Delivery Driver Jobs in Winterset, IA — Immediate Openings

As of May 2026, there are 48 delivery driver openings in Winterset, IA. Local pay ranges from $550 to $9,775/year. Listings are updated daily — benefits start Day 1 for most positions.

Uber

Uberx Driver Position in Winterset | Hiring

Winterset, IA

$3,000 - $5,000

Secure Legal Logistics

Legal & Secure Document Courier

Winterset, IA

$3,500 - $5,500

Regional Expedite Logistics

Independent Contractor Driver-Long Distance / Regional Courier

Winterset, IA

$3,500 - $6,000

Uber

Winterset,IA:Uberxl Driver at Uber | Hiring

Winterset, IA

$4,000 - $6,500

Corporate Catering Couriers

Winterset Independent Contractor Driver-Catering Logistics

Winterset, IA

$3,500 - $6,000

United Parcel Service (UPS)

United Parcel Service(UPS)is hiring a UPS Package Delivery Driver in

Winterset, IA

$4,000 - $7,500

Uber

Work in Winterset:Airport Driver | Hiring

Winterset, IA

$3,500 - $5,500

Uber

Winterset Contractor Opening:Part-time Ubereats Driver(lunch Rush)

Winterset, IA

$800 - $1,800

Uber

Winterset Career:Ubereats Bicycle & Scooter Courier at Uber | Hiring

Winterset, IA

$2,500 - $4,500

Healthway Logistics

Independent Medical Specimen Courier

Winterset, IA

$3,000 - $5,000

Uber

Uber is hiring a Connect Package Delivery Driver in Winterset

Winterset, IA

$3,000 - $5,500

Uber

Uber Needs Event Driver in Winterset | Hiring

Winterset, IA

$2,380 - $4,250

Delivery Driver Jobs in Winterset — FAQ

How many delivery driver jobs are open in Winterset, IA?
There are currently 48+ delivery driver positions in Winterset, IA. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Winterset?
Delivery Driver pay in Winterset varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do delivery driver jobs in Winterset require experience?
Many delivery driver positions in Winterset welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for delivery driver jobs in Winterset?
Browse the 48+ delivery driver listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.

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Other Driving Jobs in Winterset

Other Driving Jobs in Winterset

1 open positions

Overnight Driving Jobs in Winterset

1 open positions

Last updated: May 03, 2026