Driving jobs in Winter Haven
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.
There are 641 driving jobs in Winter Haven, FL. These driving jobs salaries between $56,849 to $131,093 per year.
Job title
Updated Oct 21, 2026
Job title
Winter Haven, FL
Florida
Job openings (Winter Haven)
Truck Driver
Winter Haven
$2,398
per week
Florida
$2,345
per week
Delivery Driver
Winter Haven
$20.36
per hour
Florida
$19.30
per hour
Driver (independent Contractor)
Winter Haven
$28.64
per hour
Florida
$30.26
per hour
Driver
Winter Haven
$17.91
per hour
Florida
$19.51
per hour
Local Driver
Winter Haven
$1,230
per week
Florida
$1,077
per week
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
-
Truck Driver
Review job description
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 Haven
$2,398 per weekFlorida
$2,345 per weekSkills
- Driving
- Load & unload
- Bus driving
- Commercial driving
-
Delivery Driver
Review job description
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 170 days on average from job posting to starting date. Currently, 33% of job openings are part-time roles.
See jobsAverage pay
Winter Haven
$20.36 per hourFlorida
$19.30 per hourSkills
- Driving
- Load & unload
- Bus driving
- Hindi
- English
-
Driver (independent Contractor)
Review job description
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 59 days on average from job posting to starting date. Currently, 92% of job openings are part-time roles.
See jobsAverage pay
Winter Haven
$28.64 per hourFlorida
$30.26 per hourSkills
- Driving
- Delivery driver experience
- Customer service
- Heavy lifting
- Route driving
-
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 81 days on average from job posting to starting date. Currently, 46% of job openings are part-time roles.
See jobsAverage pay
Winter Haven
$17.91 per hourFlorida
$19.51 per hourSkills
- Driving
- Load & unload
- Bus driving
- Automotive repair
-
Local Driver
Review job description
Please refer to the employers job description for complete details.
Local Drivers transport goods, ensure timely deliveries, and maintain vehicle condition. Knowledge of local routes, a clean driving record, and the ability to manage time effectively are essential.
Local Driver jobs take 67 days on average from job posting to starting date. Currently, 4% of job openings are part-time roles.
See jobsAverage pay
Winter Haven
$1,230 per weekFlorida
$1,077 per weekSkills
- Load & unload
- Bus driving
- Driving
Frequently asked questions
How are the job titles and salaries chosen for this page?
Jobs listed on this page highlight the top 10 job titles with the most openings as of updated Oct 21, 2026. Salary estimates are taken from job postings on Indeed in the past 36 months and are updated daily. Please refer to the employer's job description for specific salary information.
How does Truck Driver pay in Winter Haven compare to the state average?
Truck Driver professionals in Winter Haven earn an average of $2,398 per week, compared with the average in Florida of $2,345 per week.
How many job openings are currently available in Winter Haven?
There are 641 open jobs in Winter Haven. Truck Driver, Delivery Driver and Driver (independent Contractor) are among those with the most openings at the moment.
How many openings are available by job title?
There are numerous job openings across all experience levels, with 242 Truck Driver roles, 155 Delivery Driver roles and 101 Driver (independent Contractor) openings currently listed.