Delivery Driver Jobs in Winterset, IA — Immediate Openings

As of May 2026, there are 57 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.

CareDrop Couriers

Pharmacy Delivery Courier (Last-Mile Healthcare)

Winterset, IA

$3,150 - $4,725

Corporate Catering Couriers

Corporate Catering Couriers Needs Independent Contractor

Winterset, IA

$4,024 - $6,899

Uber

Winterset Weekend Ubereats Delivery Professional($2.2k-$3.8k/Month)

Winterset, IA

$2,200 - $3,800

US Auto Parts Logistics

US Auto Parts-Hybrid Warehouse & Delivery Driver-Winterset,IA

Winterset, IA

$3,200 - $4,800

Secure Legal Logistics

Legal & Secure Document Courier

Winterset, IA

$3,500 - $5,500

Uber

Winterset-based Night Shift Ubereats Courier Opening | Hiring

Winterset, IA

$2,800 - $4,800

Final Mile Delivery Co.

Recruiting:Independent Contractor Driver-Final Mile Parcel in

Winterset, IA

$3,000 - $5,500

Uber

Work in Winterset:Airport Driver | Hiring

Winterset, IA

$3,500 - $5,500

Carquest Auto Parts

Immediate Start:Carquest Regional Parts Transfer Driver in

Winterset, IA

$3,400 - $5,000

Heavy Freight Logistics

Winterset Independent Contractor Driver-Cargo Van / Box Truck

Winterset, IA

$5,750 - $9,775

Uber

Join Uber in Winterset as a Black Driver | Hiring

Winterset, IA

$5,175 - $8,625

Uber

Winterset,IA:Uberxl Driver at Uber | Hiring

Winterset, IA

$4,000 - $6,500

Delivery Driver Jobs in Winterset — FAQ

How many delivery driver jobs are open in Winterset, IA?
There are currently 57+ 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 57+ 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

Cdl Driver Jobs in Winterset

1 open positions

Other Driving Jobs in Winterset

1 open positions

Overnight Driving Jobs in Winterset

1 open positions

Last updated: May 08, 2026