Delivery Driver Jobs in Winter Park, FL — Immediate Openings

As of May 2026, there are 19 delivery driver openings in Winter Park, FL. Local pay ranges from $14 to $8,625/year. Listings are updated daily — benefits start Day 1 for most positions.

Grubhub

Winter Park-based Suburban Delivery Driver Opening | Hiring

Winter Park, FL

$3,360 - $5,488

Instacart

Pet Supply Delivery Driver Position in Winter Park | Hiring

Winter Park, FL

$3,248 - $5,376

Quest Diagnostics

Quest Diagnostics seeks Delivery Driver-Medical Courier

Winter Park, FL

$20 - $26

DoorDash

Flower Delivery Driver Position in Winter Park | Hiring

Winter Park, FL

$2,520 - $4,410

Uber Eats

Alcohol Delivery Driver Needed-Winter Park Area | Hiring

Winter Park, FL

$2,550 - $4,250

GoPuff

FL Career:Convenience Store Delivery Driver in Winter Park | Hiring

Winter Park, FL

$2,800 - $4,500

Amazon Flex

Winter Park Job:Holiday Peak Delivery Driver(Contractor) | Hiring

Winter Park, FL

$5,175 - $8,625

Roadie

Winter Park-based Big & Bulky Delivery Driver Opening | Hiring

Winter Park, FL

$3,822 - $6,552

XPO Logistics

Winter Park,FL:Delivery Driver-Package Handler Box Truck at XPO

Winter Park, FL

$22 - $28

DoorDash

Work in Winter Park:Morning Shift Delivery Driver | Hiring

Winter Park, FL

$2,700 - $4,600

Shipt

Pharmacy Delivery Driver Position in Winter Park | Hiring

Winter Park, FL

$3,255 - $5,460

Express Logistics

Winter Park Career:Delivery Driver-Full Time Local Routes at Express

Winter Park, FL

$19 - $24

Delivery Driver Jobs in Winter Park — FAQ

How many delivery driver jobs are open in Winter Park, FL?
There are currently 19+ delivery driver positions in Winter Park, FL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Winter Park?
Delivery Driver pay in Winter Park varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do delivery driver jobs in Winter Park require experience?
Many delivery driver positions in Winter Park welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for delivery driver jobs in Winter Park?
Browse the 19+ delivery driver listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.

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Cdl Driver Jobs in Winter Park

1 open positions

Last updated: May 10, 2026