Driving Jobs in Oskaloosa, IA — Apply Today
As of April 2026, there are 50+ open driving positions in Oskaloosa, IA. Current pay ranges from $500 to $8,500 per year. Top hiring areas include Delivery Driver, Part Time and General. New roles are posted daily — listings on this page are verified and updated regularly.
Uber
Just Posted:Ubereats Shop And Pay Expert(Contract,Oskaloosa)
Oskaloosa, IA
$2,800 - $4,800
Uber
Ubereats Delivery Driver(Contract)-Oskaloosa,IA
Oskaloosa, IA
$2,300 - $4,140
Shipt
Oskaloosa Job:Driver Opportunity(No Exp Req*)
Oskaloosa, IA
$2,500 - $4,500
Uber
Night Shift Rideshare Driver Position in Oskaloosa | Hiring
Oskaloosa, IA
$3,200 - $5,500
Shipt
Hiring in Oskaloosa:Early Morning Shopper(Part-Time)
Oskaloosa, IA
$2,200 - $3,800
Uber
EV Rideshare Driver(Gig Economy And Transportation)Vacancy in
Oskaloosa, IA
$3,000 - $5,500
Grubhub
Night Shift Grubhub Courier
Oskaloosa, IA
$3,136 - $5,376
Shipt
$40.50/hr Driver Opportunity-Oskaloosa(PT)
Oskaloosa, IA
$2,500 - $4,500
Lyft
Oskaloosa XL Rideshare Driver($4k-$6.5k/Month) | Hiring
Oskaloosa, IA
$4,000 - $6,500
Lyft
Premium Rideshare Driver•Oskaloosa,IA•Lyft | Hiring
Oskaloosa, IA
$4,500 - $7,500
Uber
Apply Now:Weekend Rideshare Driver in Oskaloosa | Hiring
Oskaloosa, IA
$2,000 - $3,500
Uber
Oskaloosa Contract:Suburban Route Ubereats Driver
Oskaloosa, IA
$2,520 - $4,410
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: April 17, 2026