Updated May 2026
Best Trucking Companies in Leesburg, Virginia (May 2026)
There are 303 W2 trucking carriers currently posting jobs in Leesburg, Virginia. The ranking below reflects active jobs as of May 2026, not historical pay surveys. 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 Leesburg, 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 Leesburg, Virginia this month on the composite ranking. Weekly pay here lands in the 94th percentile across Leesburg, 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.'s weekly pay ranks in the 96th percentile across Leesburg, Virginia. Strongest FMCSA dimension is unsafe-driving avoidance — 99th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
For pure pay maximization, True Transport Inc. beats the #1-ranked carrier weekly at $2,250.
#3Covenant Transport Inc — $1,762/wk
Covenant Transport Inc ranks in the 94th percentile for hours-of-service compliance on FMCSA SAFER data.
Also in the top 10: #4 HMD TRUCKING INC at $1,800/wk, #5 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #6 JK MOVING & STORAGE INC at $1,800/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 GATEWAY DISTRIBUTION at $1,750/wk.
Lane mix and benefits across Leesburg, Virginia
Of active CDL postings in Leesburg, Virginia this month, 20% are regional and 73% are OTR (long-haul). Local and semi-local routes account for the remaining 7%.
Guaranteed pay is on offer at 2% of Leesburg, Virginia postings; dedicated routes at 24%; take-truck-home at 78%. Pet-friendly policies appear at 65% and riders-allowed at 63%.
Leesburg, Virginia vs Virginia: the numbers that diverge
| Leesburg, Virginia | Virginia top 50 | Delta | |
|---|---|---|---|
| Dedicated routes | 27% | 35% | -8 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 Leesburg, Virginia differs most from Virginia — 8 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 Leesburg, Virginia
- CDL driver salary in Leesburg, Virginia
- Best trucking companies in Virginia
Where this data comes from
Pay carriers in the same market against each other (30% of the score). Add a five-dimension FMCSA safety percentile from SAFER (25%). Score benefits based on whether the carrier hires W2 drivers or contractors (25%). Layer on employer responsiveness and fleet scale (20%). The weights are fixed and public. Updated May 2026.