1

Transportation Owner Operator Jobs in Florida (NOW HIRING)

Baggett Transportation NOW Partnering with Owner Operators! . Solo & Team Flatbed Owner Operators Needed | Earn 70% - 75% of Line Haul! | 100% FSC Owner Operator truck drivers will feel right at home ...

Showing results 21-40

Transportation Owner Operator information

See Florida salary details

$481

$3.3K

$5.7K

How much do transportation owner operator jobs pay per week?

As of Sep 9, 2026, the average weekly pay for transportation owner operator in Florida is $3,284.87, according to ZipRecruiter salary data. Most workers in this role earn between $1,796.15 and $4,886.54 per week, depending on experience, location, and employer.

What is a transportation owner operator?

A Transportation Owner Operator is an individual or business that owns and operates their own commercial vehicle, such as a truck or van, to transport goods or freight for clients or companies. Unlike company drivers, owner operators are independent contractors who manage their own business operations, including vehicle maintenance, insurance, and finding contracts. They often work with freight brokers or logistics companies to secure hauling jobs. Transportation Owner Operators have the flexibility to choose their routes and schedules but also bear the costs and responsibilities of running their own business.

What are the key skills and qualifications needed to thrive as a transportation owner operator?

To thrive as a Transportation Owner Operator, you need a valid commercial driver’s license (CDL), a strong knowledge of logistics, and solid experience in freight hauling or trucking. Familiarity with fleet management software, GPS navigation, and compliance with Department of Transportation (DOT) regulations is essential. Outstanding time management, self-motivation, and customer service skills set top performers apart in this role. These skills and tools are critical for ensuring safe, efficient, and profitable operations in a highly competitive transportation industry.

What are some common challenges transportation owner operators face in managing their own business?

Transportation Owner Operators often encounter challenges such as fluctuating fuel prices, securing consistent freight, and managing vehicle maintenance costs. Balancing time on the road with administrative tasks, like invoicing and compliance with transportation regulations, is also essential. Building relationships with brokers and shippers can help ensure a steady workflow, while staying organized and proactive about truck upkeep can reduce unexpected downtime. Adapting to changing industry regulations and maintaining a strong safety record are key to long-term success.

What is the difference between Transportation Owner Operator vs Truck Driver?

AspectTransportation Owner OperatorTruck Driver
CredentialsCommercial Driver's License (CDL), vehicle insuranceCDL often required, no ownership needed
Work EnvironmentOperate own or leased trucks, flexible routesDrive company-owned trucks, fixed routes
Employer & IndustryIndependent or contracted, freight/logistics industryEmployers or carriers, transportation industry

Transportation Owner Operators own or lease their trucks and operate independently, often managing their own schedules. Truck Drivers typically work for a company, driving company-owned trucks on assigned routes. Both roles require a CDL and are integral to freight transportation, but Owner Operators have more control and responsibility over their equipment and business operations.

What cities in Florida are hiring for Transportation Owner Operator jobs?

Cities in Florida with the most Transportation Owner Operator job openings:

Infographic showing various Transportation Owner Operator job openings in Florida as of August 2026, with employment types broken down into 1% As Needed, 63% Full Time, 34% Part Time, and 2% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $170,813 per year, or $82.1 per hour.

CDL-A Truck Driver - Owner Operator - Gross $150k/Year

Fort Lauderdale, FL • On-site

Chicago Intermodal Transportation
Trucking • 11 - 50 employees

$150K/yr

Other

Posted 7 days ago


Job description

Chicago Intermodal Transportation is Now Urgently Seeking CDL-A Owner Operators! Home Daily or Regional - Average $150,000 Annually, Gross Opportunities for Dedicated Lanes Available!
**Owner Operators must have their own plates**


Pay & Incentives:
  • Average $150,000 annually, gross
  • Drive local/home daily or regional, within 300 miles, instead of long-distance
  • Opportunities for driving dedicated lanes

Jump Start Your Career with Chicago Intermodal Transportation - They are Urgently Hiring - Apply Now!


About Chicago Intermodal Transportation:

At Chicago Intermodal Transportation, we’ve grown over the last 30 years as an intermodal trucking company founded by a driver with the goal of designing a company around what drivers want most. Our executive and management teams’ professional background and expertise give us a solid understanding of the needs of today’s driver, including a better balance between work and life.


Additional Benefits:
  • Spend more quality time with the people that matter most to you
  • Receive excellent compensation
  • Open door policy with management
  • Dispatchers who are on your side
  • Pay is “all loaded miles” whether you are loaded, empty, or bobtail
  • Fuel card program available


Requirements:
  • Valid CDL-A
  • One year of experience
  • Must be an Owner Operator
  • Owner Operators must have their own plates

(*Chicago Intermodal does not provide plates, authority or lease-on programs*)


Interested in Chicago Intermodal Transportation? Apply Now!