Delivery Driver Jobs in Winter Garden, FL — See Openings

As of May 2026, there are 69 delivery driver openings in Winter Garden, FL. Local pay ranges from $12 to $8,100/year. Listings are updated daily — benefits start Day 1 for most positions.

Uber Eats

Alcohol Delivery Driver•Winter Garden,FL•Uber Eats | Hiring

Winter Garden, FL

$2,730 - $4,550

FedEx

Winter Garden Ground Delivery Driver(Gig)

Winter Garden, FL

$19 - $23

Domino's Pizza

Delivery Driver-Pizza Delivery Tips Plus Wages Needed-Winter Garden

Winter Garden, FL

$14 - $20

Uber Eats

Uber Eats is hiring a Premium Delivery Driver in Winter Garden

Winter Garden, FL

$4,500 - $7,000

Roadie

Box Truck Delivery Driver

Winter Garden, FL

$4,500 - $7,800

FedEx Ground

Apply Now:Delivery Driver-Package Handler in Winter Garden | Hiring

Winter Garden, FL

$21 - $26

Gannett

Newspaper Delivery Driver

Winter Garden, FL

$1,380 - $2,760

UPS

Apply Today:Package Delivery Driver(Flexible,Winter Garden)

Winter Garden, FL

$23 - $30

Spark Driver

Winter Garden Contract:Walmart Spark Delivery Driver

Winter Garden, FL

$16 - $23

GoPuff

Immediate Opening in Winter Garden for a Convenience Store Delivery

Winter Garden, FL

$2,548 - $4,095

Quest Diagnostics

Winter Garden Full-time Delivery Driver-Medical Courier

Winter Garden, FL

$20 - $26

Quest Diagnostics

Medical Courier Delivery Driver|Flexible|Winter Garden

Winter Garden, FL

$13 - $20

Delivery Driver Jobs in Winter Garden — FAQ

How many delivery driver jobs are open in Winter Garden, FL?
There are currently 69+ delivery driver positions in Winter Garden, FL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Winter Garden?
Delivery Driver pay in Winter Garden 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 Garden require experience?
Many delivery driver positions in Winter Garden 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 Garden?
Browse the 69+ 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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Other Driving Jobs in Winter Garden

Cdl Driver Jobs in Winter Garden

19 open positions

DSP Driver Jobs in Winter Garden

2 open positions

Last updated: May 10, 2026