Driving Jobs in Chicago, IL — See Openings - Page 5
Driving companies hiring in Chicago, IL — 180+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Chicago.
FedEx
Delivery Driver-Chicago,IL | Hiring
Chicago, IL
$3,500 - $6,500
Uber Eats
Night Shift Delivery Driver Needed-Chicago Area | Hiring
Chicago, IL
$3,100 - $5,300
Curri
Earn Extra Cash:Driver Opportunity(Chicago)
Chicago, IL
$21 - $36
IKEA
Driver Opportunity needed in Chicago(Apply Now)
Chicago, IL
$21 - $27
Penske Logistics
CDL A Yard Hostler Truck Driver-Trailer Spotter•Chicago,IL•Penske
Chicago, IL
$24 - $30
Auto Logistics Pros
Independent Contractor Driver-Auto Parts Courier•Chicago,IL•Auto
Chicago, IL
$2,800 - $4,800
Performance Foodservice
CDL Class A Route Delivery Driver(Gig)-Chicago
Chicago, IL
$64,400 - $82,800
IEW Construction
CDL A Truck Driver - Local Lowboy Heavy Haul
Chicago, IL
$35 - $41
XPO Logistics
Local City Driver(Gig)-Chicago
Chicago, IL
$5,000 - $8,000
Jack Cooper Transport
CDL A Truck Driver - Auto Hauler Car Transport
Chicago, IL
$86,450 - $122,850
Amazon Flex
Delivery Driver-Independent Contractor(Contract)-Chicago,IL
Chicago, IL
$15 - $21
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Chicago, IL
$2,500 - $4,500
Last updated: May 14, 2026