Driving Jobs in Osceola, IA — Apply Today

As of May 2026, there are 20+ open driving positions in Osceola, 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.

Instacart

Osceola,IA:Pet Supply Delivery Driver at Instacart | Hiring

Osceola, IA

$2,900 - $4,800

FedEx Ground

Delivery Driver-Package Handler-Osceola,IA | Hiring

Osceola, IA

$21 - $26

DoorDash

Osceola Career:Flower Delivery Driver at Doordash | Hiring

Osceola, IA

$2,040 - $3,570

Grubhub

Osceola,IA:Suburban Delivery Driver at Grubhub | Hiring

Osceola, IA

$3,000 - $4,900

XPO Logistics

Osceola Full-time Opening:Delivery Driver-Package Handler Box Truck

Osceola, IA

$22 - $28

Quest Diagnostics

Delivery Driver-Medical Courier Pharmaceuticals-Osceola,IA | Hiring

Osceola, IA

$20 - $26

Express Logistics

Express Logistics seeks Delivery Driver-Full Time Local Routes in

Osceola, IA

$19 - $24

Amazon Flex

Delivery Driver-Independent Contractor•Osceola,IA•Amazon Flex

Osceola, IA

$18 - $25

Shipt

Osceola Pharmacy Delivery Driver(Contractor)-Shipt | Hiring

Osceola, IA

$3,255 - $5,460

DoorDash

Apply Now:Delivery Driver-Food Delivery Part Time Evenings in Osceola

Osceola, IA

$15 - $22

GoPuff

Immediate Start in Osceola:Convenience Store Delivery Driver | Hiring

Osceola, IA

$3,136 - $5,040

Roadie

Osceola,IA:Big & Bulky Delivery Driver at Roadie | Hiring

Osceola, IA

$3,822 - $6,552

Driving Jobs in Osceola — FAQ

How many driving jobs are available in Osceola, IA right now?
There are currently 20+ open driving positions in Osceola, 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 Osceola?
Driving job pay in Osceola 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 Osceola?
Yes. Many delivery driver, courier, and DSP positions in Osceola 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 Osceola?
Driving jobs in Osceola 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 Osceola?
Benefits vary by employer, but many driving positions in Osceola 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 Osceola?
Your take-home pay as a driver in Osceola 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 Osceola?
Yes, many driving positions in Osceola 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