Driving Jobs in Osceola, IA — Start This Week - Page 4

40+ driving jobs in Osceola, IA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Osceola.

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck

Osceola, IA

$5,000 - $8,500

On-Demand Tasks Network

Independent Contractor Driver-On-demand Errands(Gig Economy And

Osceola, IA

$2,000 - $4,000

Urban Pedal Logistics

Join Team:Independent Contractor Driver-Urban E-bike/scooter Courier

Osceola, IA

$2,500 - $4,500

Regional Expedite Logistics

Independent Contractor Driver-Long Distance / Regional

Osceola, IA

$3,500 - $6,000

Last updated: May 11, 2026