Driving Jobs in Chicago, IL — Start This Week - Page 5
Driving jobs near Chicago — 80+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Local Logistics Pros
(Chicago)Part-Time:Driver Opportunity
Chicago, IL
$3,000 - $4,500
E-Comm Transit Solutions
Chicago Needs:Courier(Part-Time)
Chicago, IL
$3,200 - $4,800
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Chicago, IL
$3,780 - $6,480
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Chicago, IL
$2,750 - $4,950
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Chicago, IL
$2,200 - $4,400
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Chicago, IL
$5,600 - $9,520
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Chicago, IL
$2,380 - $4,250
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Chicago, IL
$2,760 - $4,830
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Chicago, IL
$4,024 - $6,899
Final Mile Delivery Co.
Independent Contractor Driver - Final Mile Parcel
Chicago, IL
$2,760 - $5,060
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Chicago, IL
$3,219 - $5,520
United Parcel Service (UPS)
UPS Package Delivery Driver
Chicago, IL
$4,000 - $7,500
Last updated: September 11, 2026