Updated May 2026
Best Trucking Companies in Orlando, Florida (May 2026)
Lanefinder tracks 265 W2 trucking carriers hiring in Orlando, Florida. Rankings below reflect May 2026 data: pay percentiles, FMCSA safety, benefit prevalence, and operational performance. KEEP TRUCKING LLC leads with an average weekly pay of $2,200. True Transport Inc. follows at $2,250/week. Orlando sits at the I-4 / Florida's Turnpike junction in central Florida, with tourism-driven retail and food service freight, construction materials for rapid development, and growing cold chain serving the region.
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 Orlando, 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 is number-one in Orlando, Florida this month on the composite ranking. Pay sits above the 90th percentile in the Orlando, Florida market. On controlled-substances compliance, the carrier ranks in the 88th percentile per FMCSA SAFER data. Driver applications get a faster-than-median response in Orlando, Florida.
#2True Transport Inc. — $2,250/wk
True Transport Inc. sits in the 97th percentile for weekly pay among Orlando, Florida carriers. True Transport Inc.'s top FMCSA dimension is unsafe-driving avoidance, in the 99th percentile. Driver applications get a faster-than-median response in Orlando, Florida.
True Transport Inc. doesn't top the ranking but offers higher weekly pay than #1 — $2,250/week.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC's weekly pay ranks in the 95th percentile across Orlando, Florida. Strongest FMCSA dimension is 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 Orlando, Florida
17% of Orlando, Florida's active CDL postings are regional and 80% are OTR; local plus semi-local accounts for the rest (3%).
Across Orlando, Florida CDL postings: 2% with guaranteed pay, 28% dedicated, 82% take-truck-home, 62% pet-friendly, 66% riders-allowed.
Where Orlando, Florida differs from the Florida baseline
The largest gap is on dedicated routes: Orlando, Florida sits 10 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 Orlando, Florida
- CDL driver salary in Orlando, Florida
- Best trucking companies in Florida
The methodology behind the rankings
Compensation, FMCSA safety, benefits, and operational performance — weighted 30, 25, 25, and 20 percent respectively. Compensation extends beyond headline pay to include sign-on bonus tier and settlement cadence. Benefits scoring differs by hiring type because the perks that matter to a W2 driver and a contractor are not the same. Updated May 2026.