Driving Jobs in Osceola, IA — Immediate Openings

As of May 2026, there are 40+ open driving positions in Osceola, IA. Current pay ranges from $14 to $135,000 per year. Top hiring areas include Delivery Driver, Cdl Driver and Yard Jockey. New roles are posted daily — listings on this page are verified and updated regularly.

MTA New York City Transit

Transit Bus Driver-CDL B Public Transportation•Osceola,IA•MTA New York

Osceola, IA

$35 - $48

GoPuff

Convenience Store Delivery Driver($2.8k-$4.5k/Month)-Osceola,IA

Osceola, IA

$2,800 - $4,500

Wayfair

Work in Osceola:Delivery Driver-Furniture And Appliance Home

Osceola, IA

$21 - $27

FedEx Ground

Delivery Driver-Package Handler($21-$26/hr)-Osceola,IA | Hiring

Osceola, IA

$21 - $26

Local Merchant Delivery Network

Apply Now:Independent Contractor Driver-Early Morning Bakery/floral in

Osceola, IA

$2,400 - $4,200

Corporate Catering Couriers

Independent Contractor Driver-Catering Logistics Needed-Osceola Area

Osceola, IA

$3,500 - $6,000

Penske Logistics

Osceola Full-time CDL A Yard Hostler Truck Driver-Trailer Spotter

Osceola, IA

$24 - $30

Final Mile Delivery Co.

Independent Contractor Driver-Final Mile Parcel-Osceola,IA | Hiring

Osceola, IA

$3,000 - $5,500

Hot Shot Transportation Co.

Osceola:Hot Shot Truck Driver-Owner Operator With 1 Ton Pickup

Osceola, IA

$74,800 - $114,400

Matheson Postal Services

Urgent Hire in Osceola:USPS Mail Haul Truck Driver-CDL A Contractor

Osceola, IA

$70,000 - $90,000

Domino's Pizza

Osceola Flexible Job:Delivery Driver-Pizza Delivery Tips Plus Wages

Osceola, IA

$14 - $20

FedEx Custom Critical

$75k-$135k/Year Expedited Sprinter Van Driver-Time Critical Cargo job

Osceola, IA

$75,000 - $135,000

Driving Jobs in Osceola — FAQ

How many driving jobs are available in Osceola, IA right now?
There are currently 40+ 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 40+ listings above and apply directly.

Last updated: May 13, 2026