High-paying driving jobs in Winter Park
Driving involves operating vehicles to transport passengers or goods safely. Drivers must follow traffic laws and ensure the vehicle's maintenance. They need good reflexes, focus, and the ability to navigate roads efficiently, often in various weather conditions.
We found 869 high-paying for you in Winter Park, FL. These driving jobs pay well, with salaries between $51,291 to $121,011 per hour. Popular roles include Truck Driver, Delivery Driver and Driver.
Job title
Updated Nov 03, 2026
Job title
Winter Park, FL
Florida
Job openings (Winter Park)
Truck Driver
Winter Park
$2,214
per week
Florida
$2,334
per week
Entry Level Truck Driver
Winter Park
$82,317
per year
Florida
$80,856
per year
Driver (independent Contractor)
Winter Park
$25.84
per hour
Florida
$30.56
per hour
Delivery Driver
Winter Park
$20.28
per hour
Florida
$19.35
per hour
Driver
Winter Park
$19.89
per hour
Florida
$19.51
per hour
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
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Truck Driver
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Please refer to the employers job description for complete details.
Truck Drivers transport goods, maintain logs, and ensure vehicle safety. A valid commercial driver's license, adherence to regulations, and time management skills are essential. Experience in long-haul driving is advantageous.
Truck Driver jobs take 92 days on average from job posting to starting date. Currently, 2% of job openings are part-time roles.
See jobsAverage pay
Winter Park
$2,214 per weekFlorida
$2,334 per weekSkills
- Driving
- Load & unload
- Bus driving
- Commercial driving
-
Entry Level Truck Driver
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Please refer to the employers job description for complete details.
Entry Level Truck Drivers transport goods, adhere to safety regulations, and maintain delivery schedules. A valid CDL, skills in vehicle operation, and time management abilities are essential.
Entry Level Truck Driver jobs take 32 days on average from job posting to starting date. Currently, 0% of job openings are part-time roles.
See jobsAverage pay
Winter Park
$82,317 per yearFlorida
$80,856 per year -
Driver (independent Contractor)
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Please refer to the employers job description for complete details.
Independent contractor drivers use their own vehicles for deliveries, managing their own schedules and client interactions. Strong self-management skills, reliable transportation and knowledge of local routes are essential in this role.
Driver (independent Contractor) jobs take 63 days on average from job posting to starting date. Currently, 79% of job openings are part-time roles.
See jobsAverage pay
Winter Park
$25.84 per hourFlorida
$30.56 per hour -
Delivery Driver
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Please refer to the employers job description for complete details.
Delivery Drivers transport goods safely, navigate routes efficiently, and manage timely deliveries. They need valid driving licenses, strong knowledge of navigation tools, and effective time management to meet schedule demands and ensure customer satisfaction.
Delivery Driver jobs take 169 days on average from job posting to starting date. Currently, 39% of job openings are part-time roles.
See jobsAverage pay
Winter Park
$20.28 per hourFlorida
$19.35 per hourSkills
- Driving
- Load & unload
- Bus driving
- Hindi
- English
-
Driver
Review job description
Please refer to the employers job description for complete details.
Drivers operate vehicles safely, follow schedules, and handle delivery documentation. A valid driver's license, time management skills, and navigation abilities are essential.
Driver jobs take 80 days on average from job posting to starting date. Currently, 40% of job openings are part-time roles.
See jobsAverage pay
Winter Park
$19.89 per hourFlorida
$19.51 per hourSkills
- Driving
- Load & unload
- Bus driving
- Automotive repair