Delivery Driver Jobs in Winter Haven, FL — Now Hiring

As of May 2026, there are 45 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.

FedEx Ground

Apply Today in Winter Haven:Delivery Driver-Package Handler | Hiring

Winter Haven, FL

$21 - $26

Domino's Pizza

Winter Haven Career:Delivery Driver-Pizza Delivery Tips Plus Wages at

Winter Haven, FL

$14 - $20

Wayfair

Winter Haven:Delivery Driver-Furniture And Appliance Home Installation

Winter Haven, FL

$21 - $27

Quest Diagnostics

Winter Haven Full-time Delivery Driver-Medical Courier Pharmaceuticals

Winter Haven, FL

$20 - $26

XPO Logistics

Winter Haven Flexible Job:Delivery Driver-Package Handler Box Truck

Winter Haven, FL

$22 - $28

Instacart

Join Instacart in Winter Haven as a Delivery Driver-Grocery Same Day

Winter Haven, FL

$16 - $23

DoorDash

Flexible Gig:Delivery Driver-Food Delivery Part Time Evenings

Winter Haven, FL

$15 - $22

Amazon Flex

Winter Haven Delivery Driver-Independent Contractor(Contractor)-Amazon

Winter Haven, FL

$18 - $25

Express Logistics

Delivery Driver-Full Time Local Routes Needed-Winter Haven Area

Winter Haven, FL

$19 - $24

Roadie

Box Truck Delivery Driver

Winter Haven, FL

$4,095 - $7,098

Uber Eats

Daily Pay Delivery Driver

Winter Haven, FL

$3,136 - $5,376

DoorDash

Entry-Level Delivery Driver — No Experience Required

Winter Haven, FL

$2,200 - $3,800

Delivery Driver Jobs in Winter Haven — FAQ

How many delivery driver jobs are open in Winter Haven, FL?
There are currently 45+ 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 45+ 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

3 open positions

DSP Driver Jobs in Winter Haven

2 open positions

Last updated: May 10, 2026