Driving Jobs in Chicago, IL — Apply Today - Page 11
Driving companies hiring in Chicago, IL — 140+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Chicago.
Regional Expedite Logistics
Immediate Opening in Chicago for a Independent Contractor Driver-Long
Chicago, IL
$3,500 - $6,000
Urban Pedal Logistics
Independent Contractor Driver-Urban E-bike/scooter Courier Position in
Chicago, IL
$2,300 - $4,140
On-Demand Tasks Network
On-demand Tasks Network Needs Independent Contractor Driver-On-demand
Chicago, IL
$1,840 - $3,680
Heavy Freight Logistics
Chicago Contractor Independent Contractor Driver-Cargo Van / Box Truck
Chicago, IL
$4,400 - $7,480
Secure Document Couriers
Independent Contractor Driver-Night Shift Legal/document Courier
Chicago, IL
$3,080 - $5,500
Local Merchant Delivery Network
Independent Contractor Driver-Early Morning Bakery/floral(Gig Economy
Chicago, IL
$2,520 - $4,410
Corporate Catering Couriers
Corporate Catering Couriers Needs Independent Contractor
Chicago, IL
$3,500 - $6,000
Final Mile Delivery Co.
Independent Contractor Driver-Final Mile Parcel|Chicago,IL|Final Mile
Chicago, IL
$3,360 - $6,160
Auto Logistics Pros
$2.6k-$4.4k/Month Independent Contractor Driver-Auto Parts Courier job
Chicago, IL
$2,576 - $4,416
Local Logistics Network
Independent Contractor Driver-Medical Courier|Chicago,IL|Local
Chicago, IL
$3,000 - $5,000
FedEx
Chicago Full-time Opening:Delivery Driver | Hiring
Chicago, IL
$3,500 - $6,500
Auto Logistics Pros
Auto Logistics Pros Needs Independent Contractor Driver-Auto Parts
Chicago, IL
$2,800 - $4,800
Last updated: March 21, 2026