Updated September 2026
Best Owner-Operator Companies in Hampton, Virginia (September 2026)
Hampton, Virginia has 572 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. Virginia freight is anchored by the Port of Virginia at Norfolk and Hampton Roads, the deepest commercial harbor on the East Coast (55 ft after the Gateway dredging program), with I-95 / I-64 / I-81 truck corridors connecting it to the mid-Atlantic and Southeast markets.
What changed in September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
How Hampton, Virginia compares to Virginia
| Hampton, Virginia | Virginia top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,287 | $5,276 | +19% |
| Sign-on bonus rate | 24% | 29% | -5 pt |
Source: Lanefinder index, September 2026
Hampton, Virginia's biggest divergence from Virginia is on average weekly pay, 19% above the state baseline.
Where owner-operator pay is strongest in Hampton, Virginia 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 Hampton, Virginia ranking with the strongest composite score across pay, safety, benefits, and operational signals. Pay sits above the 89th percentile in the Hampton, Virginia market. On driver fitness, the carrier ranks in the 87th percentile per FMCSA SAFER data. Driver applications get a faster-than-median response in Hampton, Virginia.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's top FMCSA dimension is driver fitness, in the 92nd percentile. Application-response data flags this carrier as a responsive employer.
#3LOAD MONSTER INC — $5,125/wk
LOAD MONSTER INC's top FMCSA dimension is hours-of-service compliance, in the 96th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
Also in the top 10: #4 WESTERN MOUNTAIN TRANSPORT INC at $8,750/wk, #5 WIDER GROUP INC at $6,250/wk, #6 BLUE LIGHTNING LOGISTICS at $7,000/wk, #7 KILO METER LOGISTIC INC at $7,500/wk, #8 C & G TRANSPORTATION INC at $7,500/wk, #9 M&D TRANSPORT at $7,000/wk, #10 AIA TRUCKING INC at $3,450/wk.
What Hampton, Virginia drivers actually run
Of active CDL postings in Hampton, Virginia this month, 9% are regional and 90% are OTR (long-haul). Local and semi-local routes account for the remaining 1%.
Across Hampton, Virginia CDL postings: 2% with guaranteed pay, 27% dedicated, 93% take-truck-home, 72% pet-friendly, 71% riders-allowed.
Driving CDL in Virginia
Virginia freight is anchored by the Port of Virginia at Norfolk and Hampton Roads — the deepest commercial harbor on the East Coast and a top-tier US container gateway. The I-95 / I-64 / I-81 truck corridors connect Norfolk to mid-Atlantic and Southeast markets, with I-81 north-south through the Shenandoah Valley a major regional freight spine. Cost of living varies widely (high in Northern Virginia, moderate elsewhere). Virginia has a moderate graduated state income tax. Northern Virginia (DC suburbs) congestion is consistently top-tier; central and western VA is generally easier driving.
Related guides
- Best trucking companies in Hampton, Virginia
- CDL driver salary in Hampton, Virginia
- Best owner-operator companies in Virginia
How we compile these rankings
Lanefinder's ranking algorithm weights compensation at 30%, FMCSA SAFER safety at 25%, benefits at 25%, and operational performance at 20%. Compensation reflects pay percentile plus sign-on bonus, guaranteed pay, and settlement-frequency adjustments. Benefits scoring is hiring-type-aware. Operational performance comes mostly from how carriers handle real driver applications. Updated September 2026.