Delivery Driver Jobs in Winter Garden, FL — Hiring Now

As of April 2026, there are 121 delivery driver openings in Winter Garden, FL. Local pay ranges from $500 to $9,520/year. Listings are updated daily — benefits start Day 1 for most positions.

Grubhub

Winter Garden Part-Time:Shop And Pay Driver(Now Hiring) | Part

Winter Garden, FL

$2,800 - $4,800

Instacart

Late Night Instacart Courier

Winter Garden, FL

$2,548 - $4,368

Final Mile Delivery Co.

Winter Garden Job:Independent Contractor Driver-Final Mile Parcel

Winter Garden, FL

$3,000 - $5,500

Shipt

Driver Opportunity needed in Winter Garden(Apply Now)

Winter Garden, FL

$2,500 - $4,500

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Winter Garden, FL

$3,360 - $6,160

Grubhub

Early Morning Grubhub Driver

Winter Garden, FL

$2,002 - $3,458

Uber

Uber is hiring a Night Shift Driver in Winter Garden | Apply Now

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

Grubhub

Part-Time Job in Winter Garden – Campus Area Driver | Part Time

Winter Garden, FL

$2,600 - $4,800

Uber

Part-time Driver($500-$1.5k/Month)-Winter Garden,FL | Hiring

Winter Garden, FL

$500 - $1,500

On-Demand Tasks Network

Independent Contractor Driver-On-demand Errands(Gig Economy And

Winter Garden, FL

$2,100 - $4,200

Local Shopper Partners

Courier needed in Winter Garden(Apply Now)

Winter Garden, FL

$1,900 - $3,325

Delivery Driver Jobs in Winter Garden — FAQ

How many delivery driver jobs are open in Winter Garden, FL?
There are currently 121+ 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 121+ 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

9 open positions

Part-Time Driving Jobs in Winter Garden

5 open positions

Grocery Jobs in Winter Garden

2 open positions

Weekend Driving Jobs in Winter Garden

2 open positions

Warehouse Jobs in Winter Garden

1 open positions

Last updated: April 26, 2026