Driving Jobs in Chicago, IL — See Openings - Page 3
Driving companies hiring in Chicago, IL — 180+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Chicago.
US Postal Service Contractors
Independent Mail Route Contractor
Chicago, IL
$4,200 - $6,825
Shaffer Trucking
CDL A Truck Driver - OTR Refrigerated Reefer
Chicago, IL
$70,400 - $83,600
First Student
Chicago School Bus Driver-CDL B With Passenger And S Endorsements with
Chicago, IL
$20 - $28
Old Dominion Freight Line
Flexible Hours:Driver Opportunity-Chicago
Chicago, IL
$80,000 - $95,000
Gannett
Newspaper Delivery Driver
Chicago, IL
$1,320 - $2,640
United States Postal Service
Rural Carrier Associate (RCA)
Chicago, IL
$3,128 - $4,416
DoorDash
Delivery Driver-Dasher(Gig)-Chicago
Chicago, IL
$17 - $28
Pella Windows and Doors
Part-Time Glass And Window Delivery Driver-CDL B
Chicago, IL
$24 - $30
Express Logistics
Chicago Job:Delivery Driver-Full Time Local Routes(Full-time)
Chicago, IL
$19 - $24
DoorDash
Join Doordash in Chicago as a Morning Shift Delivery Driver | Hiring
Chicago, IL
$2,700 - $4,600
Amazon Flex
IL Career:Delivery Driver-Independent Contractor in Chicago | Hiring
Chicago, IL
$18 - $25
Instacart
Chicago-based Pet Supply Delivery Driver Opening | Hiring
Chicago, IL
$2,639 - $4,368
Last updated: May 14, 2026