Delivery Driver Jobs in Annapolis, MD — Start This Week

As of May 2026, there are 40 delivery driver openings in Annapolis, MD. Local pay ranges from $14 to $135,000/year. Listings are updated daily — benefits start Day 1 for most positions.

Instacart

Pet Supply Delivery Driver($2.7k-$4.4k/Month)-Annapolis,MD | Hiring

Annapolis, MD

$2,668 - $4,416

Quest Diagnostics

Quest Diagnostics Needs Delivery Driver-Medical Courier

Annapolis, MD

$20 - $26

On-Demand Tasks Network

Annapolis Career:Independent Contractor Driver-On-demand Errands at

Annapolis, MD

$2,000 - $4,000

Secure Document Couriers

Apply Now in Annapolis:Independent Contractor Driver-Night Shift

Annapolis, MD

$2,800 - $5,000

Regional Expedite Logistics

Regional Expedite Logistics seeks Independent Contractor Driver-Long

Annapolis, MD

$3,500 - $6,000

Amazon Flex

Apply Now:Delivery Driver-Independent Contractor in Annapolis

Annapolis, MD

$18 - $25

DoorDash

Annapolis Contractor Flower Delivery Driver | Hiring

Annapolis, MD

$2,400 - $4,200

FedEx Custom Critical

Fedex Custom Critical seeks Expedited Sprinter Van Driver-Time

Annapolis, MD

$75,000 - $135,000

Local Merchant Delivery Network

Independent Contractor Driver-Early Morning

Annapolis, MD

$2,400 - $4,200

Final Mile Delivery Co.

MD Career:Independent Contractor Driver-Final Mile Parcel in Annapolis

Annapolis, MD

$3,000 - $5,500

Grubhub

Annapolis Suburban Delivery Driver with $3k-$4.9k/Month Pay | Hiring

Annapolis, MD

$3,000 - $4,900

DoorDash

Annapolis Delivery Driver-Food Delivery Part Time Evenings with

Annapolis, MD

$15 - $22

Delivery Driver Jobs in Annapolis — FAQ

How many delivery driver jobs are open in Annapolis, MD?
There are currently 40+ 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 40+ 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

Cdl Driver Jobs in Annapolis

9 open positions

Yard Jockey Jobs in Annapolis

1 open positions

Last updated: May 14, 2026