Driving Jobs in Chokoloskee, FL — Apply Today

As of May 2026, there are 120+ open driving positions in Chokoloskee, FL. Current pay ranges from $560 to $9,350 per year. Top hiring areas include Delivery Driver, General and Overnight. New roles are posted daily — listings on this page are verified and updated regularly.

Auto Logistics Pros

Chokoloskee Contractor Independent Contractor Driver-Auto Parts

Chokoloskee, FL

$3,024 - $5,184

Heavy Freight Logistics

Work in Chokoloskee:Independent Contractor Driver-Cargo Van / Box

Chokoloskee, FL

$5,400 - $9,180

On-Demand Tasks Network

Chokoloskee:Independent Contractor Driver-On-demand Errands

Chokoloskee, FL

$2,100 - $4,200

Healthway Logistics

Independent Medical Specimen Courier

Chokoloskee, FL

$2,850 - $4,750

Uber

Chokoloskee Career:Event Driver at Uber | Hiring

Chokoloskee, FL

$2,800 - $5,000

O'Reilly Auto Parts

Chokoloskee Career:Delivery Driver & Logistics at O'reilly Auto Parts

Chokoloskee, FL

$2,800 - $4,000

Auto Logistics Pros

Independent Contractor Driver-Auto Parts Courier(Gig Economy And

Chokoloskee, FL

$2,800 - $4,800

Elite Hand Courier

White-Glove Specialty Courier

Chokoloskee, FL

$4,000 - $6,500

Uber

Chokoloskee Contractor Opening:Connect Package Delivery Driver

Chokoloskee, FL

$3,000 - $5,500

Regional Expedite Logistics

Chokoloskee Independent Contractor Driver-Long Distance / Regional

Chokoloskee, FL

$3,080 - $5,280

Uber

Uber seeks Uberx Driver in Chokoloskee | Hiring

Chokoloskee, FL

$2,550 - $4,250

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck Specialist(Gig

Chokoloskee, FL

$5,500 - $9,350

Driving Jobs in Chokoloskee — FAQ

How many driving jobs are available in Chokoloskee, FL right now?
There are currently 120+ open driving positions in Chokoloskee, FL. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Chokoloskee?
Driving job pay in Chokoloskee varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Chokoloskee?
Yes. Many delivery driver, courier, and DSP positions in Chokoloskee require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Chokoloskee?
Driving jobs in Chokoloskee offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Chokoloskee?
Benefits vary by employer, but many driving positions in Chokoloskee offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Chokoloskee?
Your take-home pay as a driver in Chokoloskee depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Chokoloskee?
Yes, many driving positions in Chokoloskee are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 120+ listings above and apply directly.

Last updated: May 08, 2026