Updated November 2026
Best Trucking Companies in Lake Oswego, Oregon (November 2026)
238 W2 trucking carriers are currently posting jobs in Lake Oswego, Oregon as of November 2026. Herrington Transportation Inc. leads with an average weekly pay of $2,000. True Transport 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 November 2026
Mountain States L.P. Gas at #4 is new to the top 50 in Lake Oswego, Oregon. Biggest climb: Herrington Transportation Inc. (#24 → #1). Biggest fall: REISCH TRUCKING INC (#31 → #45). Elsewhere in the top 50, 2 carriers joined, 3 left, and 37 changed rank.
All changes since October 2026
Where CDL pay is strongest in Lake Oswego, Oregon this month
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 Lake Oswego, Oregon this month on the composite ranking. The carrier ranks in the 91st percentile for weekly pay in Lake Oswego, Oregon. Application-response data flags this carrier as a responsive employer.
#2True Transport Inc. — $2,250/wk
True Transport Inc. climbed from #7 to #2 this month — one of the biggest moves in Lake Oswego, Oregon. True Transport Inc. pays above the 91st percentile on weekly pay for the Lake Oswego, Oregon market. On unsafe-driving avoidance, the carrier ranks in the 98th percentile per FMCSA SAFER data.
#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 vehicle maintenance — 94th percentile.
Also in the top 10: #4 Mountain States L.P. Gas at $2,000/wk, #5 JR'S FREIGHT SERVICE INC at $2,000/wk, #6 ORGANICALLY GROWN COMPANY at $2,350/wk, #7 DICK IRVIN INC at $2,250/wk, #8 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #9 G-DIAMOND TRANSPORT INC at $2,045/wk, #10 Dillard Trucking at $2,200/wk.
What Lake Oswego, Oregon drivers actually run
Of active CDL postings in Lake Oswego, Oregon this month, 19% are regional and 71% are OTR (long-haul). Local and semi-local routes account for the remaining 10%.
Across Lake Oswego, Oregon CDL postings: 1% with guaranteed pay, 27% dedicated, 73% take-truck-home, 63% pet-friendly, 62% riders-allowed.
Lake Oswego, Oregon vs Oregon: the numbers that diverge
| Lake Oswego, Oregon | Oregon top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $1,900 | $1,950 | -3% |
| Riders-allowed policies | 76% | 70% | +6 pt |
Source: Lanefinder index, November 2026
Lake Oswego, Oregon's biggest divergence from Oregon is on riders-allowed policies, 6 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 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 November 2026.