Delivery Driver Jobs in Winter Haven, FL — Now Hiring

As of May 2026, there are 58 delivery driver openings in Winter Haven, FL. Local pay ranges from $14 to $8,280/year. Listings are updated daily — benefits start Day 1 for most positions.

DoorDash

Winter Haven,FL:Delivery Driver at Doordash | Hiring

Winter Haven, FL

$3,000 - $5,200

DoorDash

Catering Delivery Driver Position in Winter Haven | Hiring

Winter Haven, FL

$4,200 - $6,800

Uber Eats

Winter Haven Career:Night Shift Delivery Driver at Uber Eats | Hiring

Winter Haven, FL

$3,100 - $5,300

Uber Eats

Daily Pay Delivery Driver

Winter Haven, FL

$3,136 - $5,376

DoorDash

Work in Winter Haven:Morning Shift Delivery Driver | Hiring

Winter Haven, FL

$2,700 - $4,600

Domino's Pizza

Pizza Delivery Driver

Winter Haven, FL

$2,625 - $4,410

Instacart

Winter Haven,FL:Grocery Delivery Driver at Instacart | Hiring

Winter Haven, FL

$3,400 - $5,800

AutoZone

Auto Parts Delivery Driver

Winter Haven, FL

$2,520 - $3,780

DoorDash

Entry-Level Delivery Driver — No Experience Required

Winter Haven, FL

$2,200 - $3,800

Spark Driver

Winter Haven Contractor Role:Walmart Spark Delivery Driver

Winter Haven, FL

$13 - $19

DoorDash

Join Team:Delivery Driver-Dasher(Flexible,Winter Haven)

Winter Haven, FL

$15 - $26

Grubhub

Part-time Delivery Driver-Winter Haven,FL | Hiring

Winter Haven, FL

$600 - $1,800

Delivery Driver Jobs in Winter Haven — FAQ

How many delivery driver jobs are open in Winter Haven, FL?
There are currently 58+ delivery driver positions in Winter Haven, FL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Winter Haven?
Delivery Driver pay in Winter Haven 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 Haven require experience?
Many delivery driver positions in Winter Haven 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 Haven?
Browse the 58+ 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 Haven

Cdl Driver Jobs in Winter Haven

10 open positions

DSP Driver Jobs in Winter Haven

2 open positions

Last updated: May 10, 2026