Driving Jobs in Winterset, IA — Start This Week - Page 4

Driving jobs near Winterset — 40+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.

Heavy Freight Logistics

IA Career:Independent Contractor Driver-Cargo Van / Box Truck

Winterset, IA

$5,000 - $8,500

On-Demand Tasks Network

Independent Contractor Driver-On-demand Errands|Winterset,IA|On-demand

Winterset, IA

$2,000 - $4,000

Urban Pedal Logistics

$2.5k-$4.5k/Month Independent Contractor Driver-Urban E-bike/scooter

Winterset, IA

$2,500 - $4,500

Regional Expedite Logistics

Join Regional Expedite Logistics in Winterset as a Independent

Winterset, IA

$3,500 - $6,000

Last updated: May 11, 2026