Driving Jobs in Chokoloskee, FL — Open Positions

As of May 2026, there are 100+ open driving positions in Chokoloskee, FL. Current pay ranges from $14 to $149,500 per year. Top hiring areas include Delivery Driver, Cdl Driver and Yard Jockey. New roles are posted daily — listings on this page are verified and updated regularly.

FedEx Custom Critical

Join Team in Chokoloskee:Expedited Sprinter Van Driver-Time Critical

Chokoloskee, FL

$75,000 - $135,000

Penske Logistics

$26-$33/hr CDL A Yard Hostler Truck Driver-Trailer Spotter job in

Chokoloskee, FL

$26 - $33

Amazon Flex

Chokoloskee Holiday Peak Delivery Driver($4.5k-$7.5k/Month) | Hiring

Chokoloskee, FL

$4,500 - $7,500

Uber Eats

Chokoloskee Alcohol Delivery Driver($3k-$5k/Month) | Hiring

Chokoloskee, FL

$3,000 - $5,000

XPO Logistics

Chokoloskee:Delivery Driver-Package Handler Box Truck

Chokoloskee, FL

$22 - $28

Regional Expedite Logistics

Apply Now:Independent Contractor Driver-Long Distance / Regional

Chokoloskee, FL

$3,500 - $6,000

Schneider National

Schneider National Needs Delivery Driver-CDL Class A Regional Routes

Chokoloskee, FL

$70,000 - $85,000

Granite Construction

Apply Today in Chokoloskee:CDL B Water Truck Driver-Construction Site

Chokoloskee, FL

$23 - $29

Urban Pedal Logistics

Urban Pedal Logistics(Chokoloskee)Hiring:Independent Contractor

Chokoloskee, FL

$2,500 - $4,500

Penske Logistics

Penske Logistics is hiring a CDL A Yard Hostler Truck Driver-Trailer

Chokoloskee, FL

$26 - $33

United Parcel Service (UPS)

Chokoloskee Career:UPS Package Delivery Driver at United Parcel

Chokoloskee, FL

$4,000 - $7,500

Wayfair

Apply Today in Chokoloskee:Delivery Driver-Furniture And Appliance

Chokoloskee, FL

$21 - $27

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: May 14, 2026