Delivery Driver Jobs in Annapolis, MD — Immediate Openings

As of October 2026, there are 43 delivery driver openings in Annapolis, MD. Local pay ranges from $14 to $85,000/year. Listings are updated daily — benefits start Day 1 for most positions.

Shipt

Weekend Shift:Driver Opportunity-Annapolis

Annapolis, MD

$3,100 - $5,200

United Parcel Service (UPS)

UPS Package Delivery Driver

Annapolis, MD

$3,520 - $6,600

Instacart

Evening Role:Driver Opportunity(Annapolis)

Annapolis, MD

$16 - $23

FedEx Ground

Urgent Hire in Annapolis:Driver Opportunity

Annapolis, MD

$21 - $26

DoorDash

Weekend Shift:Driver Opportunity-Annapolis

Annapolis, MD

$2,700 - $4,600

Roadie

$4.5k-$7.8k/Month Box Truck Delivery Driver job in Annapolis | Hiring

Annapolis, MD

$4,500 - $7,800

United States Postal Service

Seasonal Postal Delivery Worker Position in Annapolis | Hiring

Annapolis, MD

$3,000 - $5,500

Postmates

Annapolis Job:Driver Opportunity(No Exp Req*)

Annapolis, MD

$3,200 - $5,400

Uber Eats

Earn Extra Cash:Driver Opportunity(Annapolis)

Annapolis, MD

$3,150 - $5,250

Gannett

Newspaper Delivery Driver Position in Annapolis | Hiring

Annapolis, MD

$1,380 - $2,760

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Annapolis, MD

$3,500 - $6,000

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Annapolis, MD

$2,464 - $4,224

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

Other Driving Jobs in Annapolis

4 open positions

DSP Driver Jobs in Annapolis

1 open positions

Part-Time Driving Jobs in Annapolis

1 open positions

Cdl Driver Jobs in Annapolis

1 open positions

Last updated: October 03, 2026