Delivery Driver Jobs in Oskaloosa, IA — Immediate Openings

As of September 2026, there are 19 delivery driver openings in Oskaloosa, IA. Local pay ranges from $1,380 to $8,625/year. Listings are updated daily — benefits start Day 1 for most positions.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Oskaloosa, IA

$3,850 - $6,600

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Oskaloosa, IA

$2,500 - $4,500

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Oskaloosa, IA

$2,200 - $4,400

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Oskaloosa, IA

$4,250 - $7,225

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Oskaloosa, IA

$2,548 - $4,550

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Oskaloosa, IA

$2,520 - $4,410

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Oskaloosa, IA

$3,185 - $5,460

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Oskaloosa, IA

$3,300 - $6,050

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Oskaloosa, IA

$2,800 - $4,800

United Parcel Service (UPS)

UPS Package Delivery Driver

Oskaloosa, IA

$4,600 - $8,625

Domino's Pizza

Domino's Pizza is hiring a Pizza Delivery Driver in Oskaloosa

Oskaloosa, IA

$2,700 - $4,536

FedEx Ground

Oskaloosa:Delivery Driver(Full-time,$4k-$5.5k/Month) | Hiring

Oskaloosa, IA

$3,990 - $5,460

Delivery Driver Jobs in Oskaloosa — FAQ

How many delivery driver jobs are open in Oskaloosa, IA?
There are currently 19+ delivery driver positions in Oskaloosa, IA. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Oskaloosa?
Delivery Driver pay in Oskaloosa 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 Oskaloosa require experience?
Many delivery driver positions in Oskaloosa 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 Oskaloosa?
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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Last updated: September 11, 2026