Updated May 2026
Best Trucking Companies in Billings, Montana (May 2026)
There are 202 W2 trucking carriers currently posting jobs in Billings, Montana. The ranking below reflects active jobs as of May 2026, not historical pay surveys. KEEP TRUCKING LLC leads with an average weekly pay of $2,200. DICK IRVIN INC follows at $2,250/week. Billings is Montana's largest city and primary freight hub on I-90 / I-94 in the Yellowstone River valley, with Bakken oil-field service loads, agricultural shipments of wheat and cattle, and regional distribution for eastern Montana.
What changed in May 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
The trucking companies leading Billings, Montana this month
The top of the list is KEEP TRUCKING LLC at $2,200/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1KEEP TRUCKING LLC — $2,200/wk
KEEP TRUCKING LLC is number-one in Billings, Montana this month on the composite ranking. Pay sits above the 90th percentile in the Billings, Montana market. On controlled-substances compliance, the carrier ranks in the 88th percentile per FMCSA SAFER data. KEEP TRUCKING LLC responds to driver applications more reliably than the Billings, Montana median.
#2DICK IRVIN INC — $2,250/wk
DICK IRVIN INC sits in the 97th percentile for weekly pay among Billings, Montana carriers. Top FMCSA dimension here is hours-of-service compliance, in the 96th percentile.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC's weekly pay ranks in the 95th percentile across Billings, Montana. Strongest FMCSA dimension is unsafe-driving avoidance — 94th percentile.
Also in the top 10: #4 SABUR LLC at $1,850/wk, #5 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #6 ALBA TRANS INC at $3,000/wk, #7 Dillard Trucking at $2,200/wk, #8 DIVINE ENTERPRISES at $1,375/wk, #9 G-DIAMOND TRANSPORT INC at $2,045/wk, #10 ELBERTA LOGISTICS INTERNATIONAL LLC at $2,000/wk.
Lane mix and benefits across Billings, Montana
Of active CDL postings in Billings, Montana this month, 12% are regional and 85% are OTR (long-haul). Local and semi-local routes account for the remaining 3%.
Across Billings, Montana CDL postings: 2% with guaranteed pay, 26% dedicated, 79% take-truck-home, 67% pet-friendly, 67% riders-allowed.
Where Billings, Montana differs from the Montana baseline
| Billings, Montana | Montana top 50 | Delta | |
|---|---|---|---|
| Sign-on bonus rate | 45% | 38% | +7 pt |
| Dedicated routes | 39% | 30% | +9 pt |
Source: Lanefinder index, May 2026
Billings, Montana's biggest divergence from Montana is on dedicated routes, 9 points above the state baseline.
Driving CDL in Montana
Montana freight runs the Northern Tier I-90 / I-94 corridors — long, lightly-trafficked, often beautiful, and operationally serious. Wheat and cattle freight dominate outbound; coal from the Powder River Basin generates significant rail-to-truck transfers. Oil-field service in the eastern Bakken corner of the state adds energy-sector loads. Winter is severe and long. Cost of living is moderate, with the Bozeman and Missoula corridors notably more expensive than the rest of the state. Montana has a moderate graduated state income tax. Distances are real: "long-haul" here means a different scale than the Northeast.
Related guides
- Best owner-operator companies in Billings, Montana
- CDL driver salary in Billings, Montana
- Best trucking companies in Montana
The methodology behind the 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 May 2026.