Updated May 2026
Best Owner-Operator Companies in Bridgeport, Connecticut (May 2026)
520 owner-operator carriers are hiring in Bridgeport, Connecticut this May 2026. YANKEE FREIGHT SYSTEMS LLC leads with an average gross weekly revenue of $5,491 and an average $2,000 sign-on bonus. Zmile Inc follows at $2,987/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 May 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
The owner-operator carriers leading Bridgeport, Connecticut this month
The top of the list is YANKEE FREIGHT SYSTEMS LLC at $5,491/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1YANKEE FREIGHT SYSTEMS LLC — $5,491/wk
YANKEE FREIGHT SYSTEMS LLC tops the Bridgeport, Connecticut ranking with the strongest composite score across pay, safety, benefits, and operational signals. Strongest FMCSA dimension is hours-of-service compliance — 98th percentile. Application-response data flags this carrier as a responsive employer.
#2Zmile Inc — $2,987/wk
Zmile Inc ranks in the 98th percentile for hours-of-service compliance on FMCSA SAFER data. Driver applications get a faster-than-median response in Bridgeport, Connecticut.
#3AD EXPRESS TRUCKING LLC — $2,416/wk
AD EXPRESS TRUCKING LLC responds to driver applications more reliably than the Bridgeport, Connecticut median. The comp package includes a guaranteed-pay structure — useful when freight slows.
Among Bridgeport, Connecticut's top 10, only AD EXPRESS TRUCKING LLC pays guaranteed weekly wages — useful if route variance matters.
Also in the top 10: #4 D-LINE TRUCKING INC at $5,750/wk, #5 TAZ TRUCKING INC at $10,999/wk, #6 INLAND EMPIRE LLC at $7,875/wk, #7 Rickman Transport, LLC at $9,250/wk, #8 Ali Star Inc at $10,000/wk, #9 BLUE LIGHTNING LOGISTICS at $7,000/wk, #10 TITAN FREIGHT LINES INC at $8,500/wk.
Lane mix and benefits across Bridgeport, Connecticut
8% of Bridgeport, Connecticut's active CDL postings are regional and 90% are OTR; local plus semi-local accounts for the rest (2%).
Guaranteed pay is on offer at 1% of Bridgeport, Connecticut postings; dedicated routes at 27%; take-truck-home at 92%. Pet-friendly policies appear at 73% and riders-allowed at 70%.
Bridgeport, Connecticut vs Connecticut: the numbers that diverge
Bridgeport, Connecticut's biggest divergence from Connecticut is on average weekly pay, 6% above the state baseline.
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 Bridgeport, Connecticut
- CDL driver salary in Bridgeport, Connecticut
- Best owner-operator companies in Connecticut
How we compile these 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.