Driving Jobs in Annapolis, MD — Start This Week - Page 2

Driving companies hiring in Annapolis, MD — 40+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Annapolis.

Shipt

Pharmacy Delivery Driver•Annapolis,MD•Shipt | Hiring

Annapolis, MD

$3,410 - $5,720

First Student

Hiring in Annapolis:School Bus Driver-CDL B With Passenger And S

Annapolis, MD

$21 - $29

Clean Harbors

Apply Now:CDL B Vacuum Truck Driver-Industrial Cleaning in Annapolis

Annapolis, MD

$28 - $38

Coach USA

Charter Bus Driver-CDL B With Passenger Endorsement|Annapolis,MD|Coach

Annapolis, MD

$23 - $33

Uber Eats

Join Team:Alcohol Delivery Driver in Annapolis,MD | Hiring

Annapolis, MD

$3,360 - $5,600

Schneider National

Immediate Start in Annapolis:Delivery Driver-CDL Class A Regional

Annapolis, MD

$70,000 - $85,000

Express Logistics

Delivery Driver-Full Time Local Routes•Annapolis,MD•Express Logistics

Annapolis, MD

$19 - $24

Final Mile Delivery Co.

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

Annapolis, MD

$3,000 - $5,500

Penske Logistics

CDL A Yard Hostler Truck Driver-Trailer Spotter|Annapolis,MD|Penske

Annapolis, MD

$21 - $27

Amazon Flex

Annapolis Contractor Holiday Peak Delivery Driver | Hiring

Annapolis, MD

$4,500 - $7,500

Urban Pedal Logistics

Annapolis:Independent Contractor Driver-Urban E-bike/scooter Courier

Annapolis, MD

$2,500 - $4,500

MTA New York City Transit

MD Career:Transit Bus Driver-CDL B Public Transportation in Annapolis

Annapolis, MD

$35 - $48

Last updated: May 13, 2026