Updated September 2026
Best Owner-Operator Companies in Middletown, Ohio (September 2026)
665 owner-operator carriers are hiring in Middletown, Ohio this September 2026. 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. Ohio sits at the center of the US manufacturing belt, with I-70 / I-71 / I-75 forming a freight grid through Columbus, Cleveland, and Cincinnati and major automotive, steel, and chemical supply chains driving consistent lane demand.
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 owner-operator pay is strongest in Middletown, Ohio 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 tops the Middletown, Ohio ranking with the strongest composite score across pay, safety, benefits, and operational signals. Pay sits above the 90th percentile in the Middletown, Ohio market. On driver fitness, the carrier ranks in the 87th percentile per FMCSA SAFER data. Driver applications get a faster-than-median response in Middletown, Ohio.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's FMCSA score is strongest on driver fitness — 92nd percentile. WINNERS TRANSPORTATION LLC tracks as a responsive employer on application-response data.
#3LOAD MONSTER INC — $5,125/wk
LOAD MONSTER INC's FMCSA score is strongest on hours-of-service compliance — 96th percentile. Application-response data flags this carrier as a responsive employer.
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 POPE TRANSPORT INC at $7,000/wk, #8 BLUE LIGHTNING LOGISTICS at $7,000/wk, #9 AIA TRUCKING INC at $3,450/wk, #10 M&D TRANSPORT at $7,000/wk.
Lane mix and benefits across Middletown, Ohio
Of active CDL postings in Middletown, Ohio this month, 10% are regional and 89% are OTR (long-haul). Local and semi-local routes account for the remaining 1%.
Across Middletown, Ohio CDL postings: 2% with guaranteed pay, 27% dedicated, 93% take-truck-home, 73% pet-friendly, 69% riders-allowed.
Driving CDL in Ohio
Ohio sits at the center of the US manufacturing belt and runs about as much through-freight as any state. I-70, I-71, I-75, and the Ohio Turnpike form a freight grid that's flat, generally well-maintained, and forgiving for newer drivers — Ohio is one of the better states to gain initial OTR experience. The Cleveland, Columbus, and Cincinnati metros each anchor distinct lane profiles (auto, distribution, and pharmaceutical respectively). Winter operational risk is real — lake-effect off Erie, freezing rain in the central part of the state — but less extreme than the Great Plains states. Ohio cost of living is below the national average, which makes the income math work better than the headline pay numbers suggest.
Related guides
- Best trucking companies in Middletown, Ohio
- CDL driver salary in Middletown, Ohio
- Best owner-operator companies in Ohio
Where this data comes from
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 September 2026.