Driving Jobs in Annapolis, MD — See Openings - Page 3

50+ driving jobs in Annapolis, MD hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Annapolis.

Uber

Uber is hiring a Connect Package Delivery Driver in Annapolis

Annapolis, MD

$3,000 - $5,500

Secure Document Couriers

Annapolis Job:Independent Contractor Driver-Night Shift Legal/document

Annapolis, MD

$2,800 - $5,000

Uber

Annapolis WAV Driver(Contractor)-Uber | Hiring

Annapolis, MD

$3,080 - $4,840

Uber

Work in Annapolis:Night Shift Ubereats Courier | Hiring

Annapolis, MD

$2,800 - $4,800

Task & Dash Couriers

On-Demand Local Courier (Gig Economy)

Annapolis, MD

$2,100 - $4,200

Uber

Annapolis Career:Uberx Driver at Uber | Hiring

Annapolis, MD

$3,449 - $5,750

Healthway Logistics

Independent Medical Specimen Courier

Annapolis, MD

$3,000 - $5,000

Uber

Hiring:Night Shift Driver in Annapolis,MD | Apply Now

Annapolis, MD

$3,584 - $6,160

Uber

Ubereats Bicycle & Scooter Courier(Contract)-Annapolis | Hiring

Annapolis, MD

$2,500 - $4,500

Heavy Route Couriers

Dedicated Route Freight Courier (Cargo Van)

Annapolis, MD

$4,000 - $6,000

Uber

Airport Driver Position in Annapolis | Hiring

Annapolis, MD

$3,920 - $6,160

Heavy Freight Logistics

Heavy Freight Logistics Needs Independent Contractor Driver-Cargo Van

Annapolis, MD

$5,000 - $8,500

Last updated: May 03, 2026