Delivery Driver Jobs in Winterset, IA — See Openings

As of March 2026, there are 33 delivery driver openings in Winterset, IA. Local pay ranges from $500 to $7,500/year. Listings are updated daily — benefits start Day 1 for most positions.

Grubhub

Grubhub Bicycle & Scooter Courier

Winterset, IA

$2,700 - $4,860

Uber

Uber Needs EV Rideshare Driver in Winterset | Hiring

Winterset, IA

$3,000 - $5,500

Uber

Winterset Job:WAV Rideshare Driver(Contractor) | Hiring

Winterset, IA

$3,500 - $5,500

Lyft

Airport Transfer Driver|Winterset,IA|Lyft | Hiring

Winterset, IA

$3,500 - $5,500

Uber

Hiring:Campus Area Ubereats Driver(Flexible,Winterset)

Winterset, IA

$2,392 - $4,416

Grubhub

Early Morning Grubhub Driver

Winterset, IA

$2,420 - $4,180

Lyft

Work in Winterset:XL Rideshare Driver | Hiring

Winterset, IA

$4,000 - $6,500

Uber

Urgent Hire in Winterset:Weekend Rideshare Driver | Hiring

Winterset, IA

$2,000 - $3,500

Uber

Winterset:Night Shift Rideshare Driver(Contractor,$3.2k-$5.5k/Month)

Winterset, IA

$3,200 - $5,500

Uber

Winterset Connect Package Delivery Driver(Gig)

Winterset, IA

$3,000 - $5,500

Grubhub

Suburban Route Grubhub Driver

Winterset, IA

$2,208 - $3,864

Uber

New:Ubereats Bicycle & Scooter Courier(Contract,Winterset)

Winterset, IA

$2,625 - $4,725

Delivery Driver Jobs in Winterset — FAQ

How many delivery driver jobs are open in Winterset, IA?
There are currently 33+ 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 33+ 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.

Delivery Driver Jobs in Other Cities

Delivery Driver Jobs in Springfield

430 open positions

Delivery Driver Jobs in Columbus

356 open positions

Delivery Driver Jobs in Greenville

336 open positions

Delivery Driver Jobs in Columbia

322 open positions

Delivery Driver Jobs in Lakewood

322 open positions

Delivery Driver Jobs in Middletown

316 open positions

Delivery Driver Jobs in Auburn

304 open positions

Delivery Driver Jobs in Franklin

304 open positions

Delivery Driver Jobs in Bloomington

288 open positions

Delivery Driver Jobs in Albany

255 open positions

Other Driving Jobs in Winterset

Other Driving Jobs in Winterset

3 open positions

Part-Time Driving Jobs in Winterset

2 open positions

Weekend Driving Jobs in Winterset

1 open positions

Warehouse Jobs in Winterset

1 open positions

Last updated: March 15, 2026