Driving Jobs in Oskaloosa, IA — Start This Week

As of October 2026, there are 50+ open driving positions in Oskaloosa, IA. Current pay ranges from $14 to $85,000 per year. Top hiring areas include Delivery Driver, General and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

US Postal Service Contractors

Highway Contract Route(HCR)Driver•Oskaloosa,IA•US Postal Service

Oskaloosa, IA

$4,000 - $7,000

Domino's Pizza

Flexible Hours:Driver Opportunity-Oskaloosa

Oskaloosa, IA

$14 - $20

Postal Transport Network

Oskaloosa Local Mail Transport & Logistics Driver with

Oskaloosa, IA

$3,800 - $5,500

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Oskaloosa, IA

$2,800 - $4,800

DoorDash

Oskaloosa Career:Entry-level Delivery Driver—No Experience Required at

Oskaloosa, IA

$2,024 - $3,496

United States Postal Service

Oskaloosa-based Seasonal Postal Delivery Worker Opening | Hiring

Oskaloosa, IA

$3,000 - $5,500

Roadie

Weekend Shift:Driver Opportunity-Oskaloosa

Oskaloosa, IA

$4,200 - $7,200

Roadie

Box Truck Delivery Driver Position in Oskaloosa | Hiring

Oskaloosa, IA

$4,860 - $8,424

United States Postal Service

Oskaloosa Part-time Assistant Rural Carrier | Hiring

Oskaloosa, IA

$1,500 - $2,500

DoorDash

Driver Opportunity needed in Oskaloosa(Apply Now)

Oskaloosa, IA

$2,835 - $4,830

FedEx Ground

Oskaloosa Job:Driver Opportunity(No Exp Req*)

Oskaloosa, IA

$21 - $26

United States Postal Service

City Carrier Assistant(CCA)|Oskaloosa,IA|United States Postal Service

Oskaloosa, IA

$3,200 - $4,500

Driving Jobs in Oskaloosa — FAQ

How many driving jobs are available in Oskaloosa, IA right now?
There are currently 50+ open driving positions in Oskaloosa, IA. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Oskaloosa?
Driving job pay in Oskaloosa varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Oskaloosa?
Yes. Many delivery driver, courier, and DSP positions in Oskaloosa require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Oskaloosa?
Driving jobs in Oskaloosa offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Oskaloosa?
Benefits vary by employer, but many driving positions in Oskaloosa offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Oskaloosa?
Your take-home pay as a driver in Oskaloosa depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Oskaloosa?
Yes, many driving positions in Oskaloosa are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 50+ listings above and apply directly.

Last updated: October 03, 2026