Updated May 2026
Best Trucking Companies in Chelsea, Massachusetts (May 2026)
Lanefinder tracks 235 W2 trucking carriers hiring in Chelsea, Massachusetts. Rankings below reflect May 2026 data: pay percentiles, FMCSA safety, benefit prevalence, and operational performance. 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.
The trucking companies leading Chelsea, Massachusetts this month
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 Chelsea, Massachusetts market on combined pay and ranking score this month. Pay sits above the 89th percentile in the Chelsea, Massachusetts market. On controlled-substances compliance, the carrier ranks in the 88th percentile per FMCSA SAFER data. KEEP TRUCKING LLC responds to driver applications more reliably than the Chelsea, Massachusetts median.
#2True Transport Inc. — $2,250/wk
True Transport Inc.'s weekly pay ranks in the 97th percentile across Chelsea, Massachusetts. True Transport Inc.'s FMCSA score is strongest on unsafe-driving avoidance — 99th percentile. True Transport Inc. responds to driver applications more reliably than the Chelsea, Massachusetts median.
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's weekly pay ranks in the 94th percentile across Chelsea, Massachusetts. Strongest FMCSA dimension is unsafe-driving avoidance — 94th percentile.
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 Chelsea, Massachusetts
16% of Chelsea, Massachusetts's active CDL postings are regional and 76% are OTR; local plus semi-local accounts for the rest (8%).
Across Chelsea, Massachusetts CDL postings: 1% with guaranteed pay, 26% dedicated, 73% take-truck-home, 61% pet-friendly, 61% riders-allowed.
Where Chelsea, Massachusetts differs from the Massachusetts baseline
| Chelsea, Massachusetts | Massachusetts top 50 | Delta | |
|---|---|---|---|
| Sign-on bonus rate | 48% | 43% | +5 pt |
| Pet-friendly fleets | 68% | 63% | +5 pt |
Source: Lanefinder index, May 2026
The largest gap is on sign-on bonus availability: Chelsea, Massachusetts sits 5 points 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 owner-operator companies in Chelsea, Massachusetts
- CDL driver salary in Chelsea, Massachusetts
- Best trucking companies in Massachusetts
The methodology behind the rankings
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.