Driving Jobs in Longwood, FL — Start This Week

As of September 2026, there are 40+ open driving positions in Longwood, FL. Current pay ranges from $1,092 to $8,580 per year. Top hiring areas include Delivery Driver and Dsp. New roles are posted daily — listings on this page are verified and updated regularly.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Longwood, FL

$3,220 - $5,520

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Longwood, FL

$2,300 - $4,140

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Longwood, FL

$2,200 - $4,400

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Longwood, FL

$4,550 - $7,735

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Longwood, FL

$2,940 - $5,250

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Longwood, FL

$2,184 - $3,822

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Longwood, FL

$3,500 - $6,000

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Longwood, FL

$2,800 - $4,800

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Longwood, FL

$2,760 - $5,060

United Parcel Service (UPS)

UPS Package Delivery Driver

Longwood, FL

$4,000 - $7,500

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Longwood, FL

$3,220 - $5,520

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Longwood, FL

$2,300 - $4,140

Driving Jobs in Longwood — FAQ

How many driving jobs are available in Longwood, FL right now?
There are currently 40+ open driving positions in Longwood, 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 Longwood?
Driving job pay in Longwood 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 Longwood?
Yes. Many delivery driver, courier, and DSP positions in Longwood 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 Longwood?
Driving jobs in Longwood 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 Longwood?
Benefits vary by employer, but many driving positions in Longwood 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 Longwood?
Your take-home pay as a driver in Longwood 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 Longwood?
Yes, many driving positions in Longwood 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 40+ listings above and apply directly.

Last updated: September 11, 2026