Driving Jobs in Annapolis, MD — Start This Week - Page 3

Driving companies hiring in Annapolis, MD — 50+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Annapolis.

XPO Logistics

Urgent Hire in Annapolis:Driver Opportunity

Annapolis, MD

$22 - $28

Amazon Flex

Earn Extra Cash:Driver Opportunity(Annapolis)

Annapolis, MD

$4,500 - $7,500

Domino's Pizza

Pizza Delivery Driver•Annapolis,MD•Domino's Pizza | Hiring

Annapolis, MD

$2,500 - $4,200

Amazon Flex

Driver Opportunity(Part-Time)@ Amazon Flex-Annapolis

Annapolis, MD

$18 - $25

Quest Diagnostics

Student Friendly:Driver Opportunity(Annapolis)

Annapolis, MD

$20 - $26

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Annapolis, MD

$2,400 - $4,200

DoorDash

(Annapolis)Part-Time:Driver Opportunity

Annapolis, MD

$2,520 - $4,410

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Annapolis, MD

$2,800 - $5,000

DoorDash

Annapolis Job:Entry-level Delivery Driver—No Experience Required

Annapolis, MD

$2,200 - $3,800

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Annapolis, MD

$2,000 - $4,000

FedEx Ground

Delivery Driver Position in Annapolis | Hiring

Annapolis, MD

$3,800 - $5,200

Quest Diagnostics

Annapolis-based Medical Courier Delivery Driver Opening | Hiring

Annapolis, MD

$2,464 - $3,696

Last updated: October 03, 2026