Updated May 2026
Best Trucking Companies in Ocala, Florida (May 2026)
265 carriers are hiring W2 company drivers in Ocala, Florida right now, per Lanefinder's May 2026 snapshot. KEEP TRUCKING LLC leads with an average weekly pay of $2,200. True Transport Inc. follows at $2,250/week. 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 May 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
The trucking companies leading Ocala, Florida this month
The top of the list is KEEP TRUCKING LLC at $2,200/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1KEEP TRUCKING LLC — $2,200/wk
KEEP TRUCKING LLC tops the Ocala, Florida ranking with the strongest composite score across pay, safety, benefits, and operational signals. KEEP TRUCKING LLC's weekly pay ranks in the 95th percentile across Ocala, Florida. KEEP TRUCKING LLC ranks in the 88th percentile for controlled-substances compliance on FMCSA SAFER data. Application-response data flags this carrier as a responsive employer.
#2True Transport Inc. — $2,250/wk
True Transport Inc. pays above the 92nd percentile on weekly pay for the Ocala, Florida market. True Transport Inc. ranks in the 99th percentile for unsafe-driving avoidance on FMCSA SAFER data. True Transport Inc. tracks as a responsive employer on application-response data.
Despite ranking below #1, True Transport Inc. outpays the leader on weekly average — $2,250/week.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC's weekly pay ranks in the 95th percentile across Ocala, Florida. JK MOVING & STORAGE INC's FMCSA score is strongest on unsafe-driving avoidance — 94th percentile.
Also in the top 10: #4 Covenant Transport Inc at $1,762/wk, #5 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #6 KOTTKE TRUCKING INC at $2,000/wk, #7 Diaz Stone & Pallet Inc. at $1,750/wk, #8 DIVINE ENTERPRISES at $1,375/wk, #9 G-DIAMOND TRANSPORT INC at $2,045/wk, #10 ELBERTA LOGISTICS INTERNATIONAL LLC at $2,000/wk.
How drivers spend their time on the road in Ocala, Florida
The route mix in Ocala, Florida this month tilts OTR: 18% regional, 80% OTR, 2% local, 0% semi-local — drawn from active postings, not historical surveys.
Guaranteed pay is on offer at 2% of Ocala, Florida postings; dedicated routes at 27%; take-truck-home at 83%. Pet-friendly policies appear at 63% and riders-allowed at 67%.
How Ocala, Florida compares to Florida
The largest gap is on dedicated routes: Ocala, Florida sits 9 points above the Florida baseline.
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 owner-operator companies in Ocala, Florida
- CDL driver salary in Ocala, Florida
- Best trucking companies in Florida
How we compile these rankings
Composite-score formula: compensation × 0.30, FMCSA safety × 0.25, benefits × 0.25, operational performance × 0.20. Compensation is anchored on pay percentile and lifted by sign-on bonus tier and guaranteed-pay availability. Operational performance is built mostly from driver-application response data in Lanefinder's platform, with fleet-scale percentile contributing a smaller portion. Updated May 2026.