Updated May 2026
Best Owner-Operator Companies in Stillwater, Oklahoma (May 2026)
Stillwater, Oklahoma, May 2026: 597 active owner-operator carriers. YANKEE FREIGHT SYSTEMS LLC leads with an average gross weekly revenue of $5,491 and an average $2,000 sign-on bonus. AD EXPRESS TRUCKING LLC follows at $2,525/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 May 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 YANKEE FREIGHT SYSTEMS LLC at $5,491/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1YANKEE FREIGHT SYSTEMS LLC — $5,491/wk
YANKEE FREIGHT SYSTEMS LLC leads the Stillwater, Oklahoma market on combined gross revenue and ranking score this month. Top FMCSA dimension here is hours-of-service compliance, in the 98th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
#2AD EXPRESS TRUCKING LLC — $2,525/wk
AD EXPRESS TRUCKING LLC tracks as a responsive employer on application-response data. AD EXPRESS TRUCKING LLC offers a guaranteed weekly minimum.
For guaranteed weekly pay, AD EXPRESS TRUCKING LLC is the only top-10 Stillwater, Oklahoma carrier offering it.
#3WIDER GROUP INC — $6,250/wk
WIDER GROUP INC is active in Stillwater, Oklahoma with a current open requisition.
Also in the top 10: #4 D-LINE TRUCKING INC at $5,750/wk, #5 TAZ TRUCKING INC at $10,999/wk, #6 INLAND EMPIRE LLC at $7,875/wk, #7 BLUE LIGHTNING LOGISTICS at $7,000/wk, #8 Red Diamond Freight, LLC at $7,020/wk, #9 TITAN FREIGHT LINES INC at $8,500/wk, #10 M&D TRANSPORT at $7,000/wk.
What Stillwater, Oklahoma drivers actually run
8% of Stillwater, Oklahoma's active CDL postings are regional and 91% are OTR; local plus semi-local accounts for the rest (1%).
Guaranteed pay is on offer at 1% of Stillwater, Oklahoma postings; dedicated routes at 26%; take-truck-home at 93%. Pet-friendly policies appear at 75% and riders-allowed at 72%.
How Stillwater, Oklahoma compares to Oklahoma
| Stillwater, Oklahoma | Oklahoma top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,401 | $5,727 | +12% |
| Sign-on bonus rate | 27% | 33% | -6 pt |
Source: Lanefinder index, May 2026
Among the figures above, average weekly pay is where Stillwater, Oklahoma differs most from Oklahoma — 12% 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 May 2026.