Delivery Driver Jobs in Annapolis, MD — Now Hiring

As of May 2026, there are 56 delivery driver openings in Annapolis, MD. Local pay ranges from $500 to $8,500/year. Listings are updated daily — benefits start Day 1 for most positions.

On-Demand Tasks Network

Annapolis Contractor Independent Contractor Driver-On-demand Errands

Annapolis, MD

$2,300 - $4,600

Final Mile Delivery Co.

Independent Contractor Driver-Final Mile Parcel Needed-Annapolis Area

Annapolis, MD

$3,150 - $5,775

Uber

Work in Annapolis:Night Shift Ubereats Courier | Hiring

Annapolis, MD

$2,800 - $4,800

Uber

Event Driver($2.9k-$5.2k/Month)-Annapolis,MD | Hiring

Annapolis, MD

$2,940 - $5,250

Metro Pedal Express

Urban Bicycle Courier (Downtown Dispatch)

Annapolis, MD

$2,500 - $4,000

Urban Pedal Logistics

Join Team:Independent Contractor Driver-Urban E-bike/scooter Courier

Annapolis, MD

$2,500 - $4,500

Carquest Auto Parts

Annapolis Job:Carquest Regional Parts Transfer Driver(Full-time)

Annapolis, MD

$3,400 - $5,000

Uber

Uber is hiring a Connect Package Delivery Driver in Annapolis

Annapolis, MD

$3,000 - $5,500

Uber

Green Driver•Annapolis,MD•Uber | Hiring

Annapolis, MD

$3,000 - $5,500

Regional Expedite Logistics

Annapolis Contractor Independent Contractor Driver-Long Distance /

Annapolis, MD

$3,185 - $5,460

Heavy Route Couriers

Dedicated Route Freight Courier (Cargo Van)

Annapolis, MD

$4,000 - $6,000

Uber

Work in Annapolis:Ubereats Large Order Delivery Driver | Hiring

Annapolis, MD

$3,500 - $6,000

Delivery Driver Jobs in Annapolis — FAQ

How many delivery driver jobs are open in Annapolis, MD?
There are currently 56+ 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 56+ 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

3 open positions

Cdl Driver Jobs in Annapolis

1 open positions

Last updated: May 08, 2026