Updated May 2026
Best Owner-Operator Companies in Berwyn, Illinois (May 2026)
697 owner-operator carriers are hiring in Berwyn, Illinois 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. AD EXPRESS TRUCKING LLC follows at $2,600/week gross. Illinois anchors the US rail and truck network through Chicago, the largest intermodal hub in North America, with I-80 / I-90 / I-55 feeding a dense concentration of manufacturing, warehousing, and cold-chain freight.
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 Berwyn, Illinois 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 Berwyn, Illinois ranking with the strongest composite score across pay, safety, benefits, and operational signals. YANKEE FREIGHT SYSTEMS LLC's FMCSA score is strongest on hours-of-service compliance — 98th percentile. YANKEE FREIGHT SYSTEMS LLC responds to driver applications more reliably than the Berwyn, Illinois median.
#2AD EXPRESS TRUCKING LLC — $2,600/wk
AD EXPRESS TRUCKING LLC tracks as a responsive employer on application-response data. Weekly pay is guaranteed regardless of miles run.
AD EXPRESS TRUCKING LLC stands alone in Berwyn, Illinois's top 10 on guaranteed pay — every other ranked carrier here pays per-mile or per-load.
#3WIDER GROUP INC — $6,250/wk
WIDER GROUP INC is active in Berwyn, Illinois with a current open requisition.
Also in the top 10: #4 D-LINE TRUCKING INC at $5,750/wk, #5 TAZ TRUCKING INC at $10,999/wk, #6 SWEET EXPRESS LLC at $8,500/wk, #7 INLAND EMPIRE LLC at $7,875/wk, #8 POPE TRANSPORT INC at $7,000/wk, #9 BLUE LIGHTNING LOGISTICS at $7,000/wk, #10 TITAN FREIGHT LINES INC at $8,500/wk.
What Berwyn, Illinois drivers actually run
Of active CDL postings in Berwyn, Illinois this month, 11% are regional and 85% are OTR (long-haul). Local and semi-local routes account for the remaining 4%.
Across Berwyn, Illinois CDL postings: 2% with guaranteed pay, 28% dedicated, 92% take-truck-home, 72% pet-friendly, 68% riders-allowed.
Driving CDL in Illinois
Illinois is one of the most strategically located CDL states — Chicago is the largest US intermodal rail hub, so a huge percentage of national freight passes through. The metro lanes pay well but congestion on I-80, I-90, and I-294 is consistent enough to be a real income variable. Outside the Chicago metro, downstate Illinois looks much more like Iowa or Indiana — agricultural freight, less density, easier driving. State income tax is moderate. The winter operational profile is severe: lake-effect snow, road salt, and the freezing-thawing cycle eat equipment faster than most southern states.
Related guides
- Best trucking companies in Berwyn, Illinois
- CDL driver salary in Berwyn, Illinois
- Best owner-operator companies in Illinois
How we compile these 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.