Delivery Driver Jobs in Winter Haven, FL — Apply Today

As of April 2026, there are 124 delivery driver openings in Winter Haven, FL. Local pay ranges from $500 to $8,500/year. Listings are updated daily — benefits start Day 1 for most positions.

DoorDash

Suburban Route DoorDash Driver

Winter Haven, FL

$2,208 - $3,864

Local Shopper Partners

Courier needed in Winter Haven(Apply Now)

Winter Haven, FL

$2,000 - $3,500

Grubhub

Part-Time Part-time Driver(lunch Rush)|Winter Haven,FL | Part

Winter Haven, FL

$800 - $1,800

FreshDrop Logistics

Driver Opportunity(Part-Time)@ Freshdrop Logistics-Winter Haven

Winter Haven, FL

$3,000 - $5,500

Uber

Night Shift Ubereats Courier(Contract)-Winter Haven,FL

Winter Haven, FL

$2,800 - $4,800

Uber

Ubereats Large Order Delivery Driver(Contract)-Winter Haven,FL

Winter Haven, FL

$3,500 - $6,000

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Winter Haven, FL

$4,024 - $6,899

Heavy Freight Logistics

Winter Haven:Independent Contractor Driver-Cargo Van / Box Truck

Winter Haven, FL

$5,000 - $8,500

Uber

Winter Haven Career:EV Rideshare Driver at Uber | Hiring

Winter Haven, FL

$3,000 - $5,500

Grubhub

Part-Time Weekend Delivery Professional(Winter Haven,FL)|Grubhub

Winter Haven, FL

$2,200 - $3,800

Uber

Apply Now:Uberxl Driver in Winter Haven | Hiring

Winter Haven, FL

$4,000 - $6,500

National Grocery Delivery Network

Student Friendly:Driver Opportunity(Winter Haven)

Winter Haven, FL

$2,500 - $4,500

Delivery Driver Jobs in Winter Haven — FAQ

How many delivery driver jobs are open in Winter Haven, FL?
There are currently 124+ 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 124+ 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

Other Driving Jobs in Winter Haven

7 open positions

Part-Time Driving Jobs in Winter Haven

5 open positions

Grocery Jobs in Winter Haven

2 open positions

Warehouse Jobs in Winter Haven

1 open positions

Weekend Driving Jobs in Winter Haven

1 open positions

Last updated: April 26, 2026