Updated September 2026
Best Owner-Operator Companies in Colorado Springs, Colorado (September 2026)
Colorado Springs, Colorado's owner-operator market includes 483 active carriers as of September 2026. 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. Colorado Springs sits on I-25 between Denver and Pueblo, with significant military-installation logistics (Fort Carson, Peterson SFB), defense manufacturing, and distribution serving the Front Range's southern corridor.
What changed in September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Colorado Springs, Colorado vs Colorado: the numbers that diverge
| Colorado Springs, Colorado | Colorado top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,880 | $5,587 | +23% |
| Dedicated routes | 50% | 34% | +16 pt |
Source: Lanefinder index, September 2026
Among the figures above, average weekly pay is where Colorado Springs, Colorado differs most from Colorado — 23% above statewide.
Where owner-operator pay is strongest in Colorado Springs, Colorado this month
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 tops the Colorado Springs, Colorado ranking with the strongest composite score across pay, safety, benefits, and operational signals. WINNERS TRANSPORTATION LLC ranks in the 92nd percentile for driver fitness on FMCSA SAFER data. The carrier tracks as a responsive employer on Lanefinder's data.
#2WESTERN MOUNTAIN TRANSPORT INC — $8,500/wk
WESTERN MOUNTAIN TRANSPORT INC pays above the 90th percentile on gross weekly revenue for the Colorado Springs, Colorado market. On driver fitness, the carrier ranks in the 93rd percentile per FMCSA SAFER data. Driver applications get a faster-than-median response in Colorado Springs, Colorado.
#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 tracks as a responsive employer on application-response data.
Also in the top 10: #4 WIDER GROUP INC at $6,250/wk, #5 Rickman Transport, LLC at $9,250/wk, #6 GNS TRUCKING INC at $9,000/wk, #7 Ali Star Inc at $10,000/wk, #8 BLUE LIGHTNING LOGISTICS at $7,000/wk, #9 KILO METER LOGISTIC INC at $7,500/wk, #10 C & G TRANSPORTATION INC at $7,500/wk.
Lane mix and benefits across Colorado Springs, Colorado
7% of Colorado Springs, Colorado's active CDL postings are regional and 93% are OTR; local plus semi-local accounts for the rest (0%).
Across Colorado Springs, Colorado CDL postings: 2% with guaranteed pay, 28% dedicated, 93% take-truck-home, 74% pet-friendly, 72% riders-allowed.
Driving CDL in Colorado
Colorado trucking centers on the I-25 / I-70 crossroads at Denver, with I-70 westbound the gateway to the Mountain West. Mountain passes and canyons — Eisenhower Tunnel (above 11,000 ft), Vail Pass, and Glenwood Canyon — are the dominant operational variable. Chain laws are aggressively enforced on I-70 from September through May. Elevation affects engine performance, brakes, and HOS realism. Cost of living along the Front Range is high relative to the Mountain West interior. Colorado has a moderate flat state income tax. Western Slope produce, northern Permian energy, and Denver last-mile distribution round out the lane mix.
Related guides
- Best trucking companies in Colorado Springs, Colorado
- CDL driver salary in Colorado Springs, Colorado
- Best owner-operator companies in Colorado
How we compile these rankings
The score is built from four buckets. Thirty percent compensation, drawn from real active job postings and modified by bonus and settlement structure. Twenty-five percent safety, from FMCSA SAFER. Twenty-five percent benefits, scored hiring-type-aware. Twenty percent operational performance, drawn from how carriers actually behave toward applicants. Updated September 2026.