Updated September 2026
Best Trucking Companies in Boston, Massachusetts (September 2026)
232 carriers are hiring W2 company drivers in Boston, Massachusetts right now, per Lanefinder's September 2026 snapshot. JK MOVING & STORAGE INC leads with an average weekly pay of $2,200. Covenant Transport Inc follows at $1,762/week. Boston freight runs on the I-90 / I-93 / I-95 metro grid, with the Port of Boston handling bulk and break-bulk cargo and a major biotech and pharmaceutical manufacturing cluster requiring cold-chain and hazmat lanes.
What changed in September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Boston, Massachusetts's top trucking carriers right now
The top of the list is JK MOVING & STORAGE INC at $2,200/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC leads the Boston, Massachusetts market on combined pay and ranking score this month. The carrier ranks in the 94th percentile for weekly pay in Boston, Massachusetts. JK MOVING & STORAGE INC ranks in the 93rd percentile for unsafe-driving avoidance on FMCSA SAFER data.
#2Covenant Transport Inc — $1,762/wk
Covenant Transport Inc's FMCSA score is strongest on driver fitness — 99th percentile.
#3HandledNow LLC — $1,875/wk
HandledNow LLC ranks in the 98th percentile for driver fitness on FMCSA SAFER data.
Also in the top 10: #4 ROAD SCHOLAR TRANSPORTATION LLC at $2,000/wk, #5 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #6 ABENAQUI CARRIERS at $1,750/wk, #7 True Transport Inc. at $2,250/wk, #8 G-DIAMOND TRANSPORT INC at $2,045/wk, #9 Diaz Stone & Pallet Inc. at $1,750/wk, #10 PREMIER TRANSPORTATION at $1,700/wk.
Lane mix and benefits across Boston, Massachusetts
18% of Boston, Massachusetts's active CDL postings are regional and 73% are OTR; local plus semi-local accounts for the rest (9%).
Across Boston, Massachusetts CDL postings: 1% with guaranteed pay, 28% dedicated, 70% take-truck-home, 60% pet-friendly, 59% riders-allowed.
Where Boston, Massachusetts differs from the Massachusetts baseline
| Boston, Massachusetts | Massachusetts top 50 | Delta | |
|---|---|---|---|
| Dedicated routes | 38% | 32% | +6 pt |
| Pet-friendly fleets | 68% | 62% | +6 pt |
Source: Lanefinder index, September 2026
Boston, Massachusetts's biggest divergence from Massachusetts is on dedicated routes, 6 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 Boston, Massachusetts
- CDL driver salary in Boston, 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 September 2026.