Driving Jobs in Maitland, FL — Hiring Now

As of May 2026, there are 80+ open driving positions in Maitland, FL. Current pay ranges from $800 to $8,500 per year. Most openings are in Delivery Driver. New roles are posted daily — listings on this page are verified and updated regularly.

United Parcel Service (UPS)

UPS Package Delivery Driver Position in Maitland | Hiring

Maitland, FL

$4,000 - $7,500

Campus Courier Network

Maitland Needs:Driver Opportunity(Part-Time)

Maitland, FL

$2,730 - $5,040

Grubhub

Grubhub Delivery Driver

Maitland, FL

$2,125 - $3,825

Grubhub

Grubhub Shop and Pay Driver

Maitland, FL

$2,800 - $4,800

National Grocery Delivery Network

Evening Role:Driver Opportunity(Maitland)

Maitland, FL

$2,375 - $4,275

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck Specialist

Maitland, FL

$5,000 - $8,500

Auto Logistics Pros

Independent Contractor Driver-Auto Parts Courier Position in Maitland

Maitland, FL

$2,800 - $4,800

Corporate Catering Couriers

Independent Contractor Driver-Catering Logistics•Maitland,FL•Corporate

Maitland, FL

$3,500 - $6,000

Wholesale Transit Partners

Flexible Hours:Driver Opportunity-Maitland

Maitland, FL

$3,040 - $5,225

Grubhub

Early Morning Grubhub Driver

Maitland, FL

$2,200 - $3,800

Grubhub

Campus Area Grubhub Driver

Maitland, FL

$2,600 - $4,800

Wholesale Transit Partners

Flexible Hours:Driver Opportunity-Maitland

Maitland, FL

$3,040 - $5,225

Driving Jobs in Maitland — FAQ

How many driving jobs are available in Maitland, FL right now?
There are currently 80+ 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 80+ listings above and apply directly.

Last updated: May 04, 2026