (129 km/h) | 04h 13m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.15 | $49.61 | $99.22 |
| Mid-grade | $4.60 | $54.97 | $109.94 |
| Premium | $4.90 | $58.56 | $117.11 |
| Diesel | $4.35 | $52.03 | $104.05 |
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 Florida · 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.