Updated September 2026
Best Owner-Operator Companies in Lexington-Fayette, Kentucky (September 2026)
Lexington-Fayette, Kentucky has 637 active owner-operator carriers as of September 2026. The carriers ranked below are scored on real driver pay, FMCSA safety, benefits, and how they treat applicants. 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. Kentucky is home to UPS Worldport in Louisville, the largest air cargo sort facility in the US, with I-65 / I-71 / I-75 truck corridors feeding automotive assembly plants and a major bourbon-export manufacturing cluster.
What changed in September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Where Lexington-Fayette, Kentucky differs from the Kentucky baseline
| Lexington-Fayette, Kentucky | Kentucky top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,239 | $5,465 | +14% |
| Dedicated routes | 44% | 36% | +8 pt |
| Riders-allowed policies | 92% | 86% | +6 pt |
Source: Lanefinder index, September 2026
Among the figures above, average weekly pay is where Lexington-Fayette, Kentucky differs most from Kentucky — 14% above statewide.
Lexington-Fayette, Kentucky's top owner-operator carriers right now
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 Lexington-Fayette, Kentucky this month on the composite ranking. Gross weekly revenue here lands in the 95th percentile across Lexington-Fayette, Kentucky. RAY'S TRANSPORT INC ranks in the 87th percentile for driver fitness on FMCSA SAFER data. RAY'S TRANSPORT INC tracks as a responsive employer on application-response data.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's FMCSA score is strongest on driver fitness — 92nd percentile. Lanefinder's application data flags WINNERS TRANSPORTATION LLC as a responsive employer.
#3LOAD MONSTER INC — $5,125/wk
LOAD MONSTER INC's FMCSA score is strongest on hours-of-service compliance — 96th percentile. LOAD MONSTER INC responds to driver applications more reliably than the Lexington-Fayette, Kentucky median.
Also in the top 10: #4 WESTERN MOUNTAIN TRANSPORT INC at $8,750/wk, #5 TITANIUM AMERICAN TRUCKING INC at $6,250/wk, #6 WIDER GROUP INC at $6,250/wk, #7 BLUE LIGHTNING LOGISTICS at $7,000/wk, #8 AIA TRUCKING INC at $3,450/wk, #9 JK MOVING & STORAGE INC at $4,975/wk, #10 M&D TRANSPORT at $7,000/wk.
What Lexington-Fayette, Kentucky drivers actually run
The route mix in Lexington-Fayette, Kentucky this month tilts OTR: 9% regional, 91% OTR, 0% local, 0% semi-local — drawn from active postings, not historical surveys.
Guaranteed pay is on offer at 2% of Lexington-Fayette, Kentucky postings; dedicated routes at 26%; take-truck-home at 93%. Pet-friendly policies appear at 73% and riders-allowed at 70%.
Driving CDL in Kentucky
Kentucky is home to UPS Worldport in Louisville, the largest air cargo sort facility in the US, which generates enormous regional trucking demand around the nightly sort cycle. The I-65 / I-71 / I-75 corridors feed automotive assembly (Toyota Georgetown, Ford Louisville) and bourbon distillery distribution. Coal freight from eastern KY mines runs east-west to power plants and rail terminals. Cost of living is below the national average. Kentucky has a low flat state income tax. I-75 through the eastern KY mountains in winter is no joke.
Related guides
- Best trucking companies in Lexington-Fayette, Kentucky
- CDL driver salary in Lexington-Fayette, Kentucky
- Best owner-operator companies in Kentucky
Where this data comes from
Four weighted components. Compensation carries 30% and includes pay percentile, sign-on bonus tier, guaranteed-pay availability, and settlement frequency. FMCSA safety carries 25%, built from five SAFER dimensions. Benefits carry 25%, scored separately for W2 versus owner-operator carriers. Operational performance carries 20%, measuring application responsiveness and fleet scale. Updated September 2026.