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Trip from Orlando, FL to Winston, FL

Last recalculated Apr 16, 2026

Drive Time

1h 11m

Distance

58.4 mi

94 km

Drive Score

7/10

Good drive

Same Day?

Yes, doable

Fuel Cost

$9

one way

EV Charging

Unknown

Best Time to Leave

Save up to 17 min
4 AM
1h 6m ★
6 AM
1h 12m
8 AM
1h 23m
10 AM
1h 15m
12 PM
1h 14m
3 PM
1h 16m
5 PM
1h 22m
8 PM
1h 8m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

city in and county seat of Orange County, Florida, United States

Orlando, FL

Wikimedia Commons

Downtown Winston, FL, FL

Winston, FL

Matt Fitz Gibaud

Trip Overview

The drive from Orlando, FL to Winston, FL covers 58.4 miles and takes about 1h 11m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.

The route leans on I 4, North Galloway Road, Swindell Road for much of the mileage, and the overall profile is highway-focused drive. The longest uninterrupted segment is about 53.7 miles on I 4. At current regular gas prices, budget about $9.30 one way before food or hotel costs.

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 1h 11m. Total distance: 58.4 miles.

Family Friendly

Moderate complexity with 0 natural rest stops along the way.

Solo Traveler

1h 11m drive, comfortable solo distance.

EV Driver

0 DC fast chargers along the route. Coverage: unknown.

First-Time Driver

Mostly highway driving (92%). Straightforward navigation.

Drive Character

This is a 1h 11m highway drive covering 58.4 miles, with most of the trip on I 4 and North Galloway Road. The longest continuous stretch is about 53.7 miles on I 4.

Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 15 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
I 4 is the longest continuous segment at about 53.7 miles.

How Hard Is This Drive?

This is a straightforward highway drive that stays mostly on I 4 and North Galloway Road. There are only a few real navigation decisions along the way. The trickiest moment comes around 0.2 miles in near Boone Avenue.

Driving Effort 3/10

Easy - simple navigation with a manageable amount of wheel time

Balances navigation complexity with total wheel time.

This is a straightforward 1h 11m drive. You will face about 10 decision points, but nothing that requires special attention if you follow navigation.

Where does it get tricky?

The main spots that need attention: at 0.2 miles (Boone Avenue): Navigation decision point; at 0.5 miles: Navigation decision point; at 0.8 miles (I 4): Merge point - match speed before joining. Lane positioning matters here.

Critical Maneuvers

5 of 10 key points

These are the spots where you need to pay the most attention. Preview them before you drive.

5
0.2 mi into trip | ~0m in | Boone Avenue

Turn right onto Boone Avenue

Navigation decision point

5
0.5 mi into trip | ~1m in

Take the ramp toward I 4 West

Navigation decision point

Toward I 4 West
5
0.8 mi into trip | ~2m in | I 4

Merge onto I 4

Merge point - match speed before joining. Lane positioning matters here

Use the straight / slight right lanes.
7
54.5 mi into trip | ~1h 3m in

Take the exit toward Lakeland

Exit ramp - move to the correct lane early. Lane positioning matters here

Use the straight / slight right lanes. Exit 28 Toward Lakeland
5
56.3 mi into trip | ~1h 7m in | CR 542A / North Galloway Road

At end of road, turn left onto CR 542A / North Galloway Road

Navigation decision point

Towns Mentioned on Route Signs

Based on OSRM destination-sign hints, not a full list of every settlement the road passes.

On the drive from Orlando, FL to Winston, FL, road signs begin pointing toward Lakeland along the way.

Lakeland

54.5 mi in | ~1h 3m

Main Roads

Road Distance Duration
I 4 53.7 mi 1h 1m
North Galloway Road 1.4 mi 2m
Swindell Road 0.8 mi 1m
Memorial Boulevard 0.6 mi 1m
Airport Road 0.4 mi <1m
Old Tampa Highway 0.3 mi <1m
West South Street 0.2 mi <1m
Crutchfield Road 0.2 mi <1m
Longest stretch: I 4 — 53.7 mi, about 1h 1m

Turn-by-Turn Driving Directions

Step-by-step road directions between Orlando, FL and Winston, FL.

1

Start on this road

113 ft · 4 sec · this road
2

Turn right onto FL 527

458 ft · 18 sec · South Orange Avenue
3

Turn right onto West Anderson Street

479 ft · 17 sec · West Anderson Street
4

Turn right onto Boone Avenue

0.1 mi · 23 sec · Boone Avenue
5

Turn left onto West South Street

0.2 mi · 36 sec · West South Street
6

Take the ramp

0.3 mi · 36 sec
Toward I 4 West
7

Merge onto I 4

54 mi · 1 hr 1 min · I 4
Use the straight / slight right lanes.
8

Take the exit

0.3 mi · 37 sec
Exit 28 Toward Lakeland Use the straight / slight right lanes.
9

Turn left onto FL 546

0.6 mi · 1 min · Memorial Boulevard
10

Turn left onto Crutchfield Road

0.2 mi · 31 sec · Crutchfield Road
11

Turn left onto Swindell Road

0.8 mi · 1 min · Swindell Road
12

At end of road, turn left onto CR 542A

1.4 mi · 2 min · North Galloway Road
13

Continue on FL 572

0.4 mi · 42 sec · Airport Road
14

Turn left onto CR 542

0.3 mi · 33 sec · Old Tampa Highway
15

Arrive at destination

CR 542

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

Halfway Point

Midpoint

About 29.2 mi from Orlando, FL · 34m into the drive

city in Polk County, Florida

Mid-route town

Meal stop

Davenport, FL

29 mi into the route

Best for: Lunch, fuel, and a longer reset

This sits close to the middle of the route, so it works well for the longest stop of the day.

Pacing Suggestions

Sky Lake, FL

Fuel and coffee

A short stop after about 13 miles helps settle the day before fatigue starts building.

Celebration, FL

Meal break

The midpoint is around 29.2 miles from Orlando, FL, which is a good place for a longer meal and fuel stop.

Arriving in Winston, FL

The final approach into Winston, FL usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.

These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.

Fuel & Cost

Regular Gas

$9.30 one way

$18.59 round trip

$4.04/gal 25.4 MPG avg 20 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.40 $10.11 $20.22
premium $4.72 $10.86 $21.72
diesel $5.61 $12.89 $25.79

No toll roads detected on this route.

Drive Cost (one way)

Fuel

$9

Estimated CO2 emission: 20.4 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $6 in charging · 0 stops · 65% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 17.5 0 $6.13 $2.80
Efficient EV 14.6 0 $5.11 $2.34
EV Truck/SUV 23.4 0 $8.18 $3.74

Gas CO2

20 kg

EV CO2

7 kg (65% less)

This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.

DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.

Travel Intel

Current conditions at both ends of the drive.

Forecast as of Apr 15, 2026

Origin

Orlando, FL

Afternoon in Orlando on Thursday

Local time

4:43 PM

EDT

Current temp

62°F

Unavailable

Live forecast

Destination

Winston, FL

Afternoon in Winston on Thursday

Local time

4:43 PM

EDT

Current temp

60°F

Unavailable

Live forecast

61°F

Davenport, FL

29 mi in

Time zone

Same local time

Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.

Temperature spread

2 degrees cooler at arrival

A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.

Road read

1h 11m on the road

Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.

Weather data from the National Weather Service. Conditions may change; check closer to your travel date.

Frequently Asked Questions

The drive from Orlando, FL to Winston, FL covers 58.4 miles and takes about 1h 11m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are I 4, North Galloway Road, Swindell Road. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 29.2 miles from Orlando, FL. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $9.30 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
This is a straightforward 1h 11m drive. You will face about 10 decision points, but nothing that requires special attention if you follow navigation.
The main spots that need attention: at 0.2 miles (Boone Avenue): Navigation decision point; at 0.5 miles: Navigation decision point; at 0.8 miles (I 4): Merge point - match speed before joining. Lane positioning matters here.
On the drive from Orlando, FL to Winston, FL, road signs begin pointing toward Lakeland along the way.

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Explore More

Return Trip

Winston, FL to Orlando, FL

Plan the drive back the other way.

58 mi 1h 11m

Explore more options from Orlando, FL or browse trips ending in Winston, FL.

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