How far is Orlando, FL from Winston, FL?
The driving distance from Orlando, FL to Winston, FL is about 58.3 miles (93.9 km), with a travel time of about 01h 11m by car.
- The straight-line flight distance is about 52.1 miles (83.9 km).
- For a round trip, plan for roughly 02h 23m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EST.
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 11m.
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.
Route Weather Snapshot
Check the forecast at both ends before you head out.
Patchy Fog then Mostly Sunny
Partly Sunny
Driving Route Map
The map below follows the saved road route between Orlando and Winston.
Turn-by-Turn Driving Directions
Step-by-step road directions between Orlando and Winston.
-
1
Start on the route
35 m · 5 sec
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2
Turn right onto South Orange Avenue
140 m · 19 sec · South Orange Avenue
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3
Turn right onto West Anderson Street
146 m · 17 sec · West Anderson Street
-
4
Turn right onto Boone Avenue
616 ft · 24 sec · Boone Avenue
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5
Turn left onto West South Street
937 ft · 36 sec · West South Street
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6
Take the ramp left toward I 4 West
1477 ft · 36 sec
-
7
Merge slight left
53.7 mi · 1 hr 1 min
-
8
Take the exit slight right toward Lakeland
1474 ft · 38 sec
-
9
Turn left onto Memorial Boulevard
2968 ft · 1 min · Memorial Boulevard
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10
Turn left onto Crutchfield Road
877 ft · 31 sec · Crutchfield Road
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11
Turn left onto Swindell Road
1.2 km · 2 min · Swindell Road
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12
At the end of the road, turn left onto North Galloway Road
1.4 mi · 2 min · North Galloway Road
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13
Continue on Airport Road
2010 ft · 43 sec · Airport Road
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14
Turn left onto Old Tampa Highway
1691 ft · 34 sec · Old Tampa Highway
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15
Arrive at your destination
0 m · 1 sec · Old Tampa Highway
Car Route Details
A richer read on the saved driving route between Orlando and Winston.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 4 West
Merge slight left
53.7 mi · 01h 01m
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.
Patchy Fog then Mostly Sunny leaving Orlando and Partly Sunny near Winston.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Orlando to Winston?
The road trip is about 58.3 miles (93.9 km) and usually takes 01h 11m 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?
Davenport is a useful midpoint, sitting about 29.2 miles from Orlando and 29.1 miles from Winston.
How much longer is the road route than the straight-line distance?
The direct path is about 52.1 miles (83.9 km), while the road route adds roughly 6.2 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 8:00 AM to 10:00 AM EST. If you want a more comfortable same-day return, try to leave by 4:06 PM EST.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.83 one way or $15.67 round trip. Estimated CO2 is about 18.3 kg one way.
What should you check before leaving?
Before you leave, expect Patchy Fog then Mostly Sunny around Orlando and Partly Sunny near Winston.
Stop Ideas Near Davenport
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
City Hall
Haines City Municipal Government
Celebration Town Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Davenport.
Winter Haven
Kissimmee
Lakeland
Lakeland
Flight Path Map
This map shows the direct air route between Orlando and Winston. Straight-line distance: 52.16 mi (83.95 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 Winston
Winston is a place in Florida, United States.
| Population | 0 |
| Coordinates | 28.0316900, -82.0148100 |
| Altitude | 42 |
| Country | United States |
End: Winston (-82.01481, 28.03169)
Estimated Travel Time
Distance: 94 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 56m |
| 40 mph (64.37 km/h) | 01h 27m |
| 50 mph (80.47 km/h) | 01h 10m |
| 60 mph (96.56 km/h) | 00h 58m |
| 70 mph (112.65 km/h) | 00h 50m |
| 80 mph (129 km/h) | 00h 43m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.80 | $7.83 | $15.67 |
| Mid-grade | $4.29 | $8.83 | $17.67 |
| Premium | $4.63 | $9.54 | $19.09 |
| Diesel | $5.90 | $12.16 | $24.32 |
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 · Nov 09, 2026