Driving Jobs in Annapolis, MD — See Openings - Page 2

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

Auto Logistics Pros

Independent Contractor Driver-Auto Parts Courier Position in Annapolis

Annapolis, MD

$2,576 - $4,416

Uber

Uber(Annapolis)Hiring:Ubereats Delivery Driver | Apply Now

Annapolis, MD

$2,500 - $4,500

Uber

Work in Annapolis:Ubereats Large Order Delivery Driver | Hiring

Annapolis, MD

$3,500 - $6,000

On-Demand Tasks Network

Join On-demand Tasks Network in Annapolis as a Independent Contractor

Annapolis, MD

$2,000 - $4,000

Corporate Transit Solutions

B2B Corporate Route Courier

Annapolis, MD

$3,200 - $4,500

Corporate Catering Couriers

Annapolis Independent Contractor Driver-Catering Logistics with

Annapolis, MD

$3,500 - $6,000

Local Merchant Delivery Network

Annapolis Job:Independent Contractor Driver-Early Morning

Annapolis, MD

$2,592 - $4,536

Uber

Black Driver|Annapolis,MD|Uber | Hiring

Annapolis, MD

$4,140 - $6,900

Elite Hand Courier

White-Glove Specialty Courier

Annapolis, MD

$4,200 - $6,825

Corporate Catering Couriers

Annapolis Independent Contractor Driver-Catering Logistics

Annapolis, MD

$3,500 - $6,000

On-Demand Tasks Network

Annapolis Contractor Independent Contractor Driver-On-demand Errands

Annapolis, MD

$2,300 - $4,600

Regional Expedite Logistics

Annapolis Contractor Independent Contractor Driver-Long Distance /

Annapolis, MD

$3,185 - $5,460

Last updated: May 03, 2026