Updated November 2026
Best Owner-Operator Companies in Chesapeake, Virginia (November 2026)
569 carriers are hiring owner-operators in Chesapeake, Virginia right now, per Lanefinder's November 2026 snapshot. MONDO MOTION LLC leads with an average gross weekly revenue of $9,250. MAYBACH INTERNATIONAL GROUP INC follows at $3,025/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 November 2026
MONDO MOTION LLC at #1, MAYBACH INTERNATIONAL GROUP INC at #2, and ROLLING ON WHEELS LLC at #3 are new to the top 50 in Chesapeake, Virginia. RAY'S TRANSPORT INC (was #1), EXPRESS FREIGHT SYSTEMS LLC (was #2), and ANTLER TRANSPORT LLC (was #3) left the top 50. Average weekly pay moved most at EXPRESS CR INC (up 18.2% from $2,750 to $3,250). Elsewhere in the top 50, 7 carriers joined, 7 left, and 28 changed rank.
All changes since October 2026
| Carrier | Last month | This month | Change |
|---|---|---|---|
| MONDO MOTION LLC | Not ranked | #1 | New |
| MAYBACH INTERNATIONAL GROUP INC | Not ranked | #2 | New |
| ROLLING ON WHEELS LLC | Not ranked | #3 | New |
| WINNERS TRANSPORTATION LLC | Not ranked | #4 | New |
| WIDER GROUP INC | #4 | #5 | Down 1 place |
| IKKO LOGISTICS LLC | #7 | #6 | Up 1 place |
| BLUE LIGHTNING LOGISTICS | #5 | #7 | Down 2 places |
| C & G TRANSPORTATION INC | #6 | #8 | Down 2 places |
| HERMES NVC CORP | Not ranked | #9 | New |
| M&D TRANSPORT | #9 | #10 | Down 1 place |
| TITAN FREIGHT LINES INC | #10 | #12 | Down 2 places |
| Goldway Trans LLC | #12 | #13 | Down 1 place |
| ITF Group | #13 | #14 | Down 1 place |
| LUXOR DRIVE INC | Not ranked | #15 | New |
| FIVE STAR TRUCKING INC | #14 | #16 | Down 2 places |
| WLC GROUP INC | Not ranked | #17 | New |
| CO Lines Inc | #15 | #18 | Down 3 places |
| BIG JOHN EXPEDITED INC | #17 | #19 | Down 2 places |
| SUPERTRANSPORT LLC | #21 | #20 | Up 1 place |
| LEGACY CARGO LLC | #20 | #21 | Down 1 place |
| SOUTHLAND TRANSPORTATION | #23 | #22 | Up 1 place |
| STEPANOV TRUCKING LLC | Not ranked | #23 | New |
| Blue Diamond Transportation LLC | #28 | #24 | Up 4 places |
| J & J Oil LLC | #18 | #25 | Down 7 places |
| EXPRESS CR INC | #31 | #26 | Up 5 placesweekly pay up 18.2% ($2,750 → $3,250) |
| SUNGOR TRANSPORTATION INC | #24 | #27 | Down 3 places |
| General Transport | #27 | #28 | Down 1 place |
| ALBA TRANS INC | #30 | #29 | Up 1 place |
| COMMONWEALTH TRANSPORTATION LLC | #34 | #30 | Up 4 places |
| AS TRANSPORTATION INC | Not ranked | #31 | New |
| OTRL Recruiting | Not ranked | #32 | New |
| A & H INC | #35 | #33 | Up 2 places |
| D & H CATTLE COMPANY LLC | #33 | #34 | Down 1 place |
| LINESTAR EXPRESS LLC | #32 | #35 | Down 3 places |
| BUR-TRANS INC | #41 | #39 | Up 2 places |
| MILESTONE TRUCKING LLC | #39 | #40 | Down 1 place |
| HORIZON TRANSPORTATION | #40 | #41 | Down 1 place |
| BREEZE TRANSPORTATION INCORPORATED | #43 | #42 | Up 1 place |
| VITAL TRANSPORTATION CORP | #42 | #43 | Down 1 place |
| RAY'S TRANSPORT INC | #1 | Not ranked | Dropped out |
| EXPRESS FREIGHT SYSTEMS LLC | #2 | Not ranked | Dropped out |
| ANTLER TRANSPORT LLC | #3 | Not ranked | Dropped out |
| KILO METER LOGISTIC INC | #8 | Not ranked | Dropped out |
| TNO TRUCKING INC | #16 | Not ranked | Dropped out |
| A&M CARRIERS INC | #19 | Not ranked | Dropped out |
| BLACK EAGLE EXPRESS LLC | #22 | Not ranked | Dropped out |
| MAX MOVE LLC | #25 | Not ranked | Dropped out |
| DOGE Trucking LLC | #26 | Not ranked | Dropped out |
| WESTERN MOUNTAIN TRANSPORT INC | #29 | Not ranked | Dropped out |
Where owner-operator pay is strongest in Chesapeake, Virginia this month
The top of the list is MONDO MOTION LLC at $9,250/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1MONDO MOTION LLC — $9,250/wk
MONDO MOTION LLC is number-one in Chesapeake, Virginia this month on the composite ranking. MONDO MOTION LLC sits in the 96th percentile for gross weekly revenue among Chesapeake, Virginia carriers. On hours-of-service compliance, the carrier ranks in the 98th percentile per FMCSA SAFER data. Lanefinder's application data flags MONDO MOTION LLC as a responsive employer.
#2MAYBACH INTERNATIONAL GROUP INC — $3,025/wk
MAYBACH INTERNATIONAL GROUP INC is new to the Chesapeake, Virginia top 50 this month — first appearance in this ranking. MAYBACH INTERNATIONAL GROUP INC ranks in the 96th percentile for driver fitness on FMCSA SAFER data. MAYBACH INTERNATIONAL GROUP INC tracks as a responsive employer on application-response data.
#3ROLLING ON WHEELS LLC — $6,500/wk
ROLLING ON WHEELS LLC makes its first-time appearance in Chesapeake, Virginia's ranking this month. ROLLING ON WHEELS LLC's FMCSA score is strongest on driver fitness — 87th percentile. Driver applications get a faster-than-median response in Chesapeake, Virginia.
Also in the top 10: #4 WINNERS TRANSPORTATION LLC at $2,657/wk, #5 WIDER GROUP INC at $6,250/wk, #6 IKKO LOGISTICS LLC at $7,500/wk, #7 BLUE LIGHTNING LOGISTICS at $7,000/wk, #8 C & G TRANSPORTATION INC at $7,500/wk, #9 HERMES NVC CORP at $4,437/wk, #10 M&D TRANSPORT at $7,000/wk.
What Chesapeake, Virginia drivers actually run
Of active CDL postings in Chesapeake, Virginia this month, 9% are regional and 90% are OTR (long-haul). Local and semi-local routes account for the remaining 1%.
Guaranteed pay is on offer at 1% of Chesapeake, Virginia postings; dedicated routes at 28%; take-truck-home at 93%. Pet-friendly policies appear at 72% and riders-allowed at 71%.
Where Chesapeake, Virginia differs from the Virginia baseline
| Chesapeake, Virginia | Virginia top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,030 | $5,161 | +17% |
| Sign-on bonus rate | 28% | 33% | -5 pt |
Source: Lanefinder index, November 2026
The largest gap is on average weekly pay: Chesapeake, Virginia sits 17% above the Virginia baseline.
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 Chesapeake, Virginia
- CDL driver salary in Chesapeake, Virginia
- Best owner-operator 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 November 2026.