Updated May 2026
Best Trucking Companies in Portsmouth, Virginia (May 2026)
For W2 company drivers in Portsmouth, Virginia, Lanefinder tracks 274 carriers as of May 2026. KEEP TRUCKING LLC leads with an average weekly pay of $2,200. True Transport Inc. follows at $2,250/week. 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 May 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Where CDL pay is strongest in Portsmouth, Virginia this month
The top of the list is KEEP TRUCKING LLC at $2,200/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1KEEP TRUCKING LLC — $2,200/wk
KEEP TRUCKING LLC is number-one in Portsmouth, Virginia this month on the composite ranking. KEEP TRUCKING LLC's weekly pay ranks in the 94th percentile across Portsmouth, Virginia. Strongest FMCSA dimension is controlled-substances compliance — 88th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
#2True Transport Inc. — $2,250/wk
True Transport Inc. pays above the 91st percentile on weekly pay for the Portsmouth, Virginia market. Top FMCSA dimension here is unsafe-driving avoidance, in the 99th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
Despite ranking below #1, True Transport Inc. outpays the leader on weekly average — $2,250/week.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC's weekly pay ranks in the 94th percentile across Portsmouth, Virginia. JK MOVING & STORAGE INC's top FMCSA dimension is unsafe-driving avoidance, in the 94th percentile.
Also in the top 10: #4 Covenant Transport Inc at $1,762/wk, #5 HMD TRUCKING INC at $1,800/wk, #6 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #7 YARBROUGH TRANSFER COMPANY at $1,850/wk, #8 ECM ENERGY SERVICES INC at $1,950/wk, #9 JS HELWIG & SON LLC at $1,850/wk, #10 Diaz Stone & Pallet Inc. at $1,750/wk.
How drivers spend their time on the road in Portsmouth, Virginia
Of active CDL postings in Portsmouth, Virginia this month, 18% are regional and 80% are OTR (long-haul). Local and semi-local routes account for the remaining 2%.
Guaranteed pay is on offer at 2% of Portsmouth, Virginia postings; dedicated routes at 24%; take-truck-home at 83%. Pet-friendly policies appear at 68% and riders-allowed at 67%.
Where Portsmouth, Virginia differs from the Virginia baseline
| Portsmouth, Virginia | Virginia top 50 | Delta | |
|---|---|---|---|
| Dedicated routes | 26% | 35% | -9 pt |
| Riders-allowed policies | 82% | 75% | +7 pt |
| Pet-friendly fleets | 76% | 71% | +5 pt |
Source: Lanefinder index, May 2026
Among the figures above, dedicated routes is where Portsmouth, Virginia differs most from Virginia — 9 points below statewide.
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 owner-operator companies in Portsmouth, Virginia
- CDL driver salary in Portsmouth, Virginia
- Best trucking companies in Virginia
How we compile these rankings
Compensation (30%): pay percentile + sign-on bonus + guaranteed pay + settlement frequency. FMCSA safety (25%): weighted percentile across vehicle maintenance, unsafe driving, hours-of-service, driver fitness, and controlled substances. Benefits (25%): hiring-type-aware. Operational (20%): driver-application responsiveness, modulated by fleet scale. Updated May 2026.