Delivery Driver Jobs in Annapolis, MD — Open Positions

As of April 2026, there are 29 delivery driver openings in Annapolis, MD. Local pay ranges from $864 to $8,500/year. Listings are updated daily — benefits start Day 1 for most positions.

Local Shopper Partners

Courier needed in Annapolis(Apply Now)

Annapolis, MD

$2,000 - $3,500

Morning Express Couriers

Driver Opportunity needed in Annapolis(Apply Now)

Annapolis, MD

$2,200 - $3,800

Local Merchant Delivery Network

Annapolis Independent Contractor Driver-Early Morning Bakery/floral

Annapolis, MD

$2,400 - $4,200

Campus Courier Network

Driver Opportunity needed in Annapolis(Apply Now)

Annapolis, MD

$2,730 - $5,040

Regional Expedite Logistics

Annapolis,MD:Independent Contractor Driver-Long Distance / Regional

Annapolis, MD

$3,500 - $6,000

Suburban Delivery Network

$46.00/hr Driver Opportunity-Annapolis(PT)

Annapolis, MD

$2,940 - $5,040

Grubhub

Suburban Route Grubhub Driver

Annapolis, MD

$2,184 - $3,822

Midnight Logistics

(Annapolis)Part-Time:Late Night Convenience & Grocery Courier

Annapolis, MD

$2,660 - $4,560

Grubhub

Early Morning Grubhub Driver

Annapolis, MD

$2,530 - $4,370

Grubhub

Grubhub Large Order Delivery Driver

Annapolis, MD

$3,675 - $6,300

Grubhub

Part-Time Grubhub Driver (Lunch Rush)

Annapolis, MD

$864 - $1,944

Wholesale Transit Partners

Evening Role:Driver Opportunity(Annapolis)

Annapolis, MD

$3,200 - $5,500

Delivery Driver Jobs in Annapolis — FAQ

How many delivery driver jobs are open in Annapolis, MD?
There are currently 29+ delivery driver positions in Annapolis, MD. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Annapolis?
Delivery Driver pay in Annapolis 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 Annapolis require experience?
Many delivery driver positions in Annapolis 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 Annapolis?
Browse the 29+ 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 Annapolis

Other Driving Jobs in Annapolis

1 open positions

Last updated: April 26, 2026