Updated November 2026
Best Trucking Companies in Orlando, Florida (November 2026)
Lanefinder tracks 254 W2 trucking carriers hiring in Orlando, Florida. Rankings below reflect November 2026 data: pay percentiles, FMCSA safety, benefit prevalence, and operational performance. Herrington Transportation Inc. leads with an average weekly pay of $2,000. 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 November 2026
Mountain States L.P. Gas at #4, DICK LAVY TRUCKING at #6, and ARKA EXPRESS INC at #8 are new to the top 50 in Orlando, Florida. Biggest climb: Herrington Transportation Inc. (#22 → #1). Biggest fall: REISCH TRUCKING INC (#29 → #46). H & M TRUCKING INC (was #10) left the top 50. Elsewhere in the top 50, 2 carriers joined, 4 left, and 38 changed rank.
All changes since October 2026
The trucking companies leading Orlando, Florida this month
The top of the list is Herrington Transportation Inc. at $2,000/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1Herrington Transportation Inc. — $2,000/wk
Herrington Transportation Inc. leads the Orlando, Florida market on combined pay and ranking score this month. Weekly pay here lands in the 89th percentile across Orlando, Florida. Herrington Transportation Inc. tracks as a responsive employer on application-response data.
#2True Transport Inc. — $2,250/wk
True Transport Inc. sits in the 96th percentile for weekly pay among Orlando, Florida carriers. True Transport Inc.'s top FMCSA dimension is unsafe-driving avoidance, in the 98th percentile.
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 94th percentile across Orlando, Florida. Strongest FMCSA dimension is vehicle maintenance — 94th percentile.
Also in the top 10: #4 Mountain States L.P. Gas at $2,000/wk, #5 Covenant Transport Inc at $1,762/wk, #6 DICK LAVY TRUCKING at $1,950/wk, #7 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #8 ARKA EXPRESS INC at $1,750/wk, #9 South East Carriers INC at $1,600/wk, #10 G-DIAMOND TRANSPORT INC at $2,045/wk.
How drivers spend their time on the road in Orlando, Florida
18% of Orlando, Florida's active CDL postings are regional and 78% are OTR; local plus semi-local accounts for the rest (4%).
Across Orlando, Florida CDL postings: 3% with guaranteed pay, 29% dedicated, 81% take-truck-home, 63% pet-friendly, 67% riders-allowed.
Where Orlando, Florida differs from the Florida baseline
| Orlando, Florida | Florida top 50 | Delta | |
|---|---|---|---|
| Dedicated routes | 38% | 28% | +10 pt |
| Riders-allowed policies | 86% | 80% | +6 pt |
Source: Lanefinder index, November 2026
The largest gap is on dedicated routes: Orlando, Florida sits 10 points above the Florida baseline.
Driving CDL in Orlando
Orlando sits at the I-4 / Florida's Turnpike junction in central Florida. Tourism-driven retail and food-service freight (Disney World, Universal, convention centers), construction materials for rapid development, and growing cold-chain serving the metro drive consistent volume. Summer thunderstorms are daily. Cost of living is moderate.
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. Miami-area I-95 is among the more congested US corridors, 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 November 2026.