Driving Jobs in Oskaloosa, IA — See Openings

As of May 2026, there are 60+ open driving positions in Oskaloosa, IA. Current pay ranges from $550 to $8,500 per year. Top hiring areas include Delivery Driver, General and Warehouse. New roles are posted daily — listings on this page are verified and updated regularly.

Heavy Route Couriers

Dedicated Route Freight Courier (Cargo Van)

Oskaloosa, IA

$4,000 - $6,000

Metro Pedal Express

Urban Bicycle Courier (Downtown Dispatch)

Oskaloosa, IA

$2,625 - $4,200

Regional Auto Dealership Group

Join Regional Auto Dealership Group in Oskaloosa as a OEM Dealership

Oskaloosa, IA

$3,000 - $4,500

Uber

Oskaloosa Career:Green Driver at Uber | Hiring

Oskaloosa, IA

$2,640 - $4,840

Uber

Oskaloosa WAV Driver with $3.9k-$6.1k/Month Pay | Hiring

Oskaloosa, IA

$3,850 - $6,050

Heavy Freight Logistics

Work in Oskaloosa:Independent Contractor Driver-Cargo Van / Box Truck

Oskaloosa, IA

$5,000 - $8,500

Uber

IA Career:Night Shift Driver in Oskaloosa | Hiring

Oskaloosa, IA

$2,720 - $4,675

Uber

Oskaloosa-based Weekend Driver Opening | Hiring

Oskaloosa, IA

$2,000 - $3,500

Regional Expedite Logistics

Oskaloosa Independent Contractor Driver-Long Distance / Regional

Oskaloosa, IA

$3,500 - $6,000

On-Demand Tasks Network

On-demand Tasks Network Needs Independent Contractor Driver-On-demand

Oskaloosa, IA

$2,300 - $4,600

US Auto Parts Logistics

US Auto Parts-Hybrid Warehouse & Delivery Driver•Oskaloosa,IA•US Auto

Oskaloosa, IA

$3,200 - $4,800

Mechanic's Choice Transport

Automotive Parts Courier

Oskaloosa, IA

$2,800 - $4,200

Driving Jobs in Oskaloosa — FAQ

How many driving jobs are available in Oskaloosa, IA right now?
There are currently 60+ 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 60+ listings above and apply directly.

Last updated: May 08, 2026