Updated July 2026
Best Owner-Operator Companies in Orland Park, Illinois (July 2026)
Orland Park, Illinois has 681 active owner-operator carriers as of July 2026. The carriers ranked below are scored on real driver pay, FMCSA safety, benefits, and how they treat applicants. ROLLING ON WHEELS LLC leads with an average gross weekly revenue of $5,500. Performance Trucking Inc follows at $8,000/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 July 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 Orland Park, Illinois this month
The top of the list is ROLLING ON WHEELS LLC at $5,500/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1ROLLING ON WHEELS LLC — $5,500/wk
ROLLING ON WHEELS LLC is number-one in Orland Park, Illinois this month on the composite ranking. Top FMCSA dimension here is driver fitness, in the 96th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
#2Performance Trucking Inc — $8,000/wk
Performance Trucking Inc's gross weekly revenue ranks in the 93rd percentile across Orland Park, Illinois.
#3WINNERS TRANSPORTATION LLC — $2,437/wk
WINNERS TRANSPORTATION LLC's FMCSA score is strongest on hours-of-service compliance — 96th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
Also in the top 10: #4 INLAND EMPIRE LLC at $7,875/wk, #5 SWEET EXPRESS LLC at $8,500/wk, #6 WIDER GROUP INC at $6,250/wk, #7 OVERLOG INC at $3,145/wk, #8 BLUE LIGHTNING LOGISTICS at $7,000/wk, #9 POPE TRANSPORT INC at $7,000/wk, #10 C & G TRANSPORTATION INC at $7,500/wk.
What Orland Park, Illinois drivers actually run
11% of Orland Park, Illinois's active CDL postings are regional and 86% are OTR; local plus semi-local accounts for the rest (3%).
Across Orland Park, Illinois CDL postings: 2% with guaranteed pay, 28% dedicated, 91% 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 Orland Park, Illinois
- CDL driver salary in Orland Park, Illinois
- Best owner-operator companies in Illinois
How we compile these rankings
Pay carriers against each other within the same market (30%). Layer a weighted FMCSA SAFER safety percentile on top (25%). Score the benefits package against what actually matters for the hiring type — W2 health/financial benefits or owner-op operational perks (25%). Finish with operational performance: responsiveness to driver applications plus fleet scale (20%). All percentiles are recomputed monthly. Updated July 2026.