Updated September 2026
Best Owner-Operator Companies in West Haven, Connecticut (September 2026)
Lanefinder is tracking 514 owner-operator carriers in West Haven, Connecticut (September 2026). RAY'S TRANSPORT INC leads with an average gross weekly revenue of $8,500 and an average $2,000 sign-on bonus. WINNERS TRANSPORTATION LLC follows at $2,657/week gross. 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 September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Where owner-operator pay is strongest in West Haven, Connecticut this month
The top of the list is RAY'S TRANSPORT INC at $8,500/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1RAY'S TRANSPORT INC — $8,500/wk
RAY'S TRANSPORT INC is number-one in West Haven, Connecticut this month on the composite ranking. RAY'S TRANSPORT INC's gross weekly revenue ranks in the 93rd percentile across West Haven, Connecticut. Top FMCSA dimension here is driver fitness, in the 87th percentile. RAY'S TRANSPORT INC tracks as a responsive employer on application-response data.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC ranks in the 92nd percentile for driver fitness on FMCSA SAFER data. Lanefinder's application data flags WINNERS TRANSPORTATION LLC as a responsive employer.
#3TITANIUM AMERICAN TRUCKING INC — $6,250/wk
TITANIUM AMERICAN TRUCKING INC's FMCSA score is strongest on hours-of-service compliance — 98th percentile.
Also in the top 10: #4 Rickman Transport, LLC at $9,250/wk, #5 Ali Star Inc at $10,000/wk, #6 BLUE LIGHTNING LOGISTICS at $7,000/wk, #7 KILO METER LOGISTIC INC at $7,500/wk, #8 C & G TRANSPORTATION INC at $7,500/wk, #9 MEGA TRUCKS INC at $13,500/wk, #10 AIA TRUCKING INC at $3,450/wk.
What West Haven, Connecticut drivers actually run
8% of West Haven, Connecticut's active CDL postings are regional and 92% are OTR; local plus semi-local accounts for the rest (0%).
Guaranteed pay is on offer at 2% of West Haven, Connecticut postings; dedicated routes at 28%; take-truck-home at 92%. Pet-friendly policies appear at 72% and riders-allowed at 69%.
West Haven, Connecticut vs Connecticut: the numbers that diverge
Among the figures above, average weekly pay is where West Haven, Connecticut differs most from Connecticut — 11% above statewide.
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 trucking companies in West Haven, Connecticut
- CDL driver salary in West Haven, Connecticut
- Best owner-operator companies in Connecticut
Where this data comes from
Four weighted components. Compensation carries 30% and includes pay percentile, sign-on bonus tier, guaranteed-pay availability, and settlement frequency. FMCSA safety carries 25%, built from five SAFER dimensions. Benefits carry 25%, scored separately for W2 versus owner-operator carriers. Operational performance carries 20%, measuring application responsiveness and fleet scale. Updated September 2026.