Delivery Driver Jobs in Maitland, FL — Now Hiring

As of September 2026, there are 38 delivery driver openings in Maitland, FL. Local pay ranges from $1,200 to $8,400/year. Listings are updated daily — benefits start Day 1 for most positions.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Maitland, FL

$3,500 - $6,000

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Maitland, FL

$2,275 - $4,095

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Maitland, FL

$2,000 - $4,000

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Maitland, FL

$4,600 - $7,820

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Maitland, FL

$2,112 - $3,696

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Maitland, FL

$3,024 - $5,400

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Maitland, FL

$3,500 - $6,000

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Maitland, FL

$2,550 - $4,675

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Maitland, FL

$2,940 - $5,040

United Parcel Service (UPS)

UPS Package Delivery Driver

Maitland, FL

$4,480 - $8,400

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Maitland, FL

$3,500 - $6,000

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Maitland, FL

$2,000 - $4,000

Delivery Driver Jobs in Maitland — FAQ

How many delivery driver jobs are open in Maitland, FL?
There are currently 38+ delivery driver positions in Maitland, FL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Maitland?
Delivery Driver pay in Maitland 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 Maitland require experience?
Many delivery driver positions in Maitland 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 Maitland?
Browse the 38+ 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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Last updated: September 11, 2026