Delivery Driver Jobs in Annapolis, MD — Start This Week

As of May 2026, there are 19 delivery driver openings in Annapolis, MD. Local pay ranges from $14 to $7,200/year. Listings are updated daily — benefits start Day 1 for most positions.

Amazon Flex

Annapolis Holiday Peak Delivery Driver with $4.1k-$6.9k/Month Pay

Annapolis, MD

$4,140 - $6,900

Uber Eats

Alcohol Delivery Driver Needed-Annapolis Area | Hiring

Annapolis, MD

$3,240 - $5,400

FedEx Ground

Work in Annapolis:Delivery Driver-Package Handler | Hiring

Annapolis, MD

$21 - $26

GoPuff

Annapolis Convenience Store Delivery Driver(Contractor)-Gopuff

Annapolis, MD

$3,024 - $4,860

Quest Diagnostics

Apply Now in Annapolis:Delivery Driver-Medical Courier Pharmaceuticals

Annapolis, MD

$20 - $26

Instacart

MD Career:Pet Supply Delivery Driver in Annapolis | Hiring

Annapolis, MD

$2,668 - $4,416

DoorDash

Apply Now:Flower Delivery Driver in Annapolis | Hiring

Annapolis, MD

$2,520 - $4,410

Express Logistics

Delivery Driver-Full Time Local Routes($19-$24/hr)-Annapolis,MD

Annapolis, MD

$19 - $24

XPO Logistics

Annapolis Career:Delivery Driver-Package Handler Box Truck at XPO

Annapolis, MD

$22 - $28

Wayfair

Recruiting in Annapolis:Delivery Driver-Furniture And Appliance Home

Annapolis, MD

$21 - $27

Amazon Flex

Immediate Opening in Annapolis for a Delivery Driver-Independent

Annapolis, MD

$18 - $25

Grubhub

Grubhub is hiring a Suburban Delivery Driver in Annapolis | Apply Now

Annapolis, MD

$2,730 - $4,459

Delivery Driver Jobs in Annapolis — FAQ

How many delivery driver jobs are open in Annapolis, MD?
There are currently 19+ 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 19+ 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.

Delivery Driver Jobs in Other Cities

Delivery Driver Jobs in Springfield

339 open positions

Delivery Driver Jobs in Columbus

260 open positions

Delivery Driver Jobs in Lakewood

242 open positions

Delivery Driver Jobs in Columbia

239 open positions

Delivery Driver Jobs in Greenville

231 open positions

Delivery Driver Jobs in Bloomington

225 open positions

Delivery Driver Jobs in Franklin

212 open positions

Delivery Driver Jobs in Auburn

209 open positions

Delivery Driver Jobs in Albany

203 open positions

Delivery Driver Jobs in Middletown

201 open positions

Other Driving Jobs in Annapolis

Cdl Driver Jobs in Annapolis

1 open positions

Last updated: May 10, 2026