Driving Jobs in Chicago, IL — See Openings - Page 2
Driving companies hiring in Chicago, IL — 180+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Chicago.
Domino's Pizza
Chicago Part-time Role:Delivery Driver
Chicago, IL
$15 - $23
CRST The Transportation Solution
CDL A Truck Driver - OTR Team Driver
Chicago, IL
$86,500 - $110,000
Shipt
[Part-Time] Driver Opportunity-Chicago
Chicago, IL
$16 - $22
Heavy Legacy LLC
Urgent Hire in Chicago:Driver Opportunity
Chicago, IL
$90,000 - $125,000
Heavy Freight Logistics
Flexible Cargo Van / Box Truck Specialist in Chicago,IL | Hiring
Chicago, IL
$5,500 - $9,350
United States Postal Service
Class A CDL Tractor Trailer Operator - USPS
Chicago, IL
$6,324 - $9,200
Uber Eats
Weekend Shift:Driver Opportunity-Chicago
Chicago, IL
$15 - $26
Local Merchant Delivery Network
Chicago Job:Independent Contractor Driver-Early Morning Bakery/floral
Chicago, IL
$2,400 - $4,200
MTA New York City Transit
Chicago Transit Bus Driver-CDL B Public Transportation($34-$47/hr)
Chicago, IL
$34 - $47
Regional Expedite Logistics
Regional Expedite Logistics is hiring a Independent Contractor
Chicago, IL
$3,500 - $6,000
PepsiCo Beverages North America
Pepsi Beverage Delivery Driver - CDL A
Chicago, IL
$26 - $35
Schneider National
Delivery Driver-CDL Class A Regional Routes•Chicago,IL•Schneider
Chicago, IL
$70,000 - $85,000
Last updated: May 14, 2026