Delivery Driver Jobs in Annapolis, MD — Immediate Openings

As of May 2026, there are 47 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.

Mechanic's Choice Transport

Automotive Parts Courier

Annapolis, MD

$2,800 - $4,200

Uber

Annapolis Weekend Ubereats Delivery Professional with

Annapolis, MD

$2,200 - $3,800

Urban Pedal Logistics

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

Annapolis, MD

$2,500 - $4,500

Auto Logistics Pros

Independent Contractor Driver-Auto Parts Courier Needed-Annapolis Area

Annapolis, MD

$2,800 - $4,800

Final Mile Delivery Co.

Independent Contractor Driver-Final Mile Parcel-Annapolis,MD | Hiring

Annapolis, MD

$3,000 - $5,500

Uber

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

Annapolis, MD

$2,940 - $5,250

Secure Document Couriers

Apply Now:Independent Contractor Driver-Night Shift Legal/document

Annapolis, MD

$2,800 - $5,000

United Parcel Service (UPS)

United Parcel Service(UPS)seeks UPS Package Delivery Driver in

Annapolis, MD

$4,000 - $7,500

Metro Pedal Express

Urban Bicycle Courier (Downtown Dispatch)

Annapolis, MD

$2,500 - $4,000

Night Owl Expedite

Overnight Regional Expedite Courier (Hot Shot)

Annapolis, MD

$3,800 - $5,800

Uber

Annapolis Job:Campus Area Ubereats Driver(Contractor) | Hiring

Annapolis, MD

$2,600 - $4,800

Auto Logistics Pros

Independent Contractor Driver-Auto Parts Courier Position in Annapolis

Annapolis, MD

$2,576 - $4,416

Delivery Driver Jobs in Annapolis — FAQ

How many delivery driver jobs are open in Annapolis, MD?
There are currently 47+ 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 47+ 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

Last updated: May 03, 2026