Delivery Driver Jobs in Annapolis, MD — Start This Week

As of March 2026, there are 29 delivery driver openings in Annapolis, MD. Local pay ranges from $500 to $7,500/year. Listings are updated daily — benefits start Day 1 for most positions.

Grubhub

Early Morning Grubhub Driver

Annapolis, MD

$2,200 - $3,800

Grubhub

Campus Area Grubhub Driver

Annapolis, MD

$2,600 - $4,800

Grubhub

Part-Time Grubhub Driver (Lunch Rush)

Annapolis, MD

$800 - $1,800

Grubhub

Suburban Route Grubhub Driver

Annapolis, MD

$2,208 - $3,864

Grubhub

Grubhub Bicycle & Scooter Courier

Annapolis, MD

$2,500 - $4,500

Grubhub

Night Shift Grubhub Courier

Annapolis, MD

$2,800 - $4,800

Grubhub

Grubhub Shop and Pay Driver

Annapolis, MD

$2,576 - $4,416

Grubhub

Weekend Grubhub Delivery Professional

Annapolis, MD

$1,936 - $3,344

Grubhub

Grubhub Large Order Delivery Driver

Annapolis, MD

$3,185 - $5,460

Grubhub

Grubhub Delivery Driver

Annapolis, MD

$2,500 - $4,500

Uber

Annapolis Contract:Campus Area Ubereats Driver

Annapolis, MD

$2,288 - $4,224

Uber

Part-time Ubereats Driver(lunch Rush)(Contract)-Annapolis,MD

Annapolis, MD

$880 - $1,980

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: March 13, 2026