Updated May 2026
Best Owner-Operator Companies in Leesburg, Virginia (May 2026)
Through May 2026, 600 carriers in Leesburg, Virginia contract owner-operators across the lanes Lanefinder tracks. YANKEE FREIGHT SYSTEMS LLC leads with an average gross weekly revenue of $5,491 and an average $2,000 sign-on bonus. Zmile Inc follows at $2,987/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 May 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Where Leesburg, Virginia differs from the Virginia baseline
Among the figures above, average weekly pay is where Leesburg, Virginia differs most from Virginia — 19% above statewide.
Leesburg, Virginia's top owner-operator carriers right now
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 is number-one in Leesburg, Virginia this month on the composite ranking. YANKEE FREIGHT SYSTEMS LLC's FMCSA score is strongest on hours-of-service compliance — 98th percentile. Driver applications get a faster-than-median response in Leesburg, Virginia.
#2Zmile Inc — $2,987/wk
Zmile Inc ranks in the 98th percentile for hours-of-service compliance on FMCSA SAFER data. The carrier tracks as a responsive employer on Lanefinder's data.
#3Performance Trucking Inc — $8,000/wk
Performance Trucking Inc's gross weekly revenue ranks in the 93rd percentile across Leesburg, Virginia. Performance Trucking Inc ranks in the 99th percentile for driver fitness on FMCSA SAFER data.
Also in the top 10: #4 AD EXPRESS TRUCKING LLC at $2,416/wk, #5 WIDER GROUP INC at $6,250/wk, #6 D-LINE TRUCKING INC at $5,750/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 $7,025/wk.
What Leesburg, Virginia drivers actually run
Of active CDL postings in Leesburg, Virginia this month, 9% are regional and 89% are OTR (long-haul). Local and semi-local routes account for the remaining 2%.
Across Leesburg, Virginia CDL postings: 1% with guaranteed pay, 27% dedicated, 93% take-truck-home, 73% 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 Leesburg, Virginia
- CDL driver salary in Leesburg, Virginia
- Best owner-operator companies in Virginia
Where this data comes from
Compensation is the largest single weight at 30% — pay percentile, sign-on bonus, guaranteed-pay availability, and settlement cadence. FMCSA safety contributes 25%, built from five SAFER dimensions with unsafe-driving and hours-of-service weighted 2× heavier. Benefits contribute 25%, scored separately for W2 versus owner-operator and 1099 carriers. Operational performance — application responsiveness and fleet scale — contributes 20%. Updated May 2026.