Driving Jobs in Milwaukee, WI — See Openings - Page 3
Driving companies hiring in Milwaukee, WI — 180+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Milwaukee.
Diakon Logistics
Appliance Delivery Driver - 2 Person Team
Milwaukee, WI
$19 - $24
Staker Parson Companies
Flexible Hours:Driver Opportunity-Milwaukee
Milwaukee, WI
$27 - $34
Corporate Catering Couriers
Independent Contractor Driver-Catering
Milwaukee, WI
$3,500 - $6,000
IEW Construction
CDL A Truck Driver - Local Lowboy Heavy Haul
Milwaukee, WI
$32 - $38
XPO Logistics
WI Career:Delivery Driver-Package Handler Box Truck in Milwaukee
Milwaukee, WI
$22 - $28
Heavy Freight Logistics
Milwaukee Job:Independent Contractor Driver-Cargo Van / Box Truck
Milwaukee, WI
$5,000 - $8,500
Grubhub
Suburban Delivery Driver•Milwaukee,WI•Grubhub | Hiring
Milwaukee, WI
$3,240 - $5,292
Bob's Discount Furniture
Furniture Delivery Driver and Installer
Milwaukee, WI
$15 - $21
Lyft
(Milwaukee)Part-Time:Driver Opportunity
Milwaukee, WI
$15 - $25
Jack Cooper Transport
CDL A Truck Driver - Auto Hauler Car Transport
Milwaukee, WI
$102,600 - $145,800
US Foods
Part-Time Restaurant Supply Delivery Driver-CDL Class B Job in
Milwaukee, WI
$26 - $35
Amazon Flex
Amazon Flex is hiring a Delivery Driver-Independent Contractor in
Milwaukee, WI
$18 - $25
Last updated: May 14, 2026