Driving Jobs in Annapolis, MD — Start This Week - Page 4

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

United States Postal Service

Annapolis City Carrier Assistant(CCA)(Full-time)-United States Postal

Annapolis, MD

$3,200 - $4,500

Grubhub

Urgent Hire in Annapolis:Driver Opportunity

Annapolis, MD

$3,000 - $4,900

Postal Transport Network

Local Mail Transport & Logistics Driver•Annapolis,MD•Postal Transport

Annapolis, MD

$3,800 - $5,500

Domino's Pizza

$17.00/hr Driver Opportunity-Annapolis(PT)

Annapolis, MD

$14 - $20

US Postal Service Contractors

Join US Postal Service Contractors in Annapolis as a Highway Contract

Annapolis, MD

$4,000 - $7,000

Schneider National

Start ASAP:Driver Opportunity(Annapolis)

Annapolis, MD

$70,000 - $85,000

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Annapolis, MD

$3,500 - $6,000

Walmart Spark

Annapolis Delivery Driver(Contractor)-Walmart Spark | Hiring

Annapolis, MD

$3,024 - $4,860

US Postal Service Contractors

Annapolis:Independent Mail Route Contractor

Annapolis, MD

$4,000 - $6,500

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Annapolis, MD

$4,600 - $7,820

GoPuff

(Annapolis)Part-Time:Driver Opportunity

Annapolis, MD

$2,800 - $4,500

Uber Eats

Annapolis,MD:Daily Pay Delivery Driver at Uber Eats | Hiring

Annapolis, MD

$3,219 - $5,520

Last updated: October 03, 2026