Updated September 2026
Best Owner-Operator Companies in Bloomington, Illinois (September 2026)
659 owner-operator carriers are hiring in Bloomington, Illinois this September 2026. RAY'S TRANSPORT INC leads with an average gross weekly revenue of $8,500 and an average $2,000 sign-on bonus. WINNERS TRANSPORTATION LLC follows at $2,657/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 September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
How Bloomington, Illinois compares to Illinois
| Bloomington, Illinois | Illinois top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $5,832 | $5,355 | +9% |
| Pet-friendly fleets | 86% | 78% | +8 pt |
| Riders-allowed policies | 88% | 80% | +8 pt |
Source: Lanefinder index, September 2026
Among the figures above, average weekly pay is where Bloomington, Illinois differs most from Illinois — 9% above statewide.
The owner-operator carriers leading Bloomington, Illinois this month
The top of the list is RAY'S TRANSPORT INC at $8,500/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1RAY'S TRANSPORT INC — $8,500/wk
RAY'S TRANSPORT INC tops the Bloomington, Illinois ranking with the strongest composite score across pay, safety, benefits, and operational signals. The carrier ranks in the 95th percentile for gross weekly revenue in Bloomington, Illinois. RAY'S TRANSPORT INC ranks in the 87th percentile for driver fitness on FMCSA SAFER data. Application-response data flags this carrier as a responsive employer.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's FMCSA score is strongest on driver fitness — 92nd percentile. WINNERS TRANSPORTATION LLC responds to driver applications more reliably than the Bloomington, Illinois median.
#3LOAD MONSTER INC — $5,125/wk
LOAD MONSTER INC's FMCSA score is strongest on hours-of-service compliance — 96th percentile. Driver applications get a faster-than-median response in Bloomington, Illinois.
Also in the top 10: #4 WESTERN MOUNTAIN TRANSPORT INC at $8,750/wk, #5 TITANIUM AMERICAN TRUCKING INC at $6,250/wk, #6 WIDER GROUP INC at $6,250/wk, #7 BLUE LIGHTNING LOGISTICS at $7,000/wk, #8 C & G TRANSPORTATION INC at $7,500/wk, #9 AIA TRUCKING INC at $3,450/wk, #10 M&D TRANSPORT at $7,000/wk.
How drivers spend their time on the road in Bloomington, Illinois
Of active CDL postings in Bloomington, Illinois this month, 10% are regional and 90% are OTR (long-haul). Local and semi-local routes account for the remaining 0%.
Guaranteed pay is on offer at 2% of Bloomington, Illinois postings; dedicated routes at 27%; take-truck-home at 93%. Pet-friendly policies appear at 73% and riders-allowed at 70%.
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 Bloomington, Illinois
- CDL driver salary in Bloomington, Illinois
- Best owner-operator companies in Illinois
Where this data comes from
Rankings combine four signals: compensation (30%) including pay percentile, sign-on bonuses, guaranteed pay, and settlement frequency; FMCSA safety (25%); benefits (25%) scored differently for W2 vs owner-operator carriers; and operational performance (20%) measuring employer responsiveness and fleet scale. Recomputed monthly from real active job postings. Updated September 2026.