Updated May 2026
Best Owner-Operator Companies in Westfield, Massachusetts (May 2026)
511 owner-operator carriers are currently posting jobs in Westfield, Massachusetts as of May 2026. YANKEE FREIGHT SYSTEMS LLC leads with an average gross weekly revenue of $5,491 and an average $2,000 sign-on bonus. Zmile Inc follows at $2,987/week gross. Massachusetts freight runs on the I-90 / I-93 / I-95 metro grid through Boston, with Port of Boston handling bulk and container cargo and a major concentration of biotech and pharmaceutical manufacturing requiring cold-chain and hazmat 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.
Where owner-operator pay is strongest in Westfield, Massachusetts this month
The top of the list is YANKEE FREIGHT SYSTEMS LLC at $5,491/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1YANKEE FREIGHT SYSTEMS LLC — $5,491/wk
YANKEE FREIGHT SYSTEMS LLC is number-one in Westfield, Massachusetts this month on the composite ranking. Strongest FMCSA dimension is hours-of-service compliance — 98th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
#2Zmile Inc — $2,987/wk
Zmile Inc's FMCSA score is strongest on hours-of-service compliance — 98th percentile. Lanefinder's application data flags Zmile Inc as a responsive employer.
#3AD EXPRESS TRUCKING LLC — $2,416/wk
AD EXPRESS TRUCKING LLC tracks as a responsive employer on application-response data. AD EXPRESS TRUCKING LLC runs a guaranteed-pay structure on the comp package.
For guaranteed weekly pay, AD EXPRESS TRUCKING LLC is the only top-10 Westfield, Massachusetts carrier offering it.
Also in the top 10: #4 D-LINE TRUCKING INC at $5,750/wk, #5 TAZ TRUCKING INC at $10,999/wk, #6 INLAND EMPIRE LLC at $7,875/wk, #7 Rickman Transport, LLC at $9,250/wk, #8 Ali Star Inc at $10,000/wk, #9 BLUE LIGHTNING LOGISTICS at $7,000/wk, #10 TITAN FREIGHT LINES INC at $8,500/wk.
How drivers spend their time on the road in Westfield, Massachusetts
8% of Westfield, Massachusetts's active CDL postings are regional and 91% are OTR; local plus semi-local accounts for the rest (1%).
Guaranteed pay is on offer at 1% of Westfield, Massachusetts postings; dedicated routes at 28%; take-truck-home at 94%. Pet-friendly policies appear at 74% and riders-allowed at 71%.
Westfield, Massachusetts vs Massachusetts: the numbers that diverge
The largest gap is on average weekly pay: Westfield, Massachusetts sits 5% above the Massachusetts baseline.
Driving CDL in Massachusetts
Massachusetts freight runs on the I-90 / I-93 / I-95 grid through Boston, with the Port of Boston handling bulk and container cargo. A dense biotech and pharmaceutical manufacturing cluster around Cambridge / Boston / Worcester requires cold-chain and hazmat-eligible lanes. The Big Dig tunnels have truck-height and hazmat restrictions worth checking before routing. Boston congestion is consistently in the worst US tier. Cost of living is among the highest nationally. Massachusetts has a moderate flat state income tax with an added surtax on very high incomes (not relevant for most drivers).
Related guides
- Best trucking companies in Westfield, Massachusetts
- CDL driver salary in Westfield, Massachusetts
- Best owner-operator companies in Massachusetts
Where this data comes from
Four weighted components. Compensation carries 30% and includes pay percentile, sign-on bonus tier, guaranteed-pay availability, and settlement frequency. FMCSA safety carries 25%, built from five SAFER dimensions. Benefits carry 25%, scored separately for W2 versus owner-operator carriers. Operational performance carries 20%, measuring application responsiveness and fleet scale. Updated May 2026.