Updated September 2026
Best Owner-Operator Companies in Sioux Falls, South Dakota (September 2026)
For owner-operators in Sioux Falls, South Dakota, Lanefinder tracks 525 carriers as of 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. Sioux Falls is the I-29 / I-90 junction in southeastern South Dakota, serving as the primary regional distribution hub with large outbound volumes of corn, soybeans, and cattle and a major meat-packing sector in the metro.
What changed in September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Sioux Falls, South Dakota vs South Dakota: the numbers that diverge
The largest gap is on average weekly pay: Sioux Falls, South Dakota sits 19% above the South Dakota baseline.
The owner-operator carriers leading Sioux Falls, South Dakota 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 is number-one in Sioux Falls, South Dakota this month on the composite ranking. RAY'S TRANSPORT INC pays above the 89th percentile on gross weekly revenue for the Sioux Falls, South Dakota market. RAY'S TRANSPORT INC's FMCSA score is strongest on driver fitness — 87th percentile. Driver applications get a faster-than-median response in Sioux Falls, South Dakota.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's top FMCSA dimension is driver fitness, in the 92nd percentile. WINNERS TRANSPORTATION LLC tracks as a responsive employer on application-response data.
#3WESTERN MOUNTAIN TRANSPORT INC — $8,583/wk
WESTERN MOUNTAIN TRANSPORT INC's gross weekly revenue ranks in the 95th percentile across Sioux Falls, South Dakota. WESTERN MOUNTAIN TRANSPORT INC's FMCSA score is strongest on driver fitness — 93rd percentile. WESTERN MOUNTAIN TRANSPORT INC responds to driver applications more reliably than the Sioux Falls, South Dakota median.
Also in the top 10: #4 LOAD MONSTER INC at $5,125/wk, #5 WIDER GROUP INC at $6,250/wk, #6 Rickman Transport, LLC at $9,250/wk, #7 Ali Star Inc at $10,000/wk, #8 BLUE LIGHTNING LOGISTICS at $7,000/wk, #9 C & G TRANSPORTATION INC at $7,500/wk, #10 AIA TRUCKING INC at $3,450/wk.
What Sioux Falls, South Dakota drivers actually run
Of active CDL postings in Sioux Falls, South Dakota this month, 7% are regional and 93% are OTR (long-haul). Local and semi-local routes account for the remaining 0%.
Across Sioux Falls, South Dakota CDL postings: 2% with guaranteed pay, 27% dedicated, 93% take-truck-home, 75% pet-friendly, 72% riders-allowed.
Driving CDL in South Dakota
South Dakota freight runs on I-29 north-south and I-90 east-west, with Sioux Falls as the primary distribution hub. Agricultural shipments of corn, soybeans, and cattle account for the bulk of statewide load volume. Cost of living is among the lowest in the country, and South Dakota has no state income tax — both meaningful for drivers based here. Winter on the I-90 stretch through the prairie is severe (drifting snow, ice). Western SD is genuinely remote — long fuel-stop gaps. Cattle hauling in the western half is a distinct seasonal segment.
Related guides
- Best trucking companies in Sioux Falls, South Dakota
- CDL driver salary in Sioux Falls, South Dakota
- Best owner-operator companies in South Dakota
Where this data comes from
Compensation, FMCSA safety, benefits, and operational performance — weighted 30, 25, 25, and 20 percent respectively. Compensation extends beyond headline pay to include sign-on bonus tier and settlement cadence. Benefits scoring differs by hiring type because the perks that matter to a W2 driver and a contractor are not the same. Updated September 2026.