Driving Jobs in Winter Garden, FL — Apply Today - Page 12

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.

US Postal Service Contractors

Independent Mail Route Contractor

Winter Garden, FL

$3,680 - $5,980

United States Postal Service

Seasonal Postal Delivery Worker

Winter Garden, FL

$3,000 - $5,500

United States Postal Service

Commercial Box Truck Mail Courier (MVO)

Winter Garden, FL

$4,400 - $6,600

United States Postal Service

Class A CDL Tractor Trailer Operator - USPS

Winter Garden, FL

$5,005 - $7,280

United States Postal Service

Assistant Rural Carrier (Weekend & Holiday Delivery)

Winter Garden, FL

$1,575 - $2,625

US Postal Service Contractors

Highway Contract Route (HCR) Driver

Winter Garden, FL

$4,200 - $7,350

United States Postal Service

Rural Carrier Associate (RCA)

Winter Garden, FL

$3,909 - $5,520

United States Postal Service

City Carrier Assistant (CCA)

Winter Garden, FL

$2,944 - $4,140

Regional Expedite Logistics

Regional Expedite Logistics(Winter Garden)Hiring:Independent

Winter Garden, FL

$4,024 - $6,899

Urban Pedal Logistics

Winter Garden Independent Contractor Driver-Urban E-bike/scooter

Winter Garden, FL

$2,500 - $4,500

On-Demand Tasks Network

Winter Garden Independent Contractor Driver-On-demand Errands

Winter Garden, FL

$1,700 - $3,400

Heavy Freight Logistics

$5k-$8.5k/Month Cargo Van / Box Truck Specialist job in Winter Garden

Winter Garden, FL

$5,000 - $8,500

Last updated: May 13, 2026