Delivery Driver Jobs in Oskaloosa, IA — Open Positions

As of May 2026, there are 48 delivery driver openings in Oskaloosa, IA. Local pay ranges from $550 to $8,500/year. Listings are updated daily — benefits start Day 1 for most positions.

Secure Document Couriers

Independent Contractor Driver-Night Shift Legal/document

Oskaloosa, IA

$2,548 - $4,550

Heavy Freight Logistics

Oskaloosa Independent Contractor Driver-Cargo Van / Box Truck

Oskaloosa, IA

$5,000 - $8,500

Task & Dash Couriers

On-Demand Local Courier (Gig Economy)

Oskaloosa, IA

$2,000 - $4,000

On-Demand Tasks Network

Join Team:Independent Contractor Driver-On-demand Errands in

Oskaloosa, IA

$2,000 - $4,000

Uber

Apply Now:Ubereats Bicycle & Scooter Courier in Oskaloosa | Hiring

Oskaloosa, IA

$2,500 - $4,500

Regional Expedite Logistics

Regional Expedite Logistics seeks Independent Contractor Driver-Long

Oskaloosa, IA

$3,220 - $5,520

Heavy Route Couriers

Dedicated Route Freight Courier (Cargo Van)

Oskaloosa, IA

$4,000 - $6,000

Auto Logistics Pros

Oskaloosa-based Independent Contractor Driver-Auto Parts Courier

Oskaloosa, IA

$2,800 - $4,800

Mechanic's Choice Transport

Automotive Parts Courier

Oskaloosa, IA

$2,800 - $4,200

Uber

Connect Package Delivery Driver Needed-Oskaloosa Area | Hiring

Oskaloosa, IA

$3,000 - $5,500

Uber

Oskaloosa:Black Driver(Contractor,$4k-$6.6k/Month) | Hiring

Oskaloosa, IA

$3,960 - $6,600

Night Owl Expedite

Overnight Regional Expedite Courier (Hot Shot)

Oskaloosa, IA

$3,800 - $5,800

Delivery Driver Jobs in Oskaloosa — FAQ

How many delivery driver jobs are open in Oskaloosa, IA?
There are currently 48+ 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 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.

Delivery Driver Jobs in Other Cities

Delivery Driver Jobs in Springfield

844 open positions

Delivery Driver Jobs in Columbus

653 open positions

Delivery Driver Jobs in Columbia

603 open positions

Delivery Driver Jobs in Lakewood

603 open positions

Delivery Driver Jobs in Greenville

569 open positions

Delivery Driver Jobs in Bloomington

553 open positions

Delivery Driver Jobs in Auburn

531 open positions

Delivery Driver Jobs in Franklin

527 open positions

Delivery Driver Jobs in Albany

510 open positions

Delivery Driver Jobs in Middletown

494 open positions

Other Driving Jobs in Oskaloosa

Other Driving Jobs in Oskaloosa

2 open positions

Last updated: May 03, 2026