Updated May 2026
Best Trucking Companies in Orland Park, Illinois (May 2026)
Orland Park, Illinois has 473 active W2 trucking carriers as of May 2026. The carriers ranked below are scored on real driver pay, FMCSA safety, benefits, and how they treat applicants. 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.
Orland Park, 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 Orland Park, Illinois this month on the composite ranking. Weekly pay here lands in the 95th percentile across Orland Park, Illinois. KEEP TRUCKING LLC ranks in the 88th percentile for controlled-substances compliance on FMCSA SAFER data. KEEP TRUCKING LLC tracks as a responsive employer on application-response data.
#2True Transport Inc. — $2,250/wk
True Transport Inc. pays above the 92nd percentile on weekly pay for the Orland Park, Illinois market. Top FMCSA dimension here is unsafe-driving avoidance, in the 99th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
For pure pay maximization, True Transport Inc. beats the #1-ranked carrier weekly at $2,250.
#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.
How drivers spend their time on the road in Orland Park, Illinois
24% of Orland Park, Illinois's active CDL postings are regional and 63% are OTR; local plus semi-local accounts for the rest (13%).
Guaranteed pay is on offer at 2% of Orland Park, Illinois postings; dedicated routes at 26%; take-truck-home at 74%. Pet-friendly policies appear at 59% and riders-allowed at 59%.
How Orland Park, Illinois compares to Illinois
Among the figures above, sign-on bonus availability is where Orland Park, Illinois differs most from Illinois — 9 points below statewide.
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 Orland Park, Illinois
- CDL driver salary in Orland Park, Illinois
- Best trucking companies in Illinois
How we compile these rankings
Carriers are scored against carriers in their own market. The composite is 30% compensation (pay + bonus + guaranteed pay + settlement cadence), 25% FMCSA safety, 25% benefits (W2 vs owner-op scoring), and 20% operational performance (responsiveness + fleet scale). No paid placement — the weights are the same for every carrier in the index. Updated May 2026.