Updated September 2026
Best Trucking Companies in Maryland (September 2026)
Maryland's W2 trucking market includes 462 active carriers as of September 2026. Pipco Transportation leads with an average weekly pay of $1,940 and an average $1,500 sign-on bonus. HAZMAT ENVIRONMENTAL GROUP INC follows at $1,975/week. Maryland freight flows through Port of Baltimore — a major East Coast container and auto-import port (recovering from the 2024 Key Bridge collapse) — and along the I-95 / I-70 / I-695 Beltway corridor connecting mid-Atlantic manufacturing and DC-metro distribution.
What changed in September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
The trucking companies leading Maryland this month
The top of the list is Pipco Transportation at $1,940/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1Pipco Transportation — $1,940/wk
Pipco Transportation is number-one in Maryland this month on the composite ranking. Pipco Transportation sits in the 88th percentile for weekly pay among Maryland carriers. Pipco Transportation 's FMCSA score is strongest on vehicle maintenance — 97th percentile. Pipco Transportation responds to driver applications more reliably than the Maryland median.
#2HAZMAT ENVIRONMENTAL GROUP INC — $1,975/wk
HAZMAT ENVIRONMENTAL GROUP INC's weekly pay ranks in the 90th percentile across Maryland. Strongest FMCSA dimension is hours-of-service compliance — 99th percentile.
HAZMAT ENVIRONMENTAL GROUP INC leads Maryland's top 10 on sign-on bonus, advertising $6,000 for new drivers.
#3Covenant Transport Inc — $1,762/wk
Covenant Transport Inc's top FMCSA dimension is driver fitness, in the 99th percentile.
Also in the top 10: #4 TDR TRANSPORT at $2,200/wk, #5 Big Foot Transport LLC at $2,650/wk, #6 Maumee Express, Inc. at $1,925/wk, #7 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #8 KEYSTONE TRANSPORT SERVICES LLC at $1,965/wk, #9 IMPERIAL EXPRESS LLC at $1,450/wk, #10 ECM ENERGY SERVICES INC at $1,950/wk.
What Maryland drivers actually run
Of active CDL postings in Maryland this month, 28% are regional and 56% are OTR (long-haul). Local and semi-local routes account for the remaining 16%.
Across Maryland CDL postings: 2% with guaranteed pay, 29% dedicated, 66% take-truck-home, 54% pet-friendly, 53% riders-allowed.
Driving CDL in Maryland
Maryland freight flows through the Port of Baltimore — a major East Coast container and auto-import port (recovering from the 2024 Key Bridge collapse) — and along the I-95 / I-70 / I-695 (Baltimore Beltway) corridor connecting mid-Atlantic manufacturing and DC-metro distribution. The Beltway is consistently top-tier in US congestion. Cost of living is high and state income tax is moderate-to-high depending on county add-ons. Eastern Shore freight (poultry processing especially) is a distinct regional segment. The Bay Bridge wind restrictions and weight rules complicate Eastern Shore route timing.
Related guides
- Best owner-operator companies in Maryland
- CDL driver salary in Maryland
- Best trucking companies in the United States
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.