Driving Jobs in Winter Park, FL — See Openings - Page 2
40+ 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.
Instacart
Flexible Gig:Delivery Driver-Grocery Same Day Service(Winter Park)
Winter Park, FL
$16 - $23
Heavy Freight Logistics
Join Heavy Freight Logistics in Winter Park as a Independent
Winter Park, FL
$5,000 - $8,500
DoorDash
Winter Park Morning Shift Delivery Driver with $2.8k-$4.8k/Month Pay
Winter Park, FL
$2,835 - $4,830
Local Merchant Delivery Network
$2.4k-$4.2k/Month Independent Contractor Driver-Early Morning
Winter Park, FL
$2,400 - $4,200
Roadie
Winter Park Big & Bulky Delivery Driver(Contractor)-Roadie | Hiring
Winter Park, FL
$4,830 - $8,280
Grubhub
Apply Now:Suburban Delivery Driver in Winter Park | Hiring
Winter Park, FL
$3,000 - $4,900
Granite Construction
Winter Park-based CDL B Water Truck Driver-Construction Site Dust
Winter Park, FL
$26 - $32
Matheson Postal Services
Matheson Postal Services Needs USPS Mail Haul Truck Driver-CDL A
Winter Park, FL
$70,000 - $90,000
Express Logistics
Delivery Driver-Full Time Local Routes Needed-Winter Park Area
Winter Park, FL
$19 - $24
Corporate Catering Couriers
Corporate Catering Couriers is hiring a Independent Contractor
Winter Park, FL
$3,500 - $6,000
Amazon Flex
Winter Park Holiday Peak Delivery Driver(Contractor)-Amazon Flex
Winter Park, FL
$3,825 - $6,375
Quest Diagnostics
Winter Park Career:Delivery Driver-Medical Courier Pharmaceuticals at
Winter Park, FL
$20 - $26
Last updated: May 13, 2026