Driving Jobs in Cheswold, DE — Immediate Openings

As of May 2026, there are 40+ open driving positions in Cheswold, DE. Current pay ranges from $14 to $141,750 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.

Final Mile Delivery Co.

Final Mile Delivery Co.(Cheswold)Hiring:Independent Contractor

Cheswold, DE

$3,000 - $5,500

Instacart

Delivery Driver-Grocery Same Day Service•Cheswold,DE•Instacart

Cheswold, DE

$16 - $23

Coach USA

Charter Bus Driver-CDL B With Passenger Endorsement Position in

Cheswold, DE

$20 - $29

Corporate Catering Couriers

Corporate Catering Couriers seeks Independent Contractor

Cheswold, DE

$3,500 - $6,000

MTA New York City Transit

Transit Bus Driver-CDL B Public Transportation Needed-Cheswold Area

Cheswold, DE

$30 - $42

Regional Expedite Logistics

Independent Contractor Driver-Long Distance / Regional

Cheswold, DE

$3,500 - $6,000

First Student

School Bus Driver-CDL B With Passenger And S

Cheswold, DE

$18 - $25

Shipt

Apply Now:Pharmacy Delivery Driver in Cheswold | Hiring

Cheswold, DE

$3,100 - $5,200

Roadie

Cheswold Contractor Big & Bulky Delivery Driver | Hiring

Cheswold, DE

$4,200 - $7,200

Quest Diagnostics

Quest Diagnostics Needs Delivery Driver-Medical Courier

Cheswold, DE

$20 - $26

Domino's Pizza

Cheswold Part-time Delivery Driver-Pizza Delivery Tips Plus Wages

Cheswold, DE

$14 - $20

GoPuff

Cheswold Convenience Store Delivery Driver(Contractor)-Gopuff

Cheswold, DE

$2,380 - $3,825

Driving Jobs in Cheswold — FAQ

How many driving jobs are available in Cheswold, DE right now?
There are currently 40+ 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 40+ listings above and apply directly.

Last updated: May 13, 2026