Driving Jobs in Winter Park, FL — Hiring Now - Page 2
50+ driving jobs in Winter Park, FL hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Winter Park.
GoPuff
Driver Opportunity needed in Winter Park(Apply Now)
Winter Park, FL
$2,800 - $4,500
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Winter Park, FL
$2,940 - $5,250
Postal Transport Network
Work in Winter Park:Local Mail Transport & Logistics Driver | Hiring
Winter Park, FL
$3,800 - $5,500
DoorDash
Earn Extra Cash:Driver Opportunity(Winter Park)
Winter Park, FL
$15 - $22
United States Postal Service
Neighborhood Postal Carrier($3.6k-$5.5k/Month)-Winter Park,FL
Winter Park, FL
$3,600 - $5,500
Gannett
Gannett is hiring a Newspaper Delivery Driver in Winter Park | Apply
Winter Park, FL
$1,200 - $2,400
United States Postal Service
Winter Park,FL:Assistant Rural Carrier at United States Postal Service
Winter Park, FL
$1,500 - $2,500
Roadie
Weekend Shift:Driver Opportunity-Winter Park
Winter Park, FL
$4,410 - $7,560
United States Postal Service
Winter Park-based Class A CDL Tractor Trailer Operator-USPS Opening
Winter Park, FL
$5,500 - $8,000
Domino's Pizza
(Winter Park)Part-Time:Driver Opportunity
Winter Park, FL
$14 - $20
United States Postal Service
Commercial Box Truck Mail Courier-Winter Park,FL | Hiring
Winter Park, FL
$4,000 - $6,000
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Winter Park, FL
$2,240 - $4,480
Last updated: October 03, 2026