Updated May 2026
Best Trucking Companies in Skokie, Illinois (May 2026)
There are 463 W2 trucking carriers currently posting jobs in Skokie, Illinois. 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. True Transport Inc. follows at $2,250/week. Illinois anchors the US rail and truck network through Chicago, the largest intermodal hub in North America, with I-80 / I-90 / I-55 feeding a dense concentration of manufacturing, warehousing, and cold-chain freight.
What changed in May 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Skokie, Illinois's top trucking carriers right now
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 Skokie, Illinois this month on the composite ranking. KEEP TRUCKING LLC pays above the 90th percentile on weekly pay for the Skokie, Illinois 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 Skokie, Illinois median.
#2True Transport Inc. — $2,250/wk
True Transport Inc. sits in the 97th percentile for weekly pay among Skokie, Illinois carriers. True Transport Inc.'s FMCSA score is strongest on unsafe-driving avoidance — 99th percentile. Lanefinder's application data flags True Transport Inc. as a responsive employer.
True Transport Inc. doesn't top the ranking but offers higher weekly pay than #1 — $2,250/week.
#3Covenant Transport Inc — $1,762/wk
Covenant Transport Inc's top FMCSA dimension is hours-of-service compliance, in the 94th percentile.
Also in the top 10: #4 JK MOVING & STORAGE INC at $2,200/wk, #5 OMAHA TRACK INC at $2,000/wk, #6 Great Plains Trucking Inc. at $1,750/wk, #7 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #8 PREMIER TRANSPORTATION at $1,700/wk, #9 CUSTOM COMMODITIES TRANSPORT at $1,750/wk, #10 Badger Express LLC at $1,700/wk.
What Skokie, Illinois drivers actually run
Of active CDL postings in Skokie, Illinois this month, 23% are regional and 64% are OTR (long-haul). Local and semi-local routes account for the remaining 13%.
Across Skokie, Illinois CDL postings: 2% with guaranteed pay, 26% dedicated, 74% take-truck-home, 59% pet-friendly, 59% riders-allowed.
Skokie, Illinois vs Illinois: the numbers that diverge
| Skokie, Illinois | Illinois top 50 | Delta | |
|---|---|---|---|
| Sign-on bonus rate | 35% | 44% | -9 pt |
| Take-truck-home | 90% | 85% | +5 pt |
Source: Lanefinder index, May 2026
Skokie, Illinois's biggest divergence from Illinois is on sign-on bonus availability, 9 points below the state baseline.
Driving CDL in Illinois
Illinois is one of the most strategically located CDL states — Chicago is the largest US intermodal rail hub, so a huge percentage of national freight passes through. The metro lanes pay well but congestion on I-80, I-90, and I-294 is consistent enough to be a real income variable. Outside the Chicago metro, downstate Illinois looks much more like Iowa or Indiana — agricultural freight, less density, easier driving. State income tax is moderate. The winter operational profile is severe: lake-effect snow, road salt, and the freezing-thawing cycle eat equipment faster than most southern states.
Related guides
- Best owner-operator companies in Skokie, Illinois
- CDL driver salary in Skokie, Illinois
- Best trucking companies in Illinois
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 May 2026.