Driving Jobs in Maitland, FL — See Openings

As of May 2026, there are 100+ open driving positions in Maitland, FL. Current pay ranges from $500 to $8,925 per year. Top hiring areas include Delivery Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Uber

Uberxl Driver-Maitland,FL | Hiring

Maitland, FL

$4,000 - $6,500

Heavy Route Couriers

Dedicated Route Freight Courier (Cargo Van)

Maitland, FL

$4,000 - $6,000

Auto Logistics Pros

FL Career:Independent Contractor Driver-Auto Parts Courier in Maitland

Maitland, FL

$2,800 - $4,800

Final Mile Delivery Co.

Maitland-based Independent Contractor Driver-Final Mile Parcel Opening

Maitland, FL

$3,000 - $5,500

Regional Expedite Logistics

Maitland Job:Independent Contractor Driver-Long Distance / Regional

Maitland, FL

$3,500 - $6,000

Local Merchant Delivery Network

Independent Contractor Driver-Early Morning Bakery/floral(Gig Economy

Maitland, FL

$2,040 - $3,570

Healthway Logistics

Independent Medical Specimen Courier

Maitland, FL

$2,850 - $4,750

Urban Pedal Logistics

Urban Pedal Logistics is hiring a Independent Contractor Driver-Urban

Maitland, FL

$2,500 - $4,500

Uber

Uber Needs Connect Package Delivery Driver in Maitland(Flexible)

Maitland, FL

$3,000 - $5,500

Auto Logistics Pros

FL Career:Independent Contractor Driver-Auto Parts Courier in Maitland

Maitland, FL

$2,800 - $4,800

Uber

Uber Needs Connect Package Delivery Driver in Maitland(Flexible)

Maitland, FL

$3,000 - $5,500

Uber

Uber seeks Campus Area Ubereats Driver in Maitland | Hiring

Maitland, FL

$2,600 - $4,800

Driving Jobs in Maitland — FAQ

How many driving jobs are available in Maitland, FL right now?
There are currently 100+ open driving positions in Maitland, 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 Maitland?
Driving job pay in Maitland 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 Maitland?
Yes. Many delivery driver, courier, and DSP positions in Maitland 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 Maitland?
Driving jobs in Maitland 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 Maitland?
Benefits vary by employer, but many driving positions in Maitland 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 Maitland?
Your take-home pay as a driver in Maitland 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 Maitland?
Yes, many driving positions in Maitland 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 03, 2026