Delivery Driver Jobs in Winter Garden, FL — Open Positions

As of October 2026, there are 171 delivery driver openings in Winter Garden, FL. Local pay ranges from $12 to $145,800/year. Listings are updated daily — benefits start Day 1 for most positions.

Heavy Freight Logistics

Driver Opportunity(Part-Time)@ Heavy Freight Logistics-Winter Garden

Winter Garden, FL

$4,750 - $8,075

Health Transit Logistics

Flexible Hours:Medical & Pharmacy Package Courier-Winter Garden

Winter Garden, FL

$3,200 - $4,500

E-Comm Transit Solutions

Courier needed in Winter Garden(Apply Now)

Winter Garden, FL

$3,200 - $4,800

Regional Expedite Logistics

Hiring in Winter Garden:Driver Opportunity(Part-Time)

Winter Garden, FL

$3,500 - $6,000

Local Merchant Delivery Network

Hiring in Winter Garden:Driver Opportunity(Part-Time)

Winter Garden, FL

$2,400 - $4,200

AquaDrop Delivery

Winter Garden Job:Home & Office Beverage Step Van Driver(Full-time)

Winter Garden, FL

$3,780 - $5,460

Gopuff

Gopuff Winter Garden:Part-Time Delivery Driver-On-demand Essentials

Winter Garden, FL

$12 - $18

Amazon Flex

Driver Opportunity needed in Winter Garden(Apply Now)

Winter Garden, FL

$18 - $25

Amazon Flex

Immediate Opening in Winter Garden for a Delivery Driver-Independent

Winter Garden, FL

$18 - $25

Corporate Catering Couriers

Flexible Part-Time:Independent Contractor Driver-Catering

Winter Garden, FL

$3,500 - $6,000

NAPA Auto Parts

NAPA Auto Parts is hiring a Commercial Route Driver in Winter Garden

Winter Garden, FL

$2,552 - $3,960

Last Mile Logistics Network

Earn Extra Cash:Driver Opportunity(Winter Garden)

Winter Garden, FL

$2,800 - $5,000

Delivery Driver Jobs in Winter Garden — FAQ

How many delivery driver jobs are open in Winter Garden, FL?
There are currently 171+ 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 171+ 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

58 open positions

Other Driving Jobs in Winter Garden

7 open positions

DSP Driver Jobs in Winter Garden

6 open positions

Part-Time Driving Jobs in Winter Garden

3 open positions

Warehouse Jobs in Winter Garden

1 open positions

Grocery Jobs in Winter Garden

1 open positions

Yard Jockey Jobs in Winter Garden

1 open positions

Overnight Driving Jobs in Winter Garden

1 open positions

Last updated: October 03, 2026