How far is Chipley, FL from Orlando, FL?
The driving distance from Chipley, FL to Orlando, FL is about 339.6 miles (546.6 km), with a travel time of about 05h 07m by car.
- The straight-line flight distance is about 293.9 miles (473 km).
- For a round trip, plan for roughly 10h 15m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM CDT.
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 05h 07m.
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.
County seat of Suwannee County, Florida, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Chipley and Orlando.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chipley and Orlando.
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1
Start on East Church Avenue
17 m · 10 sec · East Church Avenue
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2
Turn left onto Main Street
2.6 mi · 5 min · Main Street
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3
Take the ramp left toward I 10 East: Tallahassee
1785 ft · 44 sec
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4
Merge slight left
176 mi · 3 hr 9 min
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5
Take the exit slight right toward I-75 South: Tampa
1959 ft · 37 sec
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6
Merge slight left
107.2 mi · 1 hr 55 min
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7
Take the exit slight left toward Florida's Turnpike South, Orlando
42.3 mi · 45 min · Florida's Turnpike
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8
Take the exit slight right toward FL 408 Toll East: Orlando, Titusville
1.8 mi · 2 min · Spessard L. Holland East-West Expressway
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9
Continue on East-West Expressway
7.1 mi · 8 min · East-West Expressway
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10
Take the exit slight right toward US 17, US 92, US 441: Orange Blossom Trail
799 ft · 20 sec
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11
Continue on Carter Street
3109 ft · 2 min · Carter Street
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12
Enter the roundabout and take exit 3 toward Hicks Avenue
62 m · 5 sec · Hicks Avenue
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13
Exit the roundabout onto Hicks Avenue
701 ft · 21 sec · Hicks Avenue
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14
Turn right onto West Anderson Street
2446 ft · 1 min · West Anderson Street
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15
Turn left onto Boone Avenue
655 ft · 22 sec · Boone Avenue
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16
Turn right onto West South Street
60 m · 5 sec · West South Street
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17
Turn slight right
31 m · 4 sec
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18
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Chipley and Orlando.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
I 10 East
Merge slight left
176 mi · 03h 09m
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.
Partly Sunny leaving Chipley and Mostly Sunny near Orlando.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chipley to Orlando?
The road trip is about 339.6 miles (546.6 km) and usually takes 05h 07m 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?
Live Oak is a useful midpoint, sitting about 169.6 miles from Chipley and 170 miles from Orlando.
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 45.7 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 CDT. If you want a more comfortable same-day return, try to leave by 6:44 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $49.73 one way or $99.47 round trip. Estimated CO2 is about 106.6 kg one way.
Do you cross a time zone on this route?
Yes. There is about a 1 hour time difference between Chipley and Orlando, so arrival and return times should be read in local time.
What should you check before leaving?
Before you leave, expect Partly Sunny around Chipley and Mostly Sunny near Orlando.
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 Chipley and Orlando. Straight-line distance: 293.89 mi (472.97 km).
#1 Chipley
City in Washington County, Florida
| Population | 3,685 |
| Coordinates | 30.7818600, -85.5385400 |
| Altitude | 32 |
| Country | United States |
#2 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 |
End: South Street (-81.379244, 28.538325)
Estimated Travel Time
Distance: 547 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 11h 18m |
| 40 mph (64.37 km/h) | 08h 29m |
| 50 mph (80.47 km/h) | 06h 47m |
| 60 mph (96.56 km/h) | 05h 39m |
| 70 mph (112.65 km/h) | 04h 51m |
| 80 mph (129 km/h) | 04h 14m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.15 | $49.73 | $99.47 |
| Mid-grade | $4.60 | $55.11 | $110.21 |
| Premium | $4.90 | $58.70 | $117.41 |
| Diesel | $4.35 | $52.16 | $104.31 |
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.