Updated May 2026
Best Trucking Companies in Medford, Massachusetts (May 2026)
There are 237 W2 trucking carriers currently posting jobs in Medford, Massachusetts. The ranking below reflects active jobs as of May 2026, not historical pay surveys. KEEP TRUCKING LLC leads with an average weekly pay of $2,200. True Transport Inc. follows at $2,250/week. 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.
Medford, Massachusetts'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 tops the Medford, Massachusetts ranking with the strongest composite score across pay, safety, benefits, and operational signals. KEEP TRUCKING LLC pays above the 89th percentile on weekly pay for the Medford, Massachusetts market. KEEP TRUCKING LLC's top FMCSA dimension is controlled-substances compliance, in the 88th percentile. KEEP TRUCKING LLC responds to driver applications more reliably than the Medford, Massachusetts median.
#2True Transport Inc. — $2,250/wk
True Transport Inc.'s weekly pay ranks in the 97th percentile across Medford, Massachusetts. True Transport Inc.'s FMCSA score is strongest on unsafe-driving avoidance — 99th percentile. Lanefinder's application data flags True Transport Inc. as a responsive employer.
True Transport Inc. doesn't top the ranking but offers higher weekly pay than #1 — $2,250/week.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC pays above the 89th percentile on weekly pay for the Medford, Massachusetts market. JK MOVING & STORAGE INC ranks in the 94th percentile for unsafe-driving avoidance on FMCSA SAFER data.
Also in the top 10: #4 Covenant Transport Inc at $1,762/wk, #5 HMD TRUCKING INC at $1,875/wk, #6 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #7 JS HELWIG & SON LLC at $1,850/wk, #8 DIVINE ENTERPRISES at $1,375/wk, #9 ABENAQUI CARRIERS at $1,750/wk, #10 Diaz Stone & Pallet Inc. at $1,750/wk.
Lane mix and benefits across Medford, Massachusetts
The route mix in Medford, Massachusetts this month tilts OTR: 17% regional, 75% OTR, 8% local, 0% semi-local — drawn from active postings, not historical surveys.
Across Medford, Massachusetts CDL postings: 1% with guaranteed pay, 26% dedicated, 72% take-truck-home, 61% pet-friendly, 60% riders-allowed.
Where Medford, Massachusetts differs from the Massachusetts baseline
Medford, Massachusetts's biggest divergence from Massachusetts is on sign-on bonus availability, 5 points above the state 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 owner-operator companies in Medford, Massachusetts
- CDL driver salary in Medford, Massachusetts
- Best trucking companies in Massachusetts
Where this data comes from
The score is built from four buckets. Thirty percent compensation, drawn from real active job postings and modified by bonus and settlement structure. Twenty-five percent safety, from FMCSA SAFER. Twenty-five percent benefits, scored hiring-type-aware. Twenty percent operational performance, drawn from how carriers actually behave toward applicants. Updated May 2026.