Delivery Driver Jobs in Winter Haven, FL — Start This Week

As of October 2026, there are 170 delivery driver openings in Winter Haven, FL. Local pay ranges from $12 to $145,800/year. Listings are updated daily — benefits start Day 1 for most positions.

Auto Logistics Pros

Independent Contractor Driver-Auto Parts Courier at Auto Logistics

Winter Haven, FL

$3,219 - $5,520

Mechanic's Choice Transport

Flexible Automotive Parts Courier(Winter Haven)

Winter Haven, FL

$2,800 - $4,200

Regional Auto Dealership Group

Part-Time Role in Winter Haven:OEM Dealership Auto Parts Delivery

Winter Haven, FL

$3,000 - $4,500

Secure Document Couriers

Weekend Shift:Driver Opportunity-Winter Haven

Winter Haven, FL

$2,800 - $5,000

AutoZone

Winter Haven,FL:Auto Parts Delivery Driver(local Hub)at Autozone

Winter Haven, FL

$2,940 - $4,410

AquaDrop Delivery

Winter Haven Full-time Home & Office Beverage Step Van Driver

Winter Haven, FL

$3,780 - $5,460

Bimbo Bakeries USA

Winter Haven Full-time Role:Bimbo Bakeries Box Truck Route Driver

Winter Haven, FL

$4,000 - $5,500

Amazon Flex

$21.50/hr Driver Opportunity-Winter Haven(PT)

Winter Haven, FL

$18 - $25

Corporate Catering Couriers

Part-Time Job at Corporate Catering Couriers:Independent Contractor

Winter Haven, FL

$3,500 - $6,000

Metro Pedal Express

Urban Bicycle Courier(Gig)-Winter Haven

Winter Haven, FL

$2,275 - $3,640

DoorDash

Hiring:Delivery Driver in Winter Haven,FL | Apply Now

Winter Haven, FL

$3,000 - $5,200

Lyft

Supplemental Income:Delivery Driver-Rideshare And Package

Winter Haven, FL

$15 - $24

Delivery Driver Jobs in Winter Haven — FAQ

How many delivery driver jobs are open in Winter Haven, FL?
There are currently 170+ 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 170+ 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

58 open positions

Other Driving Jobs in Winter Haven

8 open positions

DSP Driver Jobs in Winter Haven

6 open positions

Warehouse Jobs in Winter Haven

3 open positions

Part-Time Driving Jobs in Winter Haven

2 open positions

Grocery Jobs in Winter Haven

1 open positions

Yard Jockey Jobs in Winter Haven

1 open positions

Overnight Driving Jobs in Winter Haven

1 open positions

Last updated: October 03, 2026