Driving Jobs in Chicago, IL — Open Positions - 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.
Postal Transport Network
Local Mail Transport & Logistics Driver
Chicago, IL
$4,370 - $6,324
US Postal Service Contractors
Independent Mail Route Contractor
Chicago, IL
$4,200 - $6,825
United States Postal Service
Commercial Box Truck Mail Courier (MVO)
Chicago, IL
$4,600 - $6,899
United States Postal Service
Class A CDL Tractor Trailer Operator - USPS
Chicago, IL
$6,324 - $9,200
United States Postal Service
Assistant Rural Carrier (Weekend & Holiday Delivery)
Chicago, IL
$1,320 - $2,200
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
$3,520 - $4,950
Heavy Freight Logistics
Flexible Cargo Van / Box Truck Specialist in Chicago,IL | Hiring
Chicago, IL
$5,500 - $9,350
Regional Expedite Logistics
Flexible Independent Contractor Driver-Long Distance / Regional
Chicago, IL
$4,024 - $6,899
Urban Pedal Logistics
Chicago-based Independent Contractor Driver-Urban E-bike/scooter
Chicago, IL
$2,625 - $4,725
On-Demand Tasks Network
Independent Contractor Driver-On-demand Errands•Chicago,IL•On-demand
Chicago, IL
$1,840 - $3,680
Last updated: May 13, 2026