Delivery Driver Jobs in Annapolis, MD — Open Positions

As of April 2026, there are 43 delivery driver openings in Annapolis, MD. Local pay ranges from $500 to $9,180/year. Listings are updated daily — benefits start Day 1 for most positions.

Grubhub

Weekend Grubhub Delivery Professional

Annapolis, MD

$1,936 - $3,344

Grubhub

Grubhub Delivery Driver

Annapolis, MD

$2,500 - $4,500

Grubhub

Suburban Route Grubhub Driver

Annapolis, MD

$2,208 - $3,864

Uber

Annapolis Night Shift Rideshare Driver($3.2k-$5.5k/Month) | Hiring

Annapolis, MD

$3,200 - $5,500

Lyft

Lyft seeks Airport Transfer Driver in Annapolis | Hiring

Annapolis, MD

$3,500 - $5,500

Grubhub

Part-Time Grubhub Driver (Lunch Rush)

Annapolis, MD

$800 - $1,800

Lyft

Annapolis XL Rideshare Driver(Contractor)-Lyft | Hiring

Annapolis, MD

$4,000 - $6,500

Shipt

Hiring in Annapolis:Courier(Part-Time)

Annapolis, MD

$2,000 - $3,500

Lyft

Part-time Rideshare Driver-Annapolis,MD | Hiring

Annapolis, MD

$500 - $1,500

Uber

Uber is hiring a WAV Rideshare Driver in Annapolis | Apply Now

Annapolis, MD

$3,500 - $5,500

Grubhub

Grubhub Large Order Delivery Driver

Annapolis, MD

$3,185 - $5,460

Uber

Ubereats Large Order Delivery Driver|Flexible|Annapolis

Annapolis, MD

$3,675 - $6,300

Delivery Driver Jobs in Annapolis — FAQ

How many delivery driver jobs are open in Annapolis, MD?
There are currently 43+ 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 43+ 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

Part-Time Driving Jobs in Annapolis

5 open positions

Other Driving Jobs in Annapolis

2 open positions

Last updated: April 17, 2026