Updated September 2026
Best Trucking Companies in Lake Oswego, Oregon (September 2026)
240 W2 trucking carriers are currently posting jobs in Lake Oswego, Oregon as of September 2026. WESTERN MOUNTAIN TRANSPORT INC leads with an average weekly pay of $1,650 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.
Where CDL pay is strongest in Lake Oswego, Oregon this month
The top of the list is WESTERN MOUNTAIN TRANSPORT INC at $1,650/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1WESTERN MOUNTAIN TRANSPORT INC — $1,650/wk
WESTERN MOUNTAIN TRANSPORT INC is number-one in Lake Oswego, Oregon this month on the composite ranking. WESTERN MOUNTAIN TRANSPORT INC's top FMCSA dimension is driver fitness, in the 93rd percentile. Lanefinder's application data flags WESTERN MOUNTAIN TRANSPORT INC as a responsive employer.
#2DICK IRVIN INC — $2,250/wk
DICK IRVIN INC's weekly pay ranks in the 96th percentile across Lake Oswego, Oregon. DICK IRVIN INC ranks in the 97th percentile for hours-of-service compliance on FMCSA SAFER data.
DICK IRVIN INC offers the highest sign-on bonus among Lake Oswego, Oregon's top 10 — $10,000.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC sits in the 94th percentile for weekly pay among Lake Oswego, Oregon carriers. Strongest FMCSA dimension is unsafe-driving avoidance — 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 ORGANICALLY GROWN COMPANY at $2,350/wk, #8 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #9 G-DIAMOND TRANSPORT INC at $2,045/wk, #10 True Transport Inc. at $2,250/wk.
What Lake Oswego, Oregon drivers actually run
Of active CDL postings in Lake Oswego, Oregon this month, 18% are regional and 71% are OTR (long-haul). Local and semi-local routes account for the remaining 11%.
Across Lake Oswego, Oregon CDL postings: 2% with guaranteed pay, 26% dedicated, 73% take-truck-home, 64% pet-friendly, 63% riders-allowed.
Lake Oswego, Oregon vs Oregon: the numbers that diverge
Lake Oswego, Oregon's biggest divergence from Oregon is on dedicated routes, 8 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 Lake Oswego, Oregon
- CDL driver salary in Lake Oswego, Oregon
- Best trucking companies in Oregon
Where this data comes from
Lanefinder's ranking algorithm weights compensation at 30%, FMCSA SAFER safety at 25%, benefits at 25%, and operational performance at 20%. Compensation reflects pay percentile plus sign-on bonus, guaranteed pay, and settlement-frequency adjustments. Benefits scoring is hiring-type-aware. Operational performance comes mostly from how carriers handle real driver applications. Updated September 2026.