Delivery Driver Jobs in Cheswold, DE — Start This Week

As of May 2026, there are 40 delivery driver openings in Cheswold, DE. Local pay ranges from $14 to $141,750/year. Listings are updated daily — benefits start Day 1 for most positions.

Heavy Freight Logistics

Apply Now:Independent Contractor Driver-Cargo Van / Box Truck

Cheswold, DE

$5,000 - $8,500

Express Logistics

Delivery Driver-Full Time Local Routes Position in Cheswold | Hiring

Cheswold, DE

$19 - $24

Uber Eats

Cheswold,DE:Alcohol Delivery Driver at Uber Eats | Hiring

Cheswold, DE

$3,000 - $5,000

Postmates

DE Career:Same-day Delivery Driver in Cheswold | Hiring

Cheswold, DE

$3,200 - $5,400

Amazon Flex

Join Amazon Flex in Cheswold as a Delivery Driver-Independent

Cheswold, DE

$18 - $25

Corporate Catering Couriers

Corporate Catering Couriers seeks Independent Contractor

Cheswold, DE

$3,500 - $6,000

FedEx Custom Critical

Join Team in Cheswold:Expedited Sprinter Van Driver-Time Critical

Cheswold, DE

$78,750 - $141,750

Final Mile Delivery Co.

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

Cheswold, DE

$3,000 - $5,500

Shipt

Apply Now:Pharmacy Delivery Driver in Cheswold | Hiring

Cheswold, DE

$3,100 - $5,200

United Parcel Service (UPS)

Cheswold UPS Package Delivery Driver with $4k-$7.5k/Month Pay

Cheswold, DE

$4,000 - $7,500

Instacart

$3.1k-$5.2k/Month Pet Supply Delivery Driver job in Cheswold | Hiring

Cheswold, DE

$3,132 - $5,184

DoorDash

Doordash(Cheswold)Hiring:Morning Shift Delivery Driver | Apply Now

Cheswold, DE

$2,700 - $4,600

Delivery Driver Jobs in Cheswold — FAQ

How many delivery driver jobs are open in Cheswold, DE?
There are currently 40+ delivery driver positions in Cheswold, DE. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Cheswold?
Delivery Driver pay in Cheswold varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do delivery driver jobs in Cheswold require experience?
Many delivery driver positions in Cheswold welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for delivery driver jobs in Cheswold?
Browse the 40+ delivery driver listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.

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Last updated: May 14, 2026