Updated November 2026
Best Trucking Companies in Sheboygan, Wisconsin (November 2026)
Lanefinder is tracking 324 W2 trucking carriers in Sheboygan, Wisconsin (November 2026). Herrington Transportation Inc. leads with an average weekly pay of $2,000. South East Carriers INC follows at $1,800/week. Wisconsin freight moves on I-90 / I-94 through Milwaukee and Madison, with dairy and food processing as the dominant outbound commodity and paper and packaging manufacturing in the Fox River Valley generating consistent industrial loads.
What changed in November 2026
SAFE WAY CARRIER LLC at #5, MNS1 EXPRESS INC at #7, and Mountain States L.P. Gas at #9 are new to the top 50 in Sheboygan, Wisconsin. Biggest climb: Herrington Transportation Inc. (#31 → #1). Biggest falls: LAWRENCE TRANSPORTATION COMPANY (#2 → #21) and REISCH TRUCKING INC (#37 → #50). Elsewhere in the top 50, 4 carriers joined, 7 left, and 40 changed rank.
All changes since October 2026
| Carrier | Last month | This month | Change |
|---|---|---|---|
| Herrington Transportation Inc. | #31 | #1 | Up 30 places |
| South East Carriers INC | #1 | #2 | Down 1 place |
| True Transport Inc. | #10 | #3 | Up 7 places |
| PREMIER TRANSPORTATION | #3 | #4 | Down 1 place |
| SAFE WAY CARRIER LLC | Not ranked | #5 | New |
| JK MOVING & STORAGE INC | #4 | #6 | Down 2 places |
| MNS1 EXPRESS INC | Not ranked | #7 | New |
| Covenant Transport Inc | #5 | #8 | Down 3 places |
| Mountain States L.P. Gas | Not ranked | #9 | New |
| McLeod Express LLC | Not ranked | #10 | New |
| PRAIRIE FIELD SERVICES LLC | #6 | #11 | Down 5 places |
| ARKA EXPRESS INC | Not ranked | #12 | New |
| C & G TRANSPORTATION INC | #8 | #13 | Down 5 places |
| Badger Express LLC | #7 | #14 | Down 7 places |
| Diaz Stone & Pallet Inc. | #9 | #15 | Down 6 places |
| G-DIAMOND TRANSPORT INC | #11 | #16 | Down 5 places |
| ZELLER TRANSPORTATION LLC | #14 | #17 | Down 3 places |
| ELBERTA LOGISTICS INTERNATIONAL LLC | #13 | #18 | Down 5 places |
| CYCLE LOGISTICS INC | #12 | #19 | Down 7 places |
| MC CARRIER LLC | #16 | #20 | Down 4 places |
| LAWRENCE TRANSPORTATION COMPANY | #2 | #21 | Down 19 places |
| BRADY TRUCKING INC | #15 | #22 | Down 7 places |
| KEN GRAHAM TRUCKING INC | #18 | #23 | Down 5 places |
| HOLLAND ENTERPRISES INC | #22 | #24 | Down 2 places |
| A & H INC | #27 | #25 | Up 2 places |
| NEIER INC | #21 | #26 | Down 5 places |
| AFC Transport, Inc | #25 | #27 | Down 2 places |
| RIVER CITY TRANSPORT INC | #23 | #28 | Down 5 places |
| M&D TRANSPORT | #26 | #29 | Down 3 places |
| PASCAL CARRIER INC | #24 | #30 | Down 6 places |
| HAWKS TRANSPORT LLC | Not ranked | #31 | New |
| Z TRANSPORTATION INC | #29 | #32 | Down 3 places |
| Excel Trucking LLC | #28 | #33 | Down 5 places |
| AN ENTERPRISE INC | #30 | #34 | Down 4 places |
| Brenny Specialized Inc | #34 | #35 | Down 1 place |
| LUCKY WORLD INC | Not ranked | #36 | New |
| BARTELS TRUCK LINE INC | #32 | #37 | Down 5 places |
| Bertch Cabinet LLC | #33 | #38 | Down 5 places |
| CARGORX DRY CAPACITY | #36 | #39 | Down 3 places |
| GURTLER INDUSTRIES INC | #35 | #40 | Down 5 places |
| GT WORLDWIDE TRANSPORT INC | #38 | #41 | Down 3 places |
| TDR TRANSPORT | #39 | #42 | Down 3 places |
| JL LOGISTICS INC | #42 | #43 | Down 1 place |
| Caravan Inc | #40 | #44 | Down 4 places |
| CTK LOGISTICS LLC | #41 | #45 | Down 4 places |
| Bakers Express | #43 | #46 | Down 3 places |
| EAGLE EYE TRUCK LINES LLC | #45 | #47 | Down 2 places |
| S & R TRANSPORTATION LLC | #47 | #48 | Down 1 place |
| National Express Carriers | #46 | #49 | Down 3 places |
| REISCH TRUCKING INC | #37 | #50 | Down 13 places |
| H & M TRUCKING INC | #17 | Not ranked | Dropped out |
| WILLIAMS PRESTIGE ENTERPRISE | #19 | Not ranked | Dropped out |
| WESTERN MOUNTAIN TRANSPORT INC | #20 | Not ranked | Dropped out |
| VITAL TRANSPORTATION CORP | #44 | Not ranked | Dropped out |
| SQUARE ONE TRANSPORT LLC | #48 | Not ranked | Dropped out |
| 1 MTX LLC | #49 | Not ranked | Dropped out |
| Parks Motor Group Inc | #50 | Not ranked | Dropped out |
Sheboygan, Wisconsin's top trucking carriers right now
The top of the list is Herrington Transportation Inc. at $2,000/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1Herrington Transportation Inc. — $2,000/wk
Herrington Transportation Inc. leads the Sheboygan, Wisconsin market on combined pay and ranking score this month. Herrington Transportation Inc. sits in the 90th percentile for weekly pay among Sheboygan, Wisconsin carriers. Lanefinder's application data flags Herrington Transportation Inc. as a responsive employer.
#2South East Carriers INC — $1,800/wk
South East Carriers INC's FMCSA score is strongest on controlled-substances compliance — 96th percentile. Application-response data flags this carrier as a responsive employer.
#3True Transport Inc. — $2,250/wk
True Transport Inc. rose 7 positions month-over-month, from #10 to #3. True Transport Inc.'s weekly pay ranks in the 97th percentile across Sheboygan, Wisconsin. Top FMCSA dimension here is unsafe-driving avoidance, in the 98th percentile.
For pure pay maximization, True Transport Inc. beats the #1-ranked carrier weekly at $2,250.
Also in the top 10: #4 PREMIER TRANSPORTATION at $1,950/wk, #5 SAFE WAY CARRIER LLC at $2,100/wk, #6 JK MOVING & STORAGE INC at $2,200/wk, #7 MNS1 EXPRESS INC at $2,050/wk, #8 Covenant Transport Inc at $1,762/wk, #9 Mountain States L.P. Gas at $2,000/wk, #10 McLeod Express LLC at $1,400/wk.
What Sheboygan, Wisconsin drivers actually run
Of active CDL postings in Sheboygan, Wisconsin this month, 20% are regional and 75% are OTR (long-haul). Local and semi-local routes account for the remaining 5%.
Guaranteed pay is on offer at 2% of Sheboygan, Wisconsin postings; dedicated routes at 25%; take-truck-home at 81%. Pet-friendly policies appear at 67% and riders-allowed at 67%.
How Sheboygan, Wisconsin compares to Wisconsin
| Sheboygan, Wisconsin | Wisconsin top 50 | Delta | |
|---|---|---|---|
| Sign-on bonus rate | 40% | 35% | +5 pt |
| Dedicated routes | 32% | 41% | -9 pt |
| Pet-friendly fleets | 72% | 63% | +9 pt |
| Riders-allowed policies | 78% | 71% | +7 pt |
| Guaranteed pay | 6% | 12% | -6 pt |
Source: Lanefinder index, November 2026
The largest gap is on dedicated routes: Sheboygan, Wisconsin sits 9 points below the Wisconsin baseline.
Driving CDL in Wisconsin
Wisconsin freight moves on I-90 / I-94 through Milwaukee and Madison. Dairy and food processing are dominant outbound commodities — Wisconsin's reefer freight is a national-scale segment. Paper and packaging manufacturing in the Fox River Valley generates consistent industrial loads. Great Lakes ports at Green Bay and Superior handle bulk cargo. Cost of living is moderate. Wisconsin has a high graduated state income tax. Winter is severe — lake-effect snow off Lake Michigan affects the eastern third of the state; ice and salt corrosion eat equipment faster than southern states.
Related guides
- Best owner-operator companies in Sheboygan, Wisconsin
- CDL driver salary in Sheboygan, Wisconsin
- Best trucking companies in Wisconsin
Where this data comes from
Carriers are scored against carriers in their own market. The composite is 30% compensation (pay + bonus + guaranteed pay + settlement cadence), 25% FMCSA safety, 25% benefits (W2 vs owner-op scoring), and 20% operational performance (responsiveness + fleet scale). No paid placement — the weights are the same for every carrier in the index. Updated November 2026.