Updated September 2026
Best Trucking Companies in Bend, Oregon (September 2026)
211 W2 trucking carriers are hiring in Bend, Oregon this September 2026. WESTERN MOUNTAIN TRANSPORT INC leads with an average weekly pay of $1,600 and an average $5,000 sign-on bonus. DICK IRVIN INC follows at $2,250/week. Oregon freight moves on I-5 north-south through Portland and Eugene, with the Port of Portland handling bulk grain and auto imports, and agricultural and forestry exports — wheat, hay, lumber — generating significant outbound volumes.
What changed in September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Bend, Oregon's top trucking carriers right now
The top of the list is WESTERN MOUNTAIN TRANSPORT INC at $1,600/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1WESTERN MOUNTAIN TRANSPORT INC — $1,600/wk
WESTERN MOUNTAIN TRANSPORT INC tops the Bend, Oregon ranking with the strongest composite score across pay, safety, benefits, and operational signals. Strongest FMCSA dimension is driver fitness — 93rd percentile. Application-response data flags this carrier as a responsive employer.
#2DICK IRVIN INC — $2,250/wk
DICK IRVIN INC pays above the 91st percentile on weekly pay for the Bend, Oregon market. DICK IRVIN INC's top FMCSA dimension is hours-of-service compliance, in the 97th percentile.
The top sign-on bonus in Bend, Oregon's top 10 is DICK IRVIN INC's — $10,000.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC pays above the 89th percentile on weekly pay for the Bend, Oregon market. JK MOVING & STORAGE INC's top FMCSA dimension is unsafe-driving avoidance, in the 93rd percentile.
Also in the top 10: #4 TP TRUCKING at $1,950/wk, #5 Big Foot Transport LLC at $2,650/wk, #6 JR'S FREIGHT SERVICE INC at $2,000/wk, #7 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #8 True Transport Inc. at $2,250/wk, #9 G-DIAMOND TRANSPORT INC at $2,045/wk, #10 ELBERTA LOGISTICS INTERNATIONAL LLC at $2,000/wk.
Lane mix and benefits across Bend, Oregon
The route mix in Bend, Oregon this month tilts OTR: 16% regional, 80% OTR, 2% local, 2% semi-local — drawn from active postings, not historical surveys.
Guaranteed pay is on offer at 2% of Bend, Oregon postings; dedicated routes at 25%; take-truck-home at 78%. Pet-friendly policies appear at 65% and riders-allowed at 64%.
How Bend, Oregon compares to Oregon
Bend, Oregon's biggest divergence from Oregon is on dedicated routes, 10 points above the state baseline.
Driving CDL in Oregon
Oregon freight moves on I-5 north-south through the Willamette Valley (Portland-Salem-Eugene), with the Port of Portland handling bulk grain (one of the largest US wheat-export terminals) and auto imports. Agricultural and forestry exports — wheat, hay, lumber, Christmas trees in season — generate significant outbound volume. Mountain passes on I-84 east and on US-26 west of Mt. Hood are winter operational variables. Oregon has no general sales tax but a high graduated state income tax. Cost of living in Portland is high; rural OR is more affordable.
Related guides
- Best owner-operator companies in Bend, Oregon
- CDL driver salary in Bend, Oregon
- Best trucking companies in Oregon
How we compile these rankings
Compensation (30%): pay percentile + sign-on bonus + guaranteed pay + settlement frequency. FMCSA safety (25%): weighted percentile across vehicle maintenance, unsafe driving, hours-of-service, driver fitness, and controlled substances. Benefits (25%): hiring-type-aware. Operational (20%): driver-application responsiveness, modulated by fleet scale. Updated September 2026.