Driving Jobs in Milwaukee, WI — See Openings - Page 14

Driving companies hiring in Milwaukee, WI — 180+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Milwaukee.

Schneider National

Milwaukee:Delivery Driver-CDL Class A Regional Routes

Milwaukee, WI

$70,000 - $85,000

Roadie

Box Truck Delivery Driver

Milwaukee, WI

$3,825 - $6,630

United States Postal Service

Class A CDL Tractor Trailer Operator - USPS

Milwaukee, WI

$5,500 - $8,000

Amazon DSP

Amazon DSP Delivery Driver

Milwaukee, WI

$3,850 - $5,280

Nightline Freight

Part-Time Overnight Parcel Transfer Driver at Nightline Freight –

Milwaukee, WI

$3,168 - $4,576

Peak Season Logistics

Part-Time Seasonal Holiday Package Driver Job – Milwaukee Hiring

Milwaukee, WI

$3,080 - $4,400

Metro Parcel Delivery

Immediate Part-Time Urban Step Van Courier Job – Milwaukee | Part

Milwaukee, WI

$4,180 - $6,050

Health Transit Logistics

Part-Time Job in Milwaukee – Medical & Pharmacy Package Courier

Milwaukee, WI

$3,360 - $4,725

Weekend Transit Co.

Weekend Parcel Delivery Driver|Part-Time Job|Milwaukee | Part

Milwaukee, WI

$1,575 - $2,625

Heavy Haul Last Mile

Evening Part-Time Heavy/bulky Item Delivery Specialist –

Milwaukee, WI

$3,458 - $5,005

Corporate Courier Logistics

Part-Time B2B Route Logistics Driver – Milwaukee(Hiring) | Part

Milwaukee, WI

$3,520 - $5,280

Flex Delivery Network

Part-Time Independent Parcel Courier at Flex Delivery Network –

Milwaukee, WI

$2,000 - $4,000

Last updated: May 14, 2026