Driving Jobs in Winter Garden, FL — Apply Today - Page 5
160+ driving jobs in Winter Garden, FL hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Winter Garden.
Penske Logistics
Winter Garden,FL:CDL A Yard Hostler Truck Driver-Trailer Spotter at
Winter Garden, FL
$21 - $27
Secure Document Couriers
Independent Contractor Driver-Night Shift Legal/document Courier
Winter Garden, FL
$2,800 - $5,000
Roadie
Box Truck Delivery Driver
Winter Garden, FL
$4,095 - $7,098
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Winter Garden, FL
$2,208 - $3,864
Shipt
Winter Garden Needs:Driver Opportunity(Part-Time)
Winter Garden, FL
$16 - $23
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Winter Garden, FL
$4,550 - $7,735
Hunt Transportation
CDL A Truck Driver - Dedicated Account Home Daily
Winter Garden, FL
$59,500 - $80,750
Hot Shot Transportation Co.
Winter Garden Hot Shot Truck Driver-Owner Operator With 1 Ton
Winter Garden, FL
$85,000 - $130,000
Instacart
Pet Supply Delivery Driver($3.1k-$5.2k/Month)-Winter Garden,FL
Winter Garden, FL
$3,132 - $5,184
Waste Management
$29.00/hr Driver Opportunity-Winter Garden(PT)
Winter Garden, FL
$25 - $33
XPO Logistics
Winter Garden Delivery Driver-Package Handler Box Truck(Full-time)-XPO
Winter Garden, FL
$22 - $28
Uber Eats
Winter Garden E-bike Delivery Driver with $2.4k-$4.2k/Month Pay
Winter Garden, FL
$2,400 - $4,200
Last updated: May 13, 2026