Updated July 2026
Best Owner-Operator Companies in Wheeling, Illinois (July 2026)
679 owner-operator carriers are hiring in Wheeling, Illinois this July 2026. ROLLING ON WHEELS LLC leads with an average gross weekly revenue of $5,500. INLAND EMPIRE LLC follows at $7,875/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 Wheeling, 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 Wheeling, Illinois this month on the composite ranking. ROLLING ON WHEELS LLC ranks in the 96th percentile for driver fitness on FMCSA SAFER data. ROLLING ON WHEELS LLC tracks as a responsive employer on application-response data.
#2INLAND EMPIRE LLC — $7,875/wk
INLAND EMPIRE LLC pays above the 86th percentile on gross weekly revenue for the Wheeling, Illinois market.
#3WINNERS TRANSPORTATION LLC — $2,437/wk
WINNERS TRANSPORTATION LLC's top FMCSA dimension is hours-of-service compliance, in the 96th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
Also in the top 10: #4 TITANIUM AMERICAN TRUCKING INC at $6,250/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.
How drivers spend their time on the road in Wheeling, Illinois
11% of Wheeling, Illinois's active CDL postings are regional and 86% are OTR; local plus semi-local accounts for the rest (3%).
Across Wheeling, Illinois CDL postings: 2% with guaranteed pay, 28% dedicated, 91% take-truck-home, 73% pet-friendly, 68% riders-allowed.
How Wheeling, Illinois compares to Illinois
Wheeling, Illinois's biggest divergence from Illinois is on riders-allowed policies, 6 points above the state baseline.
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 Wheeling, Illinois
- CDL driver salary in Wheeling, Illinois
- Best owner-operator companies in Illinois
Where this data comes from
Compensation is the largest single weight at 30% — pay percentile, sign-on bonus, guaranteed-pay availability, and settlement cadence. FMCSA safety contributes 25%, built from five SAFER dimensions with unsafe-driving and hours-of-service weighted 2× heavier. Benefits contribute 25%, scored separately for W2 versus owner-operator and 1099 carriers. Operational performance — application responsiveness and fleet scale — contributes 20%. Updated July 2026.