Updated July 2026
Best Owner-Operator Companies in Stillwater, Oklahoma (July 2026)
Stillwater, Oklahoma, July 2026: 594 active owner-operator carriers. ROLLING ON WHEELS LLC leads with an average gross weekly revenue of $5,500. WINNERS TRANSPORTATION LLC follows at $2,437/week gross. Oklahoma freight is shaped by the I-35 / I-40 cross at Oklahoma City — a major north-south and east-west junction — with energy-sector service loads in the Anadarko and Arkoma basins and agricultural freight from wheat and cattle production.
What changed in July 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 Stillwater, Oklahoma this month
The top of the list is ROLLING ON WHEELS LLC at $5,500/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1ROLLING ON WHEELS LLC — $5,500/wk
ROLLING ON WHEELS LLC leads the Stillwater, Oklahoma market on combined gross revenue and ranking score this month. ROLLING ON WHEELS LLC's top FMCSA dimension is driver fitness, in the 96th percentile. ROLLING ON WHEELS LLC responds to driver applications more reliably than the Stillwater, Oklahoma median.
#2WINNERS TRANSPORTATION LLC — $2,437/wk
WINNERS TRANSPORTATION LLC's top FMCSA dimension is hours-of-service compliance, in the 96th percentile. WINNERS TRANSPORTATION LLC responds to driver applications more reliably than the Stillwater, Oklahoma median.
#3INLAND EMPIRE LLC — $7,875/wk
INLAND EMPIRE LLC sits in the 89th percentile for gross weekly revenue among Stillwater, Oklahoma carriers.
Also in the top 10: #4 OVERLOG INC at $3,613/wk, #5 WIDER GROUP INC at $6,250/wk, #6 BLUE LIGHTNING LOGISTICS at $7,000/wk, #7 BB8 FREIGHT CO at $12,666/wk, #8 C & G TRANSPORTATION INC at $7,500/wk, #9 DAHL TRUCKING LLC at $3,750/wk, #10 TP TRUCKING at $8,500/wk.
What Stillwater, Oklahoma drivers actually run
8% of Stillwater, Oklahoma's active CDL postings are regional and 92% are OTR; local plus semi-local accounts for the rest (0%).
Guaranteed pay is on offer at 2% of Stillwater, Oklahoma postings; dedicated routes at 27%; take-truck-home at 92%. Pet-friendly policies appear at 74% and riders-allowed at 71%.
How Stillwater, Oklahoma compares to Oklahoma
Among the figures above, average weekly pay is where Stillwater, Oklahoma differs most from Oklahoma — 7% above statewide.
Driving CDL in Oklahoma
Oklahoma freight is shaped by the I-35 / I-40 cross at Oklahoma City — a major north-south and east-west junction with substantial through-traffic. Energy-sector service loads from the Anadarko and Arkoma basins add oil-and-gas equipment freight, especially in active drilling cycles. Agricultural freight (wheat, cattle, cotton) is steady outbound. Tornado season (April-June) shapes spring dispatch across the state — route planners watch the outlooks. Oklahoma has a low graduated state income tax; housing and operating costs are among the lowest in any major US state.
Related guides
- Best trucking companies in Stillwater, Oklahoma
- CDL driver salary in Stillwater, Oklahoma
- Best owner-operator companies in Oklahoma
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 July 2026.