Delivery Driver Jobs in Winter Garden, FL — See Openings

As of March 2026, there are 76 delivery driver openings in Winter Garden, FL. Local pay ranges from $500 to $7,500/year. Listings are updated daily — benefits start Day 1 for most positions.

National Grocery Delivery Network

Weekend Shift:Driver Opportunity-Winter Garden

Winter Garden, FL

$2,500 - $4,500

FreshDrop Logistics

$46.50/hr Driver Opportunity-Winter Garden(PT)

Winter Garden, FL

$2,850 - $5,225

Local Shopper Partners

Winter Garden Needs:Courier(Part-Time)

Winter Garden, FL

$2,100 - $3,675

Suburban Delivery Network

Weekend Shift:Driver Opportunity-Winter Garden

Winter Garden, FL

$2,660 - $4,560

Morning Express Couriers

[Fresh] Driver Opportunity-Winter Garden(PT)

Winter Garden, FL

$2,310 - $3,990

Midnight Logistics

[Fresh] Late Night Convenience & Grocery Courier-Winter Garden(PT)

Winter Garden, FL

$2,940 - $5,040

Wholesale Transit Partners

Student Friendly:Driver Opportunity(Winter Garden)

Winter Garden, FL

$3,200 - $5,500

Midday Logistics Co.

Winter Garden Job:Driver Opportunity(No Exp Req*)

Winter Garden, FL

$1,000 - $2,000

Urban Pedal Logistics

Winter Garden Needs:Courier(Part-Time)

Winter Garden, FL

$2,500 - $4,500

Campus Courier Network

Winter Garden Job:Driver Opportunity(No Exp Req*)

Winter Garden, FL

$2,600 - $4,800

Grubhub

Part-Time Early Morning Driver(Winter Garden,FL)|Grubhub | Part

Winter Garden, FL

$2,200 - $3,800

Grubhub

Recent Job:Part-Time Campus Area Driver – Winter Garden | Part

Winter Garden, FL

$2,600 - $4,800

Delivery Driver Jobs in Winter Garden — FAQ

How many delivery driver jobs are open in Winter Garden, FL?
There are currently 76+ 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 76+ 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

2 open positions

Grocery Jobs in Winter Garden

1 open positions

Part-Time Driving Jobs in Winter Garden

1 open positions

Last updated: March 13, 2026