Delivery Driver Jobs in Winterset, IA — Open Positions

As of May 2026, there are 19 delivery driver openings in Winterset, IA. Local pay ranges from $14 to $7,500/year. Listings are updated daily — benefits start Day 1 for most positions.

DoorDash

Winterset-based Morning Shift Delivery Driver Opening | Hiring

Winterset, IA

$3,024 - $5,152

Amazon Flex

Immediate Opening in Winterset for a Delivery Driver-Independent

Winterset, IA

$18 - $25

Instacart

Delivery Driver-Grocery Same Day Service(Contract)-Winterset | Hiring

Winterset, IA

$16 - $23

Domino's Pizza

Domino's Pizza seeks Delivery Driver-Pizza Delivery Tips Plus Wages in

Winterset, IA

$14 - $20

Quest Diagnostics

Delivery Driver-Medical Courier

Winterset, IA

$20 - $26

DoorDash

Flower Delivery Driver•Winterset,IA•Doordash | Hiring

Winterset, IA

$2,688 - $4,704

XPO Logistics

Winterset Delivery Driver-Package Handler Box Truck with $22-$28/hr

Winterset, IA

$22 - $28

Express Logistics

Winterset Delivery Driver-Full Time Local Routes with $19-$24/hr Pay

Winterset, IA

$19 - $24

Grubhub

Suburban Delivery Driver Needed-Winterset Area | Hiring

Winterset, IA

$3,000 - $4,900

DoorDash

Apply Now:Delivery Driver-Food Delivery Part Time Evenings in

Winterset, IA

$15 - $22

Wayfair

Winterset Job:Delivery Driver-Furniture And Appliance Home

Winterset, IA

$21 - $27

Uber Eats

Work in Winterset:Alcohol Delivery Driver | Hiring

Winterset, IA

$3,000 - $5,000

Delivery Driver Jobs in Winterset — FAQ

How many delivery driver jobs are open in Winterset, IA?
There are currently 19+ 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 19+ 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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Cdl Driver Jobs in Winterset

1 open positions

Last updated: May 10, 2026