Delivery Driver Jobs in Winter Garden, FL — Apply Today

As of April 2026, there are 187 delivery driver openings in Winter Garden, FL. Local pay ranges from $500 to $9,350/year. Listings are updated daily — benefits start Day 1 for most positions.

Local Logistics Network

Winter Garden Independent Contractor Driver-Medical Courier

Winter Garden, FL

$3,000 - $5,000

Lyft

Winter Garden Contractor Airport Transfer Driver | Hiring

Winter Garden, FL

$3,500 - $5,500

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Winter Garden, FL

$2,500 - $4,500

Grubhub

Part-Time Bicycle & Scooter Courier(Winter Garden) | Part Time

Winter Garden, FL

$2,500 - $4,500

FedEx Ground Independent Contractor

Winter Garden Needs:Driver Opportunity(Part-Time)

Winter Garden, FL

$3,800 - $5,700

National Grocery Delivery Network

Weekend Shift:Driver Opportunity-Winter Garden

Winter Garden, FL

$2,500 - $4,500

Mobile Tool Networks

Mobile Tool Sales Route Driver(Part-Time)-Winter Garden

Winter Garden, FL

$4,500 - $8,000

Uber

New Black Driver @ Uber in Winter Garden | Hiring

Winter Garden, FL

$4,500 - $7,500

Mechanic's Choice Transport

Automotive Parts Courier

Winter Garden, FL

$2,800 - $4,200

DoorDash

Night Shift DoorDash Driver (Late Night Logistics)

Winter Garden, FL

$2,800 - $4,800

PepsiCo

Winter Garden Flexible Role:Route Sales Delivery Driver

Winter Garden, FL

$4,500 - $7,000

Weekend Transit Co.

Student-Friendly Part-Time Weekend Parcel Delivery Driver in

Winter Garden, FL

$1,724 - $2,875

Delivery Driver Jobs in Winter Garden — FAQ

How many delivery driver jobs are open in Winter Garden, FL?
There are currently 187+ 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 187+ 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

Other Driving Jobs in Winter Garden

15 open positions

Cdl Driver Jobs in Winter Garden

12 open positions

Part-Time Driving Jobs in Winter Garden

7 open positions

Grocery Jobs in Winter Garden

4 open positions

DSP Driver Jobs in Winter Garden

3 open positions

Weekend Driving Jobs in Winter Garden

1 open positions

Warehouse Jobs in Winter Garden

1 open positions

Last updated: April 17, 2026