Driving Jobs in Chicago, IL — Start This Week - Page 11
130+ driving jobs in Chicago, IL hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Chicago.
United Parcel Service (UPS)
UPS Package Delivery Driver($4k-$7.5k/Month)-Chicago,IL | Hiring
Chicago, IL
$4,000 - $7,500
Auto Logistics Pros
Auto Logistics Pros is hiring a Independent Contractor Driver-Auto
Chicago, IL
$2,800 - $4,800
Final Mile Delivery Co.
Chicago Career:Independent Contractor Driver-Final Mile Parcel at
Chicago, IL
$3,000 - $5,500
Corporate Catering Couriers
Independent Contractor Driver-Catering
Chicago, IL
$3,500 - $6,000
Local Merchant Delivery Network
Chicago-based Independent Contractor Driver-Early Morning
Chicago, IL
$2,400 - $4,200
Secure Document Couriers
Chicago Independent Contractor Driver-Night Shift Legal/document
Chicago, IL
$2,800 - $5,000
Heavy Freight Logistics
Chicago Independent Contractor Driver-Cargo Van / Box Truck Specialist
Chicago, IL
$5,000 - $8,500
On-Demand Tasks Network
Join On-demand Tasks Network in Chicago as a Independent Contractor
Chicago, IL
$2,000 - $4,000
Urban Pedal Logistics
Chicago Career:Independent Contractor Driver-Urban E-bike/scooter
Chicago, IL
$2,500 - $4,500
Regional Expedite Logistics
Join Regional Expedite Logistics in Chicago as a Independent
Chicago, IL
$3,500 - $6,000
Last updated: May 11, 2026