Updated May 2026
Best Owner-Operator Companies in Chesterfield, Missouri (May 2026)
There are 629 owner-operator carriers currently posting jobs in Chesterfield, Missouri. The ranking below reflects active jobs as of May 2026, not historical pay surveys. 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 $2,600/week gross. Missouri freight is shaped by the St. Louis and Kansas City hubs anchoring I-70 / I-44 / I-55 corridors, with the Mississippi and Missouri rivers providing barge access for agricultural and bulk commodity shipments.
What changed in May 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
How Chesterfield, Missouri compares to Missouri
| Chesterfield, Missouri | Missouri top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,427 | $5,451 | +18% |
| Dedicated routes | 47% | 42% | +5 pt |
| Riders-allowed policies | 90% | 85% | +5 pt |
Source: Lanefinder index, May 2026
Among the figures above, average weekly pay is where Chesterfield, Missouri differs most from Missouri — 18% above statewide.
The owner-operator carriers leading Chesterfield, Missouri 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 tops the Chesterfield, Missouri ranking with the strongest composite score across pay, safety, benefits, and operational signals. YANKEE FREIGHT SYSTEMS LLC's top FMCSA dimension is hours-of-service compliance, in the 98th percentile. Lanefinder's application data flags YANKEE FREIGHT SYSTEMS LLC as a responsive employer.
#2AD EXPRESS TRUCKING LLC — $2,600/wk
AD EXPRESS TRUCKING LLC tracks as a responsive employer on application-response data. Weekly pay is guaranteed regardless of miles run.
AD EXPRESS TRUCKING LLC stands alone in Chesterfield, Missouri's top 10 on guaranteed pay — every other ranked carrier here pays per-mile or per-load.
#3Performance Trucking Inc — $8,000/wk
Performance Trucking Inc's gross weekly revenue ranks in the 93rd percentile across Chesterfield, Missouri. Performance Trucking Inc ranks in the 99th percentile for driver fitness on FMCSA SAFER data.
Also in the top 10: #4 WIDER GROUP INC at $6,250/wk, #5 D-LINE TRUCKING INC at $5,750/wk, #6 Zmile Inc at $2,175/wk, #7 TAZ TRUCKING INC at $10,999/wk, #8 INLAND EMPIRE LLC at $7,875/wk, #9 BLUE LIGHTNING LOGISTICS at $7,000/wk, #10 Red Diamond Freight, LLC at $7,022/wk.
What Chesterfield, Missouri drivers actually run
9% of Chesterfield, Missouri's active CDL postings are regional and 89% are OTR; local plus semi-local accounts for the rest (2%).
Across Chesterfield, Missouri CDL postings: 2% with guaranteed pay, 26% dedicated, 94% take-truck-home, 75% pet-friendly, 71% riders-allowed.
Driving CDL in Missouri
Missouri freight is shaped by the St. Louis and Kansas City hubs anchoring the I-70 / I-44 / I-55 corridors. The Mississippi and Missouri rivers provide barge access for agricultural and bulk commodity transfers. St. Louis is one of the older US freight crossroads — the rail-truck interchange there is dense and complicated. Living costs sit comfortably below the national average; Missouri has a low-to-moderate graduated state income tax. Tornado season (March-June) shapes spring dispatch in central and southern MO.
Related guides
- Best trucking companies in Chesterfield, Missouri
- CDL driver salary in Chesterfield, Missouri
- Best owner-operator companies in Missouri
Where this data comes from
The score is built from four buckets. Thirty percent compensation, drawn from real active job postings and modified by bonus and settlement structure. Twenty-five percent safety, from FMCSA SAFER. Twenty-five percent benefits, scored hiring-type-aware. Twenty percent operational performance, drawn from how carriers actually behave toward applicants. Updated May 2026.