Driving Jobs in Oskaloosa, IA — See Openings

As of May 2026, there are 50+ 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.

Matheson Postal Services

Join Matheson Postal Services in Oskaloosa as a USPS Mail Haul Truck

Oskaloosa, IA

$80,500 - $103,499

Instacart

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

Oskaloosa, IA

$16 - $23

Auto Logistics Pros

Auto Logistics Pros(Oskaloosa)Hiring:Independent Contractor

Oskaloosa, IA

$2,800 - $4,800

Quest Diagnostics

Oskaloosa Flexible Job:Delivery Driver-Medical Courier Pharmaceuticals

Oskaloosa, IA

$20 - $26

Amazon Flex

Flexible Gig:Delivery Driver-Independent Contractor(Oskaloosa)

Oskaloosa, IA

$18 - $25

Granite Construction

Granite Construction is hiring a CDL B Water Truck Driver-Construction

Oskaloosa, IA

$26 - $32

Foremost Transport

Oskaloosa Full-time Mobile Home Transport Driver-CDL A Oversize Load

Oskaloosa, IA

$81,900 - $109,200

FedEx Custom Critical

Immediate Start:Expedited Sprinter Van Driver-Time Critical Cargo in

Oskaloosa, IA

$66,000 - $118,800

XPO Logistics

Work in Oskaloosa:Delivery Driver-Package Handler Box Truck | Hiring

Oskaloosa, IA

$22 - $28

Express Logistics

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

Oskaloosa, IA

$19 - $24

FedEx Ground

Oskaloosa Flexible Job:Delivery Driver-Package Handler | Hiring

Oskaloosa, IA

$21 - $26

Shipt

Pharmacy Delivery Driver•Oskaloosa,IA•Shipt | Hiring

Oskaloosa, IA

$2,728 - $4,576

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: May 14, 2026