Driving Jobs in Oskaloosa, IA — Hiring Now

As of May 2026, there are 40+ open driving positions in Oskaloosa, IA. Current pay ranges from $14 to $130,000 per year. Top hiring areas include Delivery Driver, Cdl Driver and Warehouse. New roles are posted daily — listings on this page are verified and updated regularly.

Schneider National

Delivery Driver-CDL Class A Regional Routes Needed-Oskaloosa Area

Oskaloosa, IA

$70,000 - $85,000

Uber Eats

Uber Eats is hiring a Alcohol Delivery Driver in Oskaloosa | Apply Now

Oskaloosa, IA

$3,449 - $5,750

Regional Expedite Logistics

Oskaloosa Job:Independent Contractor Driver-Long Distance / Regional

Oskaloosa, IA

$3,500 - $6,000

On-Demand Tasks Network

Immediate Opening in Oskaloosa for a Independent Contractor

Oskaloosa, IA

$2,000 - $4,000

GoPuff

Gopuff seeks Convenience Store Delivery Driver in Oskaloosa | Hiring

Oskaloosa, IA

$2,800 - $4,500

Auto Logistics Pros

Auto Logistics Pros(Oskaloosa)Hiring:Independent Contractor

Oskaloosa, IA

$2,800 - $4,800

Postmates

Same-day Delivery Driver|Oskaloosa,IA|Postmates | Hiring

Oskaloosa, IA

$3,200 - $5,400

First Student

School Bus Driver-CDL B With Passenger And S Endorsements

Oskaloosa, IA

$20 - $28

Domino's Pizza

Oskaloosa Career:Delivery Driver-Pizza Delivery Tips Plus Wages at

Oskaloosa, IA

$14 - $20

Instacart

Flexible Gig:Delivery Driver-Grocery Same Day Service(Oskaloosa)

Oskaloosa, IA

$16 - $23

Instacart

Join Instacart in Oskaloosa as a Pet Supply Delivery Driver | Hiring

Oskaloosa, IA

$3,248 - $5,376

Roadie

Join Roadie in Oskaloosa as a Big & Bulky Delivery Driver | Hiring

Oskaloosa, IA

$4,200 - $7,200

Driving Jobs in Oskaloosa — FAQ

How many driving jobs are available in Oskaloosa, IA right now?
There are currently 40+ 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 40+ listings above and apply directly.

Last updated: May 13, 2026