Delivery Driver Jobs in Chokoloskee, FL — Apply Today

As of September 2026, there are 38 delivery driver openings in Chokoloskee, FL. Local pay ranges from $1,200 to $9,775/year. Listings are updated daily — benefits start Day 1 for most positions.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Chokoloskee, FL

$3,920 - $6,720

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Chokoloskee, FL

$2,500 - $4,500

On-Demand Tasks Network

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

Chokoloskee, FL

$1,700 - $3,400

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Chokoloskee, FL

$5,250 - $8,925

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Chokoloskee, FL

$2,548 - $4,550

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Chokoloskee, FL

$2,400 - $4,200

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Chokoloskee, FL

$3,500 - $6,000

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Chokoloskee, FL

$3,150 - $5,775

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Chokoloskee, FL

$3,080 - $5,280

United Parcel Service (UPS)

UPS Package Delivery Driver

Chokoloskee, FL

$4,000 - $7,500

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Chokoloskee, FL

$3,850 - $6,600

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Chokoloskee, FL

$2,500 - $4,500

Delivery Driver Jobs in Chokoloskee — FAQ

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