How far is Winston, FL from Orlando, FL?
The driving distance from Winston, FL to Orlando, FL is about 57.8 miles (93.1 km), with a travel time of about 01h 12m by car.
- The straight-line flight distance is about 52.1 miles (83.9 km).
- For a round trip, plan for roughly 02h 25m 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 12m.
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 Polk County, Florida
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Sunny
Patchy Fog then Mostly Sunny
Driving Route Map
The map below follows the saved road route between Winston and Orlando.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winston and Orlando.
-
1
Start on Old Tampa Highway
1691 ft · 37 sec · Old Tampa Highway
-
2
Turn right onto Airport Road
2010 ft · 40 sec · Airport Road
-
3
Continue on North Galloway Road
1.4 mi · 2 min · North Galloway Road
-
4
Turn right onto Swindell Road
1.2 km · 2 min · Swindell Road
-
5
Turn right onto Crutchfield Road
740 ft · 21 sec · Crutchfield Road
-
6
Turn right onto Memorial Boulevard
1454 ft · 23 sec · Memorial Boulevard
-
7
Take the ramp slight right toward I 4 East
2102 ft · 51 sec
-
8
Merge slight left
32.5 mi · 35 min
-
9
Keep slight left
13.4 mi · 16 min
-
10
Keep slight right
6.3 mi · 8 min
-
11
Take the exit slight right toward Kaley Avenue, Michigan Street
1760 ft · 43 sec
-
12
Keep slight right
571 ft · 14 sec
-
13
Turn slight right onto West Kaley Street
81 m · 15 sec · West Kaley Street
-
14
Turn left onto South Division Avenue
1.2 mi · 3 min · South Division Avenue
-
15
Turn right onto West South Street
1724 ft · 52 sec · West South Street
-
16
Turn slight right
31 m · 4 sec
-
17
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Winston and Orlando.
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 East
Merge slight left
32.5 mi · 00h 35m
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.
Partly Sunny leaving Winston and Patchy Fog then Mostly Sunny near Orlando.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winston to Orlando?
The road trip is about 57.8 miles (93.1 km) and usually takes 01h 12m 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?
Loughman is a useful midpoint, sitting about 29 miles from Winston and 28.8 miles from Orlando.
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 5.7 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 8:00 AM to 10:00 AM EST. If you want a more comfortable same-day return, try to leave by 4:04 PM EST.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.76 one way or $15.52 round trip. Estimated CO2 is about 18.1 kg one way.
What should you check before leaving?
Before you leave, expect Partly Sunny around Winston and Patchy Fog then Mostly Sunny near Orlando.
Stop Ideas Near Loughman
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 Loughman.
Kissimmee
Winter Haven
Orlando Health/Amtrak
Lakeland
Flight Path Map
This map shows the direct air route between Winston and Orlando. Straight-line distance: 52.16 mi (83.95 km).
#1 Winston
Winston is a place in Florida, United States.
| Population | 0 |
| Coordinates | 28.0316900, -82.0148100 |
| Altitude | 42 |
| 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: 93 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 55m |
| 40 mph (64.37 km/h) | 01h 26m |
| 50 mph (80.47 km/h) | 01h 09m |
| 60 mph (96.56 km/h) | 00h 57m |
| 70 mph (112.65 km/h) | 00h 49m |
| 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 | $7.76 | $15.52 |
| Mid-grade | $4.29 | $8.75 | $17.50 |
| Premium | $4.63 | $9.45 | $18.90 |
| Diesel | $5.90 | $12.04 | $24.08 |
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