Driving Jobs in Chicago, IL — Open Positions - Page 18

Driving companies hiring in Chicago, IL — 210+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Chicago.

Local Merchant Delivery Network

Immediate Hire:Early Morning Bakery/floral(Part-Time)

Chicago, IL

$2,208 - $3,864

Secure Document Couriers

Supplemental Income:Night Shift Legal/document Courier(Chicago)

Chicago, IL

$3,219 - $5,750

Heavy Freight Logistics

Immediate Hire:Cargo Van / Box Truck Specialist(Part-Time)

Chicago, IL

$5,000 - $8,500

On-Demand Tasks Network

Part-Time Independent Contractor Driver-On-demand Errands(Chicago)

Chicago, IL

$2,300 - $4,600

Urban Pedal Logistics

Chicago Hiring:Part-Time Independent Contractor Driver-Urban

Chicago, IL

$2,500 - $4,500

Regional Expedite Logistics

Part-Time Independent Contractor Driver-Long Distance / Regional

Chicago, IL

$3,675 - $6,300

Last updated: September 27, 2026