Updated November 2026
Best Trucking Companies in Bridgeport, Connecticut (November 2026)
For W2 company drivers in Bridgeport, Connecticut, Lanefinder tracks 251 carriers as of November 2026. HandledNow LLC leads with an average weekly pay of $1,900 and an average $5,000 sign-on bonus. Herrington Transportation Inc. follows at $2,000/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 November 2026
Mountain States L.P. Gas at #5 and DICK LAVY TRUCKING at #7 are new to the top 50 in Bridgeport, Connecticut. Biggest climb: Herrington Transportation Inc. (#25 → #2). Biggest fall: REISCH TRUCKING INC (#35 → #47). Elsewhere in the top 50, 3 carriers joined, 5 left, and 29 changed rank.
All changes since October 2026
Bridgeport, Connecticut's top trucking carriers right now
The top of the list is HandledNow LLC at $1,900/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1HandledNow LLC — $1,900/wk
HandledNow LLC tops the Bridgeport, Connecticut ranking with the strongest composite score across pay, safety, benefits, and operational signals. HandledNow LLC ranks in the 99th percentile for driver fitness on FMCSA SAFER data. Application-response data flags this carrier as a responsive employer.
HandledNow LLC offers the highest sign-on bonus among Bridgeport, Connecticut's top 10 — $5,000.
#2Herrington Transportation Inc. — $2,000/wk
Herrington Transportation Inc. rose 23 positions month-over-month, from #25 to #2. Herrington Transportation Inc.'s weekly pay ranks in the 90th percentile across Bridgeport, Connecticut. The carrier tracks as a responsive employer on Lanefinder's data.
#3True Transport Inc. — $2,250/wk
True Transport Inc. sits in the 96th percentile for weekly pay among Bridgeport, Connecticut carriers. True Transport Inc.'s top FMCSA dimension is unsafe-driving avoidance, in the 98th percentile.
True Transport Inc. doesn't top the ranking but offers higher weekly pay than #1 — $2,250/week.
Also in the top 10: #4 JK MOVING & STORAGE INC at $2,200/wk, #5 Mountain States L.P. Gas at $2,000/wk, #6 Covenant Transport Inc at $1,762/wk, #7 DICK LAVY TRUCKING at $1,950/wk, #8 ROAD SCHOLAR TRANSPORTATION LLC at $2,000/wk, #9 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #10 GATEWAY DISTRIBUTION at $1,750/wk.
What Bridgeport, Connecticut drivers actually run
16% of Bridgeport, Connecticut's active CDL postings are regional and 72% are OTR; local plus semi-local accounts for the rest (12%).
Across Bridgeport, Connecticut CDL postings: 1% with guaranteed pay, 25% dedicated, 71% take-truck-home, 59% pet-friendly, 60% riders-allowed.
How Bridgeport, Connecticut compares to Connecticut
Bridgeport, Connecticut's biggest divergence from Connecticut is on take-truck-home, 6 points 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 owner-operator companies in Bridgeport, Connecticut
- CDL driver salary in Bridgeport, Connecticut
- Best trucking companies in Connecticut
The methodology behind the rankings
Compensation, FMCSA safety, benefits, and operational performance — weighted 30, 25, 25, and 20 percent respectively. Compensation extends beyond headline pay to include sign-on bonus tier and settlement cadence. Benefits scoring differs by hiring type because the perks that matter to a W2 driver and a contractor are not the same. Updated November 2026.