Updated May 2026
Best Owner-Operator Companies in Orland Park, Illinois (May 2026)
Orland Park, Illinois has 695 active owner-operator carriers as of May 2026. The carriers ranked below are scored on real driver pay, FMCSA safety, benefits, and how they treat applicants. 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.
Where owner-operator pay is strongest in Orland Park, 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 leads the Orland Park, Illinois market on combined gross revenue and ranking score this month. 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 Orland Park, 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 Orland Park, Illinois's top 10 on guaranteed pay — every other ranked carrier here pays per-mile or per-load.
#3Performance Trucking Inc — $8,000/wk
Performance Trucking Inc's gross weekly revenue ranks in the 93rd percentile across Orland Park, Illinois. Top FMCSA dimension here is driver fitness, in the 99th percentile.
Also in the top 10: #4 WIDER GROUP INC at $6,250/wk, #5 D-LINE TRUCKING INC at $5,750/wk, #6 TAZ TRUCKING INC at $10,999/wk, #7 SWEET EXPRESS LLC at $8,500/wk, #8 INLAND EMPIRE LLC at $7,875/wk, #9 POPE TRANSPORT INC at $7,000/wk, #10 BLUE LIGHTNING LOGISTICS at $7,000/wk.
What Orland Park, Illinois drivers actually run
11% of Orland Park, Illinois's active CDL postings are regional and 85% are OTR; local plus semi-local accounts for the rest (4%).
Across Orland Park, 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 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 May 2026.