Driving Jobs in Winterset, IA — Now Hiring - Page 5

Driving companies hiring in Winterset, IA — 50+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Winterset.

Local Merchant Delivery Network

Winterset Career:Independent Contractor Driver-Early Morning

Winterset, IA

$2,208 - $3,864

Secure Document Couriers

Immediate Opening in Winterset for a Independent Contractor

Winterset, IA

$2,800 - $5,000

Last updated: May 03, 2026