Updated May 2026
Best Trucking Companies in Bridgeport, Connecticut (May 2026)
For W2 company drivers in Bridgeport, Connecticut, Lanefinder tracks 252 carriers as of 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.
Bridgeport, Connecticut'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 Bridgeport, Connecticut this month on the composite ranking. KEEP TRUCKING LLC pays above the 90th percentile on weekly pay for the Bridgeport, Connecticut market. On controlled-substances compliance, the carrier ranks in the 88th percentile per FMCSA SAFER data. Driver applications get a faster-than-median response in Bridgeport, Connecticut.
#2True Transport Inc. — $2,250/wk
True Transport Inc. sits in the 97th percentile for weekly pay among Bridgeport, Connecticut carriers. True Transport Inc.'s top FMCSA dimension is unsafe-driving avoidance, in the 99th percentile. Lanefinder's application data flags True Transport Inc. as a responsive employer.
True Transport Inc. doesn't top the ranking but offers higher weekly pay than #1 — $2,250/week.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC pays above the 90th percentile on weekly pay for the Bridgeport, Connecticut market. Strongest FMCSA dimension is unsafe-driving avoidance — 94th percentile.
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 GATEWAY DISTRIBUTION at $1,750/wk, #8 JS HELWIG & SON LLC at $1,850/wk, #9 DIVINE ENTERPRISES at $1,375/wk, #10 Safeway Trucking Corporation at $2,250/wk.
What Bridgeport, Connecticut drivers actually run
16% of Bridgeport, Connecticut's active CDL postings are regional and 73% are OTR; local plus semi-local accounts for the rest (11%).
Across Bridgeport, Connecticut CDL postings: 1% with guaranteed pay, 24% dedicated, 72% take-truck-home, 60% pet-friendly, 61% riders-allowed.
How Bridgeport, Connecticut compares to Connecticut
| Bridgeport, Connecticut | Connecticut top 50 | Delta | |
|---|---|---|---|
| Take-truck-home | 90% | 84% | +6 pt |
| Riders-allowed policies | 78% | 73% | +5 pt |
Source: Lanefinder index, May 2026
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 May 2026.