Updated November 2026

Best Trucking Companies in Owensboro, Kentucky (November 2026)

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For W2 company drivers in Owensboro, Kentucky, Lanefinder tracks 370 carriers as of November 2026. Herrington Transportation Inc. leads with an average weekly pay of $2,000. McLeod Express LLC follows at $1,600/week. Kentucky is home to UPS Worldport in Louisville, the world's largest automated package handling facility, with I-65 / I-71 / I-75 truck corridors feeding automotive assembly plants and a major bourbon-export manufacturing cluster.

What changed in November 2026

SAFE WAY CARRIER LLC at #8 and MNS1 EXPRESS INC at #9 are new to the top 50 in Owensboro, Kentucky. Biggest climbs: Herrington Transportation Inc. (#37 → #1) and FW TRUCKING (#20 → #4). Biggest falls: LAWRENCE TRANSPORTATION COMPANY (#2 → #25) and South East Carriers INC (#6 → #17). Elsewhere in the top 50, 5 carriers joined, 7 left, 39 changed rank, and 1 changed pay or benefits.

All changes since October 2026
Ranking changes in Owensboro, Kentucky, October 2026 to November 2026
Carrier Last month This month Change
Herrington Transportation Inc.#37#1Up 36 places
McLeod Express LLC#9#2Up 7 placesweekly pay down 1.5% ($1,625 → $1,600)
HandledNow LLC#1#3Down 2 places
FW TRUCKING#20#4Up 16 places
True Transport Inc.#14#5Up 9 places
PREMIER TRANSPORTATION#3#6Down 3 places
JK MOVING & STORAGE INC#4#7Down 3 places
SAFE WAY CARRIER LLCNot ranked#8New
MNS1 EXPRESS INCNot ranked#9New
Covenant Transport Inc#5#10Down 5 places
Mountain States L.P. Gas Not ranked#11New
DICK LAVY TRUCKINGNot ranked#12New
Great Plains Trucking Inc.#7#13Down 6 places
PRAIRIE FIELD SERVICES LLC#8#14Down 6 places
ARKA EXPRESS INCNot ranked#15New
GATEWAY DISTRIBUTION#11#16Down 5 places
South East Carriers INC#6#17Down 11 places
Badger Express LLC#10#18Down 8 places
JS HELWIG & SON LLC#12#19Down 7 places
Diaz Stone & Pallet Inc.#13#20Down 7 places
G-DIAMOND TRANSPORT INC#16#21Down 5 places
ALBA TRANS INC#15#22Down 7 places
G & C FOOD DISTRIBUTORS & BROKERS INC#17#23Down 6 places
ELBERTA LOGISTICS INTERNATIONAL LLC#18#24Down 6 places
LAWRENCE TRANSPORTATION COMPANY#2#25Down 23 places
MC CARRIER LLC#22#26Down 4 places
BRADY TRUCKING INC#19#27Down 8 places
HOLLAND ENTERPRISES INC#24#28Down 4 places
C & G TRANSPORTATION INC #27#29Down 2 places
R B HUMPHREYS INCNot ranked#30New
KAISER TRANSPORT INC#25#31Down 6 places
AFC Transport, Inc#29#32Down 3 places
A & H INC#30#33Down 3 places
RIVER CITY TRANSPORT INC#26#34Down 8 places
Alco Transportation Inc#28#35Down 7 places
AN ENTERPRISE INC#32#36Down 4 places
EA EXPRESS LLC#35#37Down 2 places
SERVICE ONE TRANSPORT INC#34#38Down 4 places
LUCKY WORLD INCNot ranked#39New
CARGORX DRY CAPACITY#38#40Down 2 places
BARTELS TRUCK LINE INC#36#41Down 5 places
HUTCHINSON TRUCKING LLC#39#42Down 3 places
RAPID RESPONSE, INC.#40#43Down 3 places
CJC CARRIER LLC#42#44Down 2 places
TDR TRANSPORT#43#45Down 2 places
CTK LOGISTICS LLC#44#46Down 2 places
Bakers Express#45#47Down 2 places
DRAKE FARMS TRUCKING INC#46#48Down 2 places
SEMO EXPRESS LLC#47#49Down 2 places
EAGLE EYE TRUCK LINES LLC#48#50Down 2 places
H & M TRUCKING INC#21Not rankedDropped out
WILLIAMS PRESTIGE ENTERPRISE#23Not rankedDropped out
Z TRANSPORTATION INC#31Not rankedDropped out
Excel Trucking LLC#33Not rankedDropped out
REISCH TRUCKING INC#41Not rankedDropped out
S & R TRANSPORTATION LLC#49Not rankedDropped out
National Express Carriers#50Not rankedDropped out

Owensboro, Kentucky'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. is number-one in Owensboro, Kentucky this month on the composite ranking. Herrington Transportation Inc. pays above the 85th percentile on weekly pay for the Owensboro, Kentucky market. Lanefinder's application data flags Herrington Transportation Inc. as a responsive employer.

#2McLeod Express LLC — $1,600/wk

McLeod Express LLC rose 7 positions month-over-month, from #9 to #2. McLeod Express LLC ranks in the 94th percentile for unsafe-driving avoidance on FMCSA SAFER data. McLeod Express LLC runs a guaranteed-pay structure on the comp package.

McLeod Express LLC is the lone Owensboro, Kentucky top-10 carrier offering OTR work with a guaranteed weekly wage.

#3HandledNow LLC — $1,550/wk

HandledNow LLC's top FMCSA dimension is driver fitness, in the 99th percentile. Lanefinder's application data flags HandledNow LLC as a responsive employer. Weekly pay is guaranteed regardless of miles run.

The top sign-on bonus in Owensboro, Kentucky's top 10 is HandledNow LLC's — $7,500.

Also in the top 10: #4 FW TRUCKING at $1,800/wk, #5 True Transport Inc. at $2,250/wk, #6 PREMIER TRANSPORTATION at $1,950/wk, #7 JK MOVING & STORAGE INC at $2,200/wk, #8 SAFE WAY CARRIER LLC at $2,100/wk, #9 MNS1 EXPRESS INC at $2,050/wk, #10 Covenant Transport Inc at $1,762/wk.

Lane mix and benefits across Owensboro, Kentucky

The route mix in Owensboro, Kentucky this month tilts OTR: 24% regional, 74% OTR, 2% local, 0% semi-local — drawn from active postings, not historical surveys.

Guaranteed pay is on offer at 3% of Owensboro, Kentucky postings; dedicated routes at 25%; take-truck-home at 83%. Pet-friendly policies appear at 67% and riders-allowed at 68%.

Where Owensboro, Kentucky differs from the Kentucky baseline

How Owensboro, Kentucky compares to Kentucky
Owensboro, KentuckyKentucky top 50 Delta
Dedicated routes32%47%-15 pt
Riders-allowed policies88%76%+12 pt
Take-truck-home96%86%+10 pt
Pet-friendly fleets74%67%+7 pt

Source: Lanefinder index, November 2026

The largest gap is on dedicated routes: Owensboro, Kentucky sits 15 points below the Kentucky baseline.

Driving CDL in Kentucky

Kentucky is home to UPS Worldport in Louisville, the world's largest automated package handling facility, which generates enormous regional trucking demand around the nightly sort cycle. The I-65 / I-71 / I-75 corridors feed automotive assembly (Toyota Georgetown, Ford Louisville) and bourbon distillery distribution. Coal freight from eastern KY mines moves by rail and truck to power plants. Cost of living is below the national average. Kentucky has a low flat state income tax. I-75 through the eastern KY mountains in winter is no joke.

How we compile these rankings

Rankings combine four signals: compensation (30%) including pay percentile, sign-on bonuses, guaranteed pay, and settlement frequency; FMCSA safety (25%); benefits (25%) scored differently for W2 vs owner-operator carriers; and operational performance (20%) measuring employer responsiveness and fleet scale. Recomputed monthly from real active job postings. Updated November 2026.

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