Driving Jobs in Winter Park, FL — Now Hiring - Page 2
Driving companies hiring in Winter Park, FL — 50+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Winter Park.
Night Owl Expedite
Overnight Regional Expedite Courier (Hot Shot)
Winter Park, FL
$3,800 - $5,800
Local Logistics Network
Winter Park Independent Contractor Driver-Medical
Winter Park, FL
$3,300 - $5,500
Uber
Weekend Driver|Winter Park,FL|Uber | Hiring
Winter Park, FL
$2,000 - $3,500
Final Mile Delivery Co.
Winter Park Independent Contractor Driver-Final Mile
Winter Park, FL
$3,000 - $5,500
Uber
Winter Park WAV Driver(Contractor)-Uber | Hiring
Winter Park, FL
$3,220 - $5,060
Uber
Join Uber in Winter Park as a Green Driver | Hiring
Winter Park, FL
$2,760 - $5,060
Uber
$4k-$6.6k/Month Black Driver job in Winter Park | Hiring
Winter Park, FL
$3,960 - $6,600
Heavy Freight Logistics
Winter Park:Independent Contractor Driver-Cargo Van / Box Truck
Winter Park, FL
$4,550 - $7,735
Task & Dash Couriers
On-Demand Local Courier (Gig Economy)
Winter Park, FL
$1,900 - $3,800
Elite Hand Courier
White-Glove Specialty Courier
Winter Park, FL
$3,800 - $6,175
Secure Document Couriers
Secure Document Couriers seeks Independent Contractor Driver-Night
Winter Park, FL
$2,800 - $5,000
Uber
Winter Park Job:Uberxl Driver(Contractor) | Hiring
Winter Park, FL
$3,400 - $5,525
Last updated: May 03, 2026