Updated May 2026

Best Trucking Companies in Portland, Maine (May 2026)

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For W2 company drivers in Portland, Maine, Lanefinder tracks 196 carriers as of May 2026. KEEP TRUCKING LLC leads with an average weekly pay of $2,200. JK MOVING & STORAGE INC follows at $2,200/week. Portland, Maine, handles the Port of Portland on Casco Bay, a key petroleum and dry-bulk terminal for northern New England, with I-95 connecting it to Boston and lobster and seafood cold-chain generating regional loads.

What changed in May 2026

We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.

Portland, Maine'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 is number-one in Portland, Maine this month on the composite ranking. Weekly pay here lands in the 94th percentile across Portland, Maine. Top FMCSA dimension here is controlled-substances compliance, in the 88th percentile. KEEP TRUCKING LLC tracks as a responsive employer on application-response data.

#2JK MOVING & STORAGE INC — $2,200/wk

JK MOVING & STORAGE INC sits in the 94th percentile for weekly pay among Portland, Maine carriers. On unsafe-driving avoidance, the carrier ranks in the 94th percentile per FMCSA SAFER data.

#3PRAIRIE FIELD SERVICES LLC — $1,750/wk

PRAIRIE FIELD SERVICES LLC's top FMCSA dimension is unsafe-driving avoidance, in the 98th percentile.

Also in the top 10: #4 JS HELWIG & SON LLC at $1,850/wk, #5 DIVINE ENTERPRISES at $1,375/wk, #6 ABENAQUI CARRIERS at $1,750/wk, #7 Diaz Stone & Pallet Inc. at $1,750/wk, #8 G-DIAMOND TRANSPORT INC at $2,045/wk, #9 ELBERTA LOGISTICS INTERNATIONAL LLC at $2,000/wk, #10 BRADY TRUCKING INC at $1,750/wk.

What Portland, Maine drivers actually run

The route mix in Portland, Maine this month tilts OTR: 12% regional, 85% OTR, 3% local, 0% semi-local — drawn from active postings, not historical surveys.

Guaranteed pay is on offer at 2% of Portland, Maine postings; dedicated routes at 24%; take-truck-home at 79%. Pet-friendly policies appear at 63% and riders-allowed at 65%.

Where Portland, Maine differs from the Maine baseline

The largest gap is on take-truck-home: Portland, Maine sits 6 points above the Maine baseline.

Driving CDL in Maine

Maine CDL work runs up I-95 to the Port of Portland and beyond, with paper and forest-products loads (less than in past decades but still meaningful), lobster and seafood cold-chain headed south, and cross-border trade to Atlantic Canada through Houlton and Calais. The state is large and sparsely populated — long lanes between population centers. Winter is severe and long; coastal Maine adds saltwater corrosion concerns. Maine has a high graduated state income tax. Most carriers running Maine have done so for decades; route knowledge matters.

The methodology behind the rankings

Rankings combine four signals: compensation (30%) including pay percentile, sign-on bonuses, guaranteed pay, and settlement frequency; FMCSA safety (25%); benefits (25%) scored differently for W2 vs owner-operator carriers; and operational performance (20%) measuring employer responsiveness and fleet scale. Recomputed monthly from real active job postings. Updated May 2026.

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