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

Driving jobs near Annapolis — 30+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.

Grubhub

Grubhub Shop and Pay Driver

Annapolis, MD

$2,800 - $4,800

Grubhub

Night Shift Grubhub Courier

Annapolis, MD

$2,464 - $4,224

Final Mile Delivery Co.

$3k-$5.5k/Month Independent Contractor Driver-Final Mile Parcel job in

Annapolis, MD

$3,000 - $5,500

Urban Pedal Logistics

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

Annapolis, MD

$2,500 - $4,500

On-Demand Tasks Network

On-demand Tasks Network is hiring a Independent Contractor

Annapolis, MD

$2,000 - $4,000

Urban Pedal Logistics

Flexible Hours:Courier-Annapolis

Annapolis, MD

$2,500 - $4,500

Auto Logistics Pros

Apply Now:Independent Contractor Driver-Auto Parts Courier in

Annapolis, MD

$2,800 - $4,800

FreshDrop Logistics

Student Friendly:Driver Opportunity(Annapolis)

Annapolis, MD

$3,000 - $5,500

Midday Logistics Co.

Student Friendly:Driver Opportunity(Annapolis)

Annapolis, MD

$950 - $1,900

Grubhub

Campus Area Grubhub Driver

Annapolis, MD

$2,912 - $5,376

Secure Document Couriers

Independent Contractor Driver-Night Shift Legal/document Courier

Annapolis, MD

$2,800 - $5,000

United Parcel Service (UPS)

Immediate Opening in Annapolis for a UPS Package Delivery Driver

Annapolis, MD

$4,000 - $7,500

Last updated: April 26, 2026