Driving Jobs in Winterset, IA — Now Hiring - Page 4
50+ driving jobs in Winterset, IA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Winterset.
Local Merchant Delivery Network
Independent Contractor Driver-Early Morning
Winterset, IA
$2,400 - $4,200
Instacart
Winterset Pet Supply Delivery Driver($3.2k-$5.3k/Month) | Hiring
Winterset, IA
$3,190 - $5,280
Penske Logistics
Penske Logistics seeks CDL A Yard Hostler Truck Driver-Trailer Spotter
Winterset, IA
$26 - $33
Postmates
Now Hiring in Winterset:Same-day Delivery Driver | Apply Now
Winterset, IA
$3,200 - $5,400
Healthway Logistics
Independent Medical Specimen Courier
Winterset, IA
$3,150 - $5,250
Metro Pedal Express
Urban Bicycle Courier (Downtown Dispatch)
Winterset, IA
$2,625 - $4,200
Corporate Transit Solutions
B2B Corporate Route Courier
Winterset, IA
$3,200 - $4,500
Secure Legal Logistics
Legal & Secure Document Courier
Winterset, IA
$3,500 - $5,500
Task & Dash Couriers
On-Demand Local Courier (Gig Economy)
Winterset, IA
$2,000 - $4,000
Heavy Route Couriers
Dedicated Route Freight Courier (Cargo Van)
Winterset, IA
$4,000 - $6,000
Night Owl Expedite
Overnight Regional Expedite Courier (Hot Shot)
Winterset, IA
$3,800 - $5,800
Mechanic's Choice Transport
Automotive Parts Courier
Winterset, IA
$2,940 - $4,410
Last updated: May 14, 2026