Driving Jobs in Sheboygan, WI — Hiring Now - Page 4

Driving companies hiring in Sheboygan, WI — 40+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Sheboygan.

Heavy Freight Logistics

Sheboygan-based Independent Contractor Driver-Cargo Van / Box Truck

Sheboygan, WI

$5,000 - $8,500

On-Demand Tasks Network

Independent Contractor Driver-On-demand Errands(Gig Economy And

Sheboygan, WI

$2,000 - $4,000

Urban Pedal Logistics

Independent Contractor Driver-Urban E-bike/scooter

Sheboygan, WI

$2,500 - $4,500

Regional Expedite Logistics

Sheboygan Contractor Independent Contractor Driver-Long Distance /

Sheboygan, WI

$3,500 - $6,000

Last updated: May 11, 2026