Delivery Driver Jobs in Chesapeake, VA — Start This Week

As of May 2026, there are 136 delivery driver openings in Chesapeake, VA. Local pay ranges from $12 to $125,000/year. Listings are updated daily — benefits start Day 1 for most positions.

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Chesapeake, VA

$2,700 - $4,860

United Parcel Service (UPS)

UPS Package Delivery Driver(Contract)|Chesapeake

Chesapeake, VA

$4,000 - $8,000

DoorDash

$3k-$5.2k/Month Delivery Driver job in Chesapeake | Hiring

Chesapeake, VA

$3,000 - $5,200

Heavy Legacy LLC

$103.25/hr Driver Opportunity-Chesapeake(PT)

Chesapeake, VA

$90,000 - $125,000

Primo Brands

Water Route Service Delivery Driver

Chesapeake, VA

$22 - $27

Ferguson HVAC

Chesapeake Part-Time:HVAC Parts Delivery Driver And Warehouse

Chesapeake, VA

$19 - $26

AAA Roadside

$34.00/hr Driver Opportunity-Chesapeake(PT)

Chesapeake, VA

$28 - $40

Postal Transport Network

Local Mail Transport & Logistics Driver

Chesapeake, VA

$3,496 - $5,060

UPS

Chesapeake Contract:Package Delivery Driver

Chesapeake, VA

$25 - $33

Walmart Spark

Walmart Spark Delivery Driver

Chesapeake, VA

$2,800 - $4,500

FedEx Ground

Delivery Driver-Package Handler Position in Chesapeake | Hiring

Chesapeake, VA

$21 - $26

DoorDash

Entry-Level Delivery Driver — No Experience Required

Chesapeake, VA

$2,310 - $3,990

Delivery Driver Jobs in Chesapeake — FAQ

How many delivery driver jobs are open in Chesapeake, VA?
There are currently 136+ delivery driver positions in Chesapeake, VA. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Chesapeake?
Delivery Driver pay in Chesapeake 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 Chesapeake require experience?
Many delivery driver positions in Chesapeake 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 Chesapeake?
Browse the 136+ 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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Other Driving Jobs in Chesapeake

Cdl Driver Jobs in Chesapeake

30 open positions

Other Driving Jobs in Chesapeake

7 open positions

DSP Driver Jobs in Chesapeake

3 open positions

Part-Time Driving Jobs in Chesapeake

2 open positions

Yard Jockey Jobs in Chesapeake

1 open positions

Grocery Jobs in Chesapeake

1 open positions

Last updated: May 14, 2026