Updated September 2026
Best Owner-Operator Companies in Terre Haute, Indiana (September 2026)
Through September 2026, 663 carriers in Terre Haute, Indiana contract owner-operators across the lanes Lanefinder tracks. 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. Indiana freight centers on Indianapolis as a major Midwest crossroads, where I-65 / I-70 / I-74 intersect, supporting automotive supply chains, pharmaceuticals, and a large steel-producing northwest corridor near Gary.
What changed in September 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 Terre Haute, Indiana 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 Terre Haute, Indiana ranking with the strongest composite score across pay, safety, benefits, and operational signals. RAY'S TRANSPORT INC's gross weekly revenue ranks in the 95th percentile across Terre Haute, Indiana. Strongest FMCSA dimension is driver fitness — 87th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's top FMCSA dimension is driver fitness, in the 92nd percentile. WINNERS TRANSPORTATION LLC responds to driver applications more reliably than the Terre Haute, Indiana median.
#3LOAD MONSTER INC — $5,125/wk
LOAD MONSTER INC's top FMCSA dimension is hours-of-service compliance, in the 96th percentile. Driver applications get a faster-than-median response in Terre Haute, Indiana.
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 AIA TRUCKING INC at $3,450/wk, #9 JK MOVING & STORAGE INC at $4,975/wk, #10 M&D TRANSPORT at $7,000/wk.
How drivers spend their time on the road in Terre Haute, Indiana
10% of Terre Haute, Indiana's active CDL postings are regional and 89% are OTR; local plus semi-local accounts for the rest (1%).
Guaranteed pay is on offer at 2% of Terre Haute, Indiana postings; dedicated routes at 27%; take-truck-home at 93%. Pet-friendly policies appear at 73% and riders-allowed at 69%.
Terre Haute, Indiana vs Indiana: the numbers that diverge
| Terre Haute, Indiana | Indiana top 50 | Delta | |
|---|---|---|---|
| Pet-friendly fleets | 86% | 76% | +10 pt |
| Riders-allowed policies | 88% | 78% | +10 pt |
Source: Lanefinder index, September 2026
Terre Haute, Indiana's biggest divergence from Indiana is on pet-friendly fleets, 10 points above the state baseline.
Driving CDL in Indiana
Indiana freight centers on Indianapolis as a major Midwest crossroads — I-65, I-70, I-74, and I-69 all intersect here. Automotive parts (Subaru, Honda, Toyota plus Tier-1 suppliers), pharmaceutical distribution tied to Eli Lilly, FedEx Indianapolis (FedEx's second hub after Memphis Worldhub), and Amazon regional fulfillment all drive consistent lane demand. Cost of living is below the national average. Indiana has a low flat state income tax — among the lower rates in the Midwest. Northwest Indiana (Gary/Hammond) is steel-and-chemical industrial; treat it as Chicago-overflow.
Related guides
- Best trucking companies in Terre Haute, Indiana
- CDL driver salary in Terre Haute, Indiana
- Best owner-operator companies in Indiana
Where this data comes from
Compensation (30%): pay percentile + sign-on bonus + guaranteed pay + settlement frequency. FMCSA safety (25%): weighted percentile across vehicle maintenance, unsafe driving, hours-of-service, driver fitness, and controlled substances. Benefits (25%): hiring-type-aware. Operational (20%): driver-application responsiveness, modulated by fleet scale. Updated September 2026.