Delivery Driver Jobs in Winter Haven, FL — Hiring Now

As of September 2026, there are 24 delivery driver openings in Winter Haven, FL. Local pay ranges from $14 to $8,925/year. Listings are updated daily — benefits start Day 1 for most positions.

Regional Expedite Logistics

Earn Extra Cash:Driver Opportunity(Winter Haven)

Winter Haven, FL

$3,500 - $6,000

Urban Pedal Logistics

$42.50/hr Driver Opportunity-Winter Haven(PT)

Winter Haven, FL

$2,625 - $4,725

On-Demand Tasks Network

Driver Opportunity(Part-Time)@ On-demand Tasks Network-Winter Haven

Winter Haven, FL

$2,100 - $4,200

Heavy Freight Logistics

Evening Role:Driver Opportunity(Winter Haven)

Winter Haven, FL

$5,250 - $8,925

Secure Document Couriers

Weekend Shift:Driver Opportunity-Winter Haven

Winter Haven, FL

$2,800 - $5,000

Local Merchant Delivery Network

$38.00/hr Driver Opportunity-Winter Haven(PT)

Winter Haven, FL

$2,400 - $4,200

Corporate Catering Couriers

Student Friendly:Driver Opportunity(Winter Haven)

Winter Haven, FL

$3,500 - $6,000

Auto Logistics Pros

Driver Opportunity needed in Winter Haven(Apply Now)

Winter Haven, FL

$2,660 - $4,560

Final Mile Delivery Co.

Driver Opportunity(Part-Time)@ Final Mile Delivery Co.-Winter Haven

Winter Haven, FL

$3,000 - $5,500

Last Mile Logistics Network

Driver Opportunity(Part-Time)@ Last Mile Logistics Network-Winter...

Winter Haven, FL

$2,660 - $4,750

US Auto Parts Logistics

Winter Haven Part-Time:US Auto Parts-Hybrid Warehouse & Delivery

Winter Haven, FL

$3,200 - $4,800

Fisher Auto Parts

Flexible Part-Time Hot Shot Delivery Driver in Winter Haven

Winter Haven, FL

$3,000 - $4,600

Delivery Driver Jobs in Winter Haven — FAQ

How many delivery driver jobs are open in Winter Haven, FL?
There are currently 24+ 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 24+ 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

13 open positions

Part-Time Driving Jobs in Winter Haven

1 open positions

Overnight Driving Jobs in Winter Haven

1 open positions

DSP Driver Jobs in Winter Haven

1 open positions

Last updated: September 09, 2026