Updated May 2026
Best Trucking Companies in Portland, Oregon (May 2026)
For W2 company drivers in Portland, Oregon, Lanefinder tracks 241 carriers as of May 2026. KEEP TRUCKING LLC leads with an average weekly pay of $2,200. True Transport Inc. follows at $2,250/week. Portland freight moves on I-5 and I-84, with the Port of Portland handling bulk grain and auto imports. Agricultural and forestry exports — wheat, hay, lumber — generate significant outbound volumes through Pacific Northwest rail and truck lanes.
What changed in May 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Portland, Oregon's top trucking carriers right now
The top of the list is KEEP TRUCKING LLC at $2,200/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1KEEP TRUCKING LLC — $2,200/wk
KEEP TRUCKING LLC leads the Portland, Oregon market on combined pay and ranking score this month. KEEP TRUCKING LLC pays above the 90th percentile on weekly pay for the Portland, Oregon market. KEEP TRUCKING LLC's top FMCSA dimension is controlled-substances compliance, in the 88th percentile. Driver applications get a faster-than-median response in Portland, Oregon.
#2True Transport Inc. — $2,250/wk
True Transport Inc. pays above the 92nd percentile on weekly pay for the Portland, Oregon market. True Transport Inc.'s top FMCSA dimension is unsafe-driving avoidance, in the 99th percentile. True Transport Inc. responds to driver applications more reliably than the Portland, Oregon median.
#3DICK IRVIN INC — $2,250/wk
DICK IRVIN INC's weekly pay ranks in the 97th percentile across Portland, Oregon. DICK IRVIN INC ranks in the 96th percentile for hours-of-service compliance on FMCSA SAFER data.
DICK IRVIN INC leads Portland, Oregon's top 10 on sign-on bonus, advertising $10,000 for new drivers.
Also in the top 10: #4 JK MOVING & STORAGE INC at $2,200/wk, #5 SABUR LLC at $1,850/wk, #6 ORGANICALLY GROWN COMPANY at $2,350/wk, #7 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #8 DIVINE ENTERPRISES at $1,375/wk, #9 OAK HARBOR FREIGHT LINES INC at $1,750/wk, #10 Dillard Trucking at $2,200/wk.
Lane mix and benefits across Portland, Oregon
18% of Portland, Oregon's active CDL postings are regional and 72% are OTR; local plus semi-local accounts for the rest (10%).
Across Portland, Oregon CDL postings: 1% with guaranteed pay, 26% dedicated, 74% take-truck-home, 63% pet-friendly, 62% riders-allowed.
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 Portland, Oregon
- CDL driver salary in Portland, Oregon
- Best trucking companies in Oregon
Where this data comes from
Compensation, FMCSA safety, benefits, and operational performance — weighted 30, 25, 25, and 20 percent respectively. Compensation extends beyond headline pay to include sign-on bonus tier and settlement cadence. Benefits scoring differs by hiring type because the perks that matter to a W2 driver and a contractor are not the same. Updated May 2026.