Driving Jobs in Chokoloskee, FL — Apply Today

As of April 2026, there are 100+ open driving positions in Chokoloskee, FL. Current pay ranges from $500 to $9,180 per year. Top hiring areas include Delivery Driver, General and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

Uber

Urgent Hire:WAV Rideshare Driver in Chokoloskee,FL | Hiring

Chokoloskee, FL

$3,500 - $5,500

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Chokoloskee, FL

$3,185 - $5,460

Shipt

Midday Shopper needed in Chokoloskee(Apply Now)

Chokoloskee, FL

$1,000 - $2,000

Uber

Chokoloskee WAV Rideshare Driver with $3.5k-$5.5k/Month Pay | Hiring

Chokoloskee, FL

$3,500 - $5,500

Grubhub

Suburban Route Grubhub Driver

Chokoloskee, FL

$2,592 - $4,536

Grubhub

Grubhub Delivery Driver

Chokoloskee, FL

$2,500 - $4,500

Shipt

Student Friendly:Bulk Order Specialist(Chokoloskee)

Chokoloskee, FL

$3,200 - $5,500

Grubhub

Grubhub Bicycle & Scooter Courier

Chokoloskee, FL

$2,875 - $5,175

Uber

Uber Needs Weekend Rideshare Driver in Chokoloskee | Hiring

Chokoloskee, FL

$2,000 - $3,500

Grubhub

Weekend Grubhub Delivery Professional

Chokoloskee, FL

$1,870 - $3,230

Uber

Chokoloskee Night Shift Rideshare Driver($3.2k-$5.5k/Month) | Hiring

Chokoloskee, FL

$3,200 - $5,500

Grubhub

Night Shift Grubhub Courier

Chokoloskee, FL

$2,800 - $4,800

Driving Jobs in Chokoloskee — FAQ

How many driving jobs are available in Chokoloskee, FL right now?
There are currently 100+ 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 100+ listings above and apply directly.

Last updated: April 17, 2026