Driving Jobs in Osceola, IA — Open Positions

As of April 2026, there are 30+ open driving positions in Osceola, IA. Current pay ranges from $728 to $8,500 per year. Top hiring areas include Delivery Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Corporate Catering Couriers

Osceola Contractor Independent Contractor Driver-Catering Logistics

Osceola, IA

$3,500 - $6,000

On-Demand Tasks Network

Apply Now:Independent Contractor Driver-On-demand Errands in

Osceola, IA

$2,000 - $4,000

Grubhub

Suburban Route Grubhub Driver

Osceola, IA

$2,520 - $4,410

Urban Pedal Logistics

Weekend Shift:Courier-Osceola

Osceola, IA

$2,500 - $4,500

Midday Logistics Co.

Weekend Shift:Driver Opportunity-Osceola

Osceola, IA

$1,000 - $2,000

Campus Courier Network

$42.75/hr Driver Opportunity-Osceola(PT)

Osceola, IA

$2,600 - $4,800

Grubhub

Weekend Grubhub Delivery Professional

Osceola, IA

$2,024 - $3,496

Urban Pedal Logistics

Independent Contractor Driver-Urban E-bike/scooter Courier Position in

Osceola, IA

$2,500 - $4,500

Local Shopper Partners

Flexible Hours:Courier-Osceola

Osceola, IA

$2,000 - $3,500

Grubhub

Campus Area Grubhub Driver

Osceola, IA

$2,210 - $4,080

Midnight Logistics

(Osceola)Part-Time:Late Night Convenience & Grocery Courier

Osceola, IA

$2,940 - $5,040

National Grocery Delivery Network

Driver Opportunity(Part-Time)@ National Grocery Delivery Network-Osceola

Osceola, IA

$2,500 - $4,500

Driving Jobs in Osceola — FAQ

How many driving jobs are available in Osceola, IA right now?
There are currently 30+ 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 30+ listings above and apply directly.

Last updated: April 26, 2026