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

As of October 2026, there are 43 delivery driver openings in Winter Park, FL. Local pay ranges from $14 to $85,000/year. Listings are updated daily — benefits start Day 1 for most positions.

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Winter Park, FL

$2,640 - $4,620

Walmart Spark

Winter Park:Delivery Driver(Contractor,$2.6k-$4.1k/Month) | Hiring

Winter Park, FL

$2,576 - $4,140

Instacart

Start ASAP:Driver Opportunity(Winter Park)

Winter Park, FL

$2,900 - $4,800

United Parcel Service (UPS)

UPS Package Delivery Driver

Winter Park, FL

$4,480 - $8,400

Quest Diagnostics

$23.00/hr Driver Opportunity-Winter Park(PT)

Winter Park, FL

$20 - $26

Schneider National

Driver Opportunity needed in Winter Park(Apply Now)

Winter Park, FL

$70,000 - $85,000

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Winter Park, FL

$2,464 - $4,224

DoorDash

Driver Opportunity needed in Winter Park(Apply Now)

Winter Park, FL

$2,400 - $4,200

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Winter Park, FL

$2,730 - $5,005

Amazon Flex

Winter Park Needs:Driver Opportunity(Part-Time)

Winter Park, FL

$4,500 - $7,500

GoPuff

Driver Opportunity needed in Winter Park(Apply Now)

Winter Park, FL

$2,800 - $4,500

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Winter Park, FL

$2,940 - $5,250

Delivery Driver Jobs in Winter Park — FAQ

How many delivery driver jobs are open in Winter Park, FL?
There are currently 43+ delivery driver positions in Winter Park, FL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Winter Park?
Delivery Driver pay in Winter Park 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 Park require experience?
Many delivery driver positions in Winter Park 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 Park?
Browse the 43+ 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 Park

Other Driving Jobs in Winter Park

4 open positions

DSP Driver Jobs in Winter Park

1 open positions

Part-Time Driving Jobs in Winter Park

1 open positions

Cdl Driver Jobs in Winter Park

1 open positions

Last updated: October 03, 2026