Updated September 2026
Best Owner-Operator Companies in Port Orange, Florida (September 2026)
In Port Orange, Florida as of September 2026, 582 carriers are actively hiring owner-operators. RAY'S TRANSPORT INC leads with an average gross weekly revenue of $8,500 and an average $2,000 sign-on bonus. WINNERS TRANSPORTATION LLC follows at $2,657/week gross. Florida trucking runs on I-95 / I-75 north-south spines and the I-4 Tampa-Orlando-Daytona cross, with Port of Miami and Port of Jacksonville as major gateways alongside heavy citrus and produce agriculture freight.
What changed in September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
How Port Orange, Florida compares to Florida
| Port Orange, Florida | Florida top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,306 | $5,326 | +18% |
| Sign-on bonus rate | 24% | 29% | -5 pt |
| Riders-allowed policies | 92% | 84% | +8 pt |
| Pet-friendly fleets | 88% | 82% | +6 pt |
Source: Lanefinder index, September 2026
The largest gap is on average weekly pay: Port Orange, Florida sits 18% above the Florida baseline.
The owner-operator carriers leading Port Orange, Florida this month
The top of the list is RAY'S TRANSPORT INC at $8,500/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1RAY'S TRANSPORT INC — $8,500/wk
RAY'S TRANSPORT INC is number-one in Port Orange, Florida this month on the composite ranking. RAY'S TRANSPORT INC pays above the 89th percentile on gross weekly revenue for the Port Orange, Florida market. RAY'S TRANSPORT INC's FMCSA score is strongest on driver fitness — 87th percentile. Lanefinder's application data flags RAY'S TRANSPORT INC as a responsive employer.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's top FMCSA dimension is driver fitness, in the 92nd percentile. The carrier tracks as a responsive employer on Lanefinder's data.
#3WESTERN MOUNTAIN TRANSPORT INC — $8,750/wk
WESTERN MOUNTAIN TRANSPORT INC's gross weekly revenue ranks in the 95th percentile across Port Orange, Florida. On driver fitness, the carrier ranks in the 93rd percentile per FMCSA SAFER data. WESTERN MOUNTAIN TRANSPORT INC responds to driver applications more reliably than the Port Orange, Florida median.
WESTERN MOUNTAIN TRANSPORT INC doesn't top the ranking but offers higher weekly pay than #1 — $8,750/week.
Also in the top 10: #4 LOAD MONSTER INC at $5,125/wk, #5 TITANIUM AMERICAN TRUCKING INC at $6,250/wk, #6 WIDER GROUP INC at $6,250/wk, #7 Freight X LLC at $6,000/wk, #8 BLUE LIGHTNING LOGISTICS at $7,000/wk, #9 C & G TRANSPORTATION INC at $7,500/wk, #10 AIA TRUCKING INC at $3,450/wk.
How drivers spend their time on the road in Port Orange, Florida
Of active CDL postings in Port Orange, Florida this month, 9% are regional and 91% are OTR (long-haul). Local and semi-local routes account for the remaining 0%.
Across Port Orange, Florida CDL postings: 2% with guaranteed pay, 27% dedicated, 91% take-truck-home, 72% pet-friendly, 68% riders-allowed.
Driving CDL in Florida
Florida CDL work splits cleanly between coastal port-and-tourism freight (Miami, Jacksonville, Tampa, Port Everglades) and Central Florida last-mile distribution. The hurricane season — June through November — drives both stress and opportunity: insurance rates climb, freight rates spike around storm-recovery windows, and shutdown days are a real income variable. Florida has no state income tax. The traffic on I-95 and I-4 is consistently in the top tier of US congestion, so HOS planning around peak commute windows matters more here than in most states. Reefer and produce work pays well; OTR pulling out of the state is steady year-round.
Related guides
- Best trucking companies in Port Orange, Florida
- CDL driver salary in Port Orange, Florida
- Best owner-operator companies in Florida
How we compile these rankings
The composite score is 30% compensation, 25% FMCSA safety, 25% benefits, and 20% operational performance. Pay percentiles are computed against carriers currently hiring in each market; FMCSA percentiles come from SAFER and weight unsafe-driving and hours-of-service violations 2× heavier than the other three dimensions. Updated September 2026.