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

Driving jobs near Annapolis — 50+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.

Grubhub

Campus Area Grubhub Driver

Annapolis, MD

$2,600 - $4,800

Lyft

Work in Annapolis:Premium Rideshare Driver | Hiring

Annapolis, MD

$4,500 - $7,500

Lyft

Lyft(Annapolis)Hiring:Event Rideshare Driver | Apply Now

Annapolis, MD

$2,800 - $5,000

Grubhub

Early Morning Grubhub Driver

Annapolis, MD

$2,200 - $3,800

Shipt

[Part-Time] Early Morning Shopper-Annapolis

Annapolis, MD

$2,200 - $3,800

Uber

Join Uber in Annapolis as a EV Rideshare Driver | Hiring

Annapolis, MD

$3,000 - $5,500

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Annapolis, MD

$2,576 - $4,600

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Annapolis, MD

$5,400 - $9,180

Last Mile Logistics Network

Independent Contractor Driver - Last-Mile Logistics

Annapolis, MD

$2,800 - $5,000

Grubhub

Night Shift Grubhub Courier

Annapolis, MD

$2,800 - $4,800

Shipt

Student Friendly:Evening & Night Shift Courier(Annapolis)

Annapolis, MD

$2,800 - $4,800

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Annapolis, MD

$2,500 - $4,500

Last updated: April 17, 2026