Updated May 2026
Best Trucking Companies in Connecticut (May 2026)
334 W2 trucking carriers are hiring in Connecticut this May 2026. KEEP TRUCKING LLC leads with an average weekly pay of $2,200. True Transport Inc. follows at $2,250/week. Connecticut freight moves on I-95 and I-91 / I-84 connecting to the Northeast corridor, with Port of New Haven handling petroleum and heating oil (with breakbulk as a secondary segment) and a dense concentration of aerospace and defense manufacturing.
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 Connecticut 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 Connecticut market on combined pay and ranking score this month. Weekly pay here lands in the 95th percentile across Connecticut. Top FMCSA dimension here is controlled-substances compliance, in the 88th percentile. KEEP TRUCKING LLC tracks as a responsive employer on application-response data.
#2True Transport Inc. — $2,250/wk
True Transport Inc. pays above the 92nd percentile on weekly pay for the Connecticut market. Top FMCSA dimension here is unsafe-driving avoidance, in the 99th percentile. True Transport Inc. tracks as a responsive employer on application-response data.
Despite ranking below #1, True Transport Inc. outpays the leader on weekly average — $2,250/week.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC sits in the 95th percentile for weekly pay among Connecticut carriers. On unsafe-driving avoidance, the carrier ranks in the 94th percentile per FMCSA SAFER data.
Also in the top 10: #4 Covenant Transport Inc at $1,762/wk, #5 HMD TRUCKING INC at $1,800/wk, #6 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #7 DIVINE ENTERPRISES at $1,375/wk, #8 Maumee Express, Inc. at $1,925/wk, #9 PREMIER TRANSPORTATION at $1,700/wk, #10 GATEWAY DISTRIBUTION at $1,750/wk.
Lane mix and benefits across Connecticut
19% of Connecticut's active CDL postings are regional and 60% are OTR; local plus semi-local accounts for the rest (21%).
Guaranteed pay is on offer at 1% of Connecticut postings; dedicated routes at 27%; take-truck-home at 63%. Pet-friendly policies appear at 52% and riders-allowed at 53%.
Driving CDL in Connecticut
Connecticut CDL work is mostly last-mile and short-haul on the dense I-95 / I-91 / I-84 metro grid feeding the Northeast corridor. The Port of New Haven handles breakbulk; aerospace and defense manufacturing (Pratt & Whitney in East Hartford, Sikorsky in Stratford, plus RTX-related supplier networks) generate high-value freight. Cost of living is among the highest in the country and state income tax is high. Many drivers based here run out-of-state lanes to keep the math working. Truck-route restrictions on parkways and dense urban congestion make CT one of the higher-overhead states to operate in.
Related guides
- Best owner-operator companies in Connecticut
- CDL driver salary in Connecticut
- Best trucking companies in the United States
How we compile these rankings
Compensation (30%): pay percentile + sign-on bonus + guaranteed pay + settlement frequency. FMCSA safety (25%): weighted percentile across vehicle maintenance, unsafe driving, hours-of-service, driver fitness, and controlled substances. Benefits (25%): hiring-type-aware. Operational (20%): driver-application responsiveness, modulated by fleet scale. Updated May 2026.