Driving Jobs in Chicago, IL — Hiring Now - Page 12
160+ driving jobs in Chicago, IL hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Chicago.
US Postal Service Contractors
Independent Mail Route Contractor
Chicago, IL
$3,520 - $5,720
United States Postal Service
Seasonal Postal Delivery Worker
Chicago, IL
$3,000 - $5,500
United States Postal Service
Commercial Box Truck Mail Courier (MVO)
Chicago, IL
$4,000 - $6,000
United States Postal Service
Class A CDL Tractor Trailer Operator - USPS
Chicago, IL
$5,500 - $8,000
United States Postal Service
Assistant Rural Carrier (Weekend & Holiday Delivery)
Chicago, IL
$1,724 - $2,875
US Postal Service Contractors
Highway Contract Route (HCR) Driver
Chicago, IL
$4,000 - $7,000
United States Postal Service
Rural Carrier Associate (RCA)
Chicago, IL
$3,128 - $4,416
United States Postal Service
City Carrier Assistant (CCA)
Chicago, IL
$3,200 - $4,500
Regional Expedite Logistics
Independent Contractor Driver-Long Distance / Regional
Chicago, IL
$3,780 - $6,480
Urban Pedal Logistics
Independent Contractor Driver-Urban E-bike/scooter
Chicago, IL
$2,700 - $4,860
On-Demand Tasks Network
Immediate Opening in Chicago for a Independent Contractor
Chicago, IL
$2,160 - $4,320
Heavy Freight Logistics
Chicago Job:Cargo Van / Box Truck Specialist(Contractor) | Hiring
Chicago, IL
$5,000 - $8,500
Last updated: May 12, 2026