Driving Jobs in Oskaloosa, IA — See Openings

As of May 2026, there are 20+ open driving positions in Oskaloosa, IA. Current pay ranges from $14 to $85,000 per year. Top hiring areas include Delivery Driver and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.

DoorDash

Immediate Opening in Oskaloosa for a Flower Delivery Driver | Hiring

Oskaloosa, IA

$2,592 - $4,536

Domino's Pizza

Join Domino's Pizza in Oskaloosa as a Delivery Driver-Pizza Delivery

Oskaloosa, IA

$14 - $20

FedEx Ground

Oskaloosa Delivery Driver-Package Handler($21-$26/hr) | Hiring

Oskaloosa, IA

$21 - $26

Instacart

Oskaloosa Career:Pet Supply Delivery Driver at Instacart | Hiring

Oskaloosa, IA

$3,132 - $5,184

Roadie

Oskaloosa Job:Big & Bulky Delivery Driver(Contractor) | Hiring

Oskaloosa, IA

$4,200 - $7,200

Schneider National

Delivery Driver-CDL Class A Regional Routes(Contract)-Oskaloosa

Oskaloosa, IA

$70,000 - $85,000

Quest Diagnostics

Quest Diagnostics Needs Delivery Driver-Medical Courier

Oskaloosa, IA

$20 - $26

Wayfair

Oskaloosa Delivery Driver-Furniture And Appliance Home Installation

Oskaloosa, IA

$21 - $27

Amazon Flex

Amazon Flex Needs Holiday Peak Delivery Driver in Oskaloosa | Hiring

Oskaloosa, IA

$5,175 - $8,625

XPO Logistics

Flexible Gig:Delivery Driver-Package Handler Box Truck(Oskaloosa)

Oskaloosa, IA

$22 - $28

Express Logistics

Delivery Driver-Full Time Local Routes•Oskaloosa,IA•Express Logistics

Oskaloosa, IA

$19 - $24

Shipt

Pharmacy Delivery Driver|Oskaloosa,IA|Shipt | Hiring

Oskaloosa, IA

$3,255 - $5,460

Driving Jobs in Oskaloosa — FAQ

How many driving jobs are available in Oskaloosa, IA right now?
There are currently 20+ 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 20+ listings above and apply directly.

Last updated: May 10, 2026