Delivery Driver Jobs in Chesapeake, VA — Now Hiring

As of May 2026, there are 152 delivery driver openings in Chesapeake, VA. Local pay ranges from $500 to $8,500/year. Listings are updated daily — benefits start Day 1 for most positions.

US Postal Service Contractors

Highway Contract Route (HCR) Driver

Chesapeake, VA

$4,480 - $7,840

FedEx

Flexible Delivery Driver in Chesapeake,VA | Hiring

Chesapeake, VA

$3,220 - $5,980

Uber

Chesapeake Contractor Role:Night Shift Ubereats Courier

Chesapeake, VA

$2,940 - $5,040

Grubhub

Part-Time Delivery Driver – Chesapeake VA | Part Time Job

Chesapeake, VA

$2,500 - $4,500

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Chesapeake, VA

$2,400 - $4,200

Uber

Ubereats Large Order Delivery Driver•Chesapeake,VA•Uber | Hiring

Chesapeake, VA

$3,500 - $6,000

DoorDash

DoorDash Large Order (Catering) Driver

Chesapeake, VA

$3,220 - $5,520

PepsiCo

Route Sales Delivery Driver(Contract)|Chesapeake

Chesapeake, VA

$4,500 - $7,000

Grubhub

Part-Time Role in Chesapeake:Part-time Driver(lunch Rush) | Part

Chesapeake, VA

$800 - $1,800

Uber

WAV Driver-Chesapeake,VA | Hiring

Chesapeake, VA

$3,850 - $6,050

Lyft

Chesapeake Career:Premium Rideshare Driver at Lyft | Hiring

Chesapeake, VA

$4,500 - $7,500

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Chesapeake, VA

$3,500 - $6,000

Delivery Driver Jobs in Chesapeake — FAQ

How many delivery driver jobs are open in Chesapeake, VA?
There are currently 152+ 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 152+ 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

Other Driving Jobs in Chesapeake

14 open positions

Cdl Driver Jobs in Chesapeake

3 open positions

Part-Time Driving Jobs in Chesapeake

3 open positions

Warehouse Jobs in Chesapeake

2 open positions

Grocery Jobs in Chesapeake

2 open positions

Weekend Driving Jobs in Chesapeake

2 open positions

Overnight Driving Jobs in Chesapeake

1 open positions

DSP Driver Jobs in Chesapeake

1 open positions

Last updated: May 04, 2026