Driving Jobs in Cheswold, DE — Open Positions

As of May 2026, there are 60+ open driving positions in Cheswold, DE. Current pay ranges from $440 to $8,500 per year. Top hiring areas include Delivery Driver, General and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Regional Expedite Logistics

Apply Now:Independent Contractor Driver-Long Distance / Regional

Cheswold, DE

$3,500 - $6,000

Final Mile Delivery Co.

Now Hiring:Independent Contractor Driver-Final Mile Parcel in

Cheswold, DE

$3,000 - $5,500

Uber

WAV Driver Position in Cheswold | Hiring

Cheswold, DE

$3,780 - $5,940

Uber

Cheswold Uberxl Driver(Contractor)-Uber | Hiring

Cheswold, DE

$3,400 - $5,525

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck Specialist(Gig

Cheswold, DE

$5,000 - $8,500

Fisher Auto Parts

Immediate Opening in Cheswold for a Hot Shot Delivery Driver | Hiring

Cheswold, DE

$3,000 - $4,600

Advance Auto Parts Logistics Partners

Work in Cheswold:Advance Auto Parts-Independent Contractor Courier

Cheswold, DE

$2,500 - $4,800

Secure Legal Logistics

Legal & Secure Document Courier

Cheswold, DE

$3,500 - $5,500

United Parcel Service (UPS)

UPS Package Delivery Driver•Cheswold,DE•United Parcel Service(UPS)

Cheswold, DE

$4,000 - $7,500

Healthway Logistics

Independent Medical Specimen Courier

Cheswold, DE

$3,000 - $5,000

Uber

Campus Area Ubereats Driver Position in Cheswold | Hiring

Cheswold, DE

$2,600 - $4,800

Uber

Uber is hiring a Ubereats Shop And Pay Expert in Cheswold | Apply Now

Cheswold, DE

$2,800 - $4,800

Driving Jobs in Cheswold — FAQ

How many driving jobs are available in Cheswold, DE right now?
There are currently 60+ open driving positions in Cheswold, DE. 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 Cheswold?
Driving job pay in Cheswold 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 Cheswold?
Yes. Many delivery driver, courier, and DSP positions in Cheswold 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 Cheswold?
Driving jobs in Cheswold 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 Cheswold?
Benefits vary by employer, but many driving positions in Cheswold 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 Cheswold?
Your take-home pay as a driver in Cheswold 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 Cheswold?
Yes, many driving positions in Cheswold 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 60+ listings above and apply directly.

Last updated: May 08, 2026