Updated September 2026

Best Owner-Operator Companies in Cheyenne, Wyoming (September 2026)

Share this post

Through September 2026, 465 carriers in Cheyenne, Wyoming contract owner-operators across the lanes Lanefinder tracks. WINNERS TRANSPORTATION LLC leads with an average gross weekly revenue of $2,657 and an average $2,142 sign-on bonus. WESTERN MOUNTAIN TRANSPORT INC follows at $8,500/week gross. Cheyenne anchors I-80 / I-25 at the state's southeast corner, with coal and trona (soda ash) freight from Wyoming's mines, BNSF and UP rail interchange, and regional distribution for the Wyoming Front Range.

What changed in September 2026

We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.

Cheyenne, Wyoming's top owner-operator carriers right now

The top of the list is WINNERS TRANSPORTATION LLC at $2,657/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.

#1WINNERS TRANSPORTATION LLC — $2,657/wk

WINNERS TRANSPORTATION LLC is number-one in Cheyenne, Wyoming this month on the composite ranking. On driver fitness, the carrier ranks in the 92nd percentile per FMCSA SAFER data. Lanefinder's application data flags WINNERS TRANSPORTATION LLC as a responsive employer.

#2WESTERN MOUNTAIN TRANSPORT INC — $8,500/wk

WESTERN MOUNTAIN TRANSPORT INC's gross weekly revenue ranks in the 94th percentile across Cheyenne, Wyoming. Top FMCSA dimension here is driver fitness, in the 93rd percentile. Application-response data flags this carrier as a responsive employer.

#3LOAD MONSTER INC — $5,125/wk

LOAD MONSTER INC ranks in the 96th percentile for hours-of-service compliance on FMCSA SAFER data. LOAD MONSTER INC responds to driver applications more reliably than the Cheyenne, Wyoming median.

Also in the top 10: #4 INDIAN CREEK EXPRESS LLC at $7,000/wk, #5 Rickman Transport, LLC at $9,250/wk, #6 GNS TRUCKING INC at $9,000/wk, #7 BLUE LIGHTNING LOGISTICS at $7,000/wk, #8 Ali Star Inc at $10,000/wk, #9 ADAMS TRUCKING INC at $4,750/wk, #10 KILO METER LOGISTIC INC at $7,500/wk.

What Cheyenne, Wyoming drivers actually run

Of active CDL postings in Cheyenne, Wyoming this month, 7% are regional and 93% are OTR (long-haul). Local and semi-local routes account for the remaining 0%.

Guaranteed pay is on offer at 2% of Cheyenne, Wyoming postings; dedicated routes at 27%; take-truck-home at 93%. Pet-friendly policies appear at 74% and riders-allowed at 72%.

Where Cheyenne, Wyoming differs from the Wyoming baseline

Among the figures above, average weekly pay is where Cheyenne, Wyoming differs most from Wyoming — 6% above statewide.

Driving CDL in Wyoming

Wyoming freight is shaped by I-80 as the high-altitude transcontinental corridor — wind events on I-80 between Laramie and Rawlins shut down trucking with some regularity in winter. Energy-sector trucking for coal from the Powder River Basin (the largest coal-producing region in the US), crude oil, and trona (soda ash) mining carry most of the dispatch volume — Wyoming has one of the highest freight intensities per capita in the country. Cost of living is low; Wyoming has no state income tax. The state is sparsely populated — distances are real and weather is the operational reality.

The methodology behind the rankings

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.

Other cities in Wyoming

Back to Wyoming
Casper