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

As of May 2026, there are 113 delivery driver openings in Winter Haven, FL. Local pay ranges from $13 to $135,000/year. Listings are updated daily — benefits start Day 1 for most positions.

FedEx

Flexible Ground Delivery Driver(Winter Haven)

Winter Haven, FL

$18 - $22

GoPuff

$2.8k-$4.5k/Month Convenience Store Delivery Driver job in Winter

Winter Haven, FL

$2,800 - $4,500

AAA Roadside

[Part-Time] Driver Opportunity-Winter Haven

Winter Haven, FL

$28 - $40

Quest Diagnostics

Medical Courier Delivery Driver

Winter Haven, FL

$2,548 - $3,822

Amazon Flex

Winter Haven Contract:Delivery Driver-Independent Contractor

Winter Haven, FL

$16 - $22

Old Dominion Freight Line

Winter Haven Needs:Driver Opportunity(Part-Time)

Winter Haven, FL

$80,000 - $95,000

Domino's Pizza

Pizza Delivery Driver

Winter Haven, FL

$2,200 - $3,696

Auto Logistics Pros

Apply Today in Winter Haven:Independent Contractor Driver-Auto Parts

Winter Haven, FL

$2,800 - $4,800

Medline Industries

Medline Medical Supply Delivery Driver

Winter Haven, FL

$23 - $29

Walmart Spark

Walmart Spark Delivery Driver

Winter Haven, FL

$2,548 - $4,095

DoorDash

Join Doordash in Winter Haven as a Morning Shift Delivery Driver

Winter Haven, FL

$2,970 - $5,060

Bimbo Bakeries USA

Part-Time Bakery Product Delivery Driver-Independent Contractor –

Winter Haven, FL

$20 - $28

Delivery Driver Jobs in Winter Haven — FAQ

How many delivery driver jobs are open in Winter Haven, FL?
There are currently 113+ 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 113+ 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

31 open positions

Other Driving Jobs in Winter Haven

9 open positions

DSP Driver Jobs in Winter Haven

3 open positions

Part-Time Driving Jobs in Winter Haven

2 open positions

Yard Jockey Jobs in Winter Haven

1 open positions

Grocery Jobs in Winter Haven

1 open positions

Last updated: May 13, 2026