Updated May 2026
Best Trucking Companies in Springfield, Massachusetts (May 2026)
As of May 2026, 249 carriers in Springfield, Massachusetts are posting active jobs for W2 company drivers. 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.
Where CDL pay is strongest in Springfield, 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 is number-one in Springfield, Massachusetts this month on the composite ranking. KEEP TRUCKING LLC sits in the 94th percentile for weekly pay among Springfield, Massachusetts carriers. KEEP TRUCKING LLC's FMCSA score is strongest on controlled-substances compliance — 88th percentile. Driver applications get a faster-than-median response in Springfield, Massachusetts.
#2True Transport Inc. — $2,250/wk
True Transport Inc. sits in the 96th percentile for weekly pay among Springfield, Massachusetts carriers. True Transport Inc.'s top FMCSA dimension is unsafe-driving avoidance, in the 99th percentile. True Transport Inc. responds to driver applications more reliably than the Springfield, Massachusetts median.
True Transport Inc. actually pays more weekly than the top-ranked carrier — $2,250/week.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC sits in the 94th percentile for weekly pay among Springfield, Massachusetts carriers. Top FMCSA dimension here is unsafe-driving avoidance, in the 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 GATEWAY DISTRIBUTION at $1,750/wk, #8 JS HELWIG & SON LLC at $1,850/wk, #9 PREMIER TRANSPORTATION at $1,700/wk, #10 DIVINE ENTERPRISES at $1,375/wk.
Lane mix and benefits across Springfield, Massachusetts
The route mix in Springfield, Massachusetts this month tilts OTR: 18% regional, 73% OTR, 8% local, 1% semi-local — drawn from active postings, not historical surveys.
Across Springfield, Massachusetts CDL postings: 2% with guaranteed pay, 26% dedicated, 73% take-truck-home, 59% pet-friendly, 60% riders-allowed.
How Springfield, Massachusetts compares to Massachusetts
| Springfield, Massachusetts | Massachusetts top 50 | Delta | |
|---|---|---|---|
| Take-truck-home | 88% | 82% | +6 pt |
| Dedicated routes | 36% | 31% | +5 pt |
| Pet-friendly fleets | 68% | 63% | +5 pt |
| Riders-allowed policies | 76% | 71% | +5 pt |
Source: Lanefinder index, May 2026
Among the figures above, take-truck-home is where Springfield, Massachusetts differs most from Massachusetts — 6 points above statewide.
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 Springfield, Massachusetts
- CDL driver salary in Springfield, Massachusetts
- Best trucking companies in Massachusetts
The methodology behind the rankings
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 May 2026.