Driving Jobs in Chicago, IL — Open Positions - Page 8
90+ driving jobs in Chicago, IL hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Chicago.
Hora Express
CDL A Owner Operator Truck Driver - 91% Pay
Chicago, IL
$236,600 - $331,240
Black Eagle Express
CDL A Truck Driver - OTR Flatbed Conestoga
Chicago, IL
$112,320 - $140,400
Quantix
CDL A Truck Driver - Regional Liquid Tanker Hazmat
Chicago, IL
$103,499 - $126,499
Shaffer Trucking
CDL A Truck Driver - OTR Refrigerated Reefer
Chicago, IL
$80,000 - $95,000
IEW Construction
CDL A Truck Driver - Local Lowboy Heavy Haul
Chicago, IL
$32 - $38
Jack Cooper Transport
CDL A Truck Driver - Auto Hauler Car Transport
Chicago, IL
$86,450 - $122,850
Last updated: May 10, 2026