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

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

Uber

Ubereats Large Order Delivery Driver|Flexible|Annapolis

Annapolis, MD

$3,675 - $6,300

Uber

Annapolis Contract:Connect Package Delivery Driver

Annapolis, MD

$2,550 - $4,675

Uber

Join Team:Night Shift Ubereats Courier(Flexible,Annapolis)

Annapolis, MD

$2,548 - $4,368

Shipt

Student Friendly:Driver Opportunity(Annapolis)

Annapolis, MD

$2,500 - $4,500

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Annapolis, MD

$2,400 - $4,200

Uber

Ubereats Bicycle & Scooter Courier(Contract)-Annapolis,MD

Annapolis, MD

$2,200 - $3,960

Uber

Annapolis Ubereats Shop And Pay Expert(Gig)

Annapolis, MD

$2,464 - $4,224

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Annapolis, MD

$2,100 - $4,200

Uber

Annapolis Contract:Campus Area Ubereats Driver

Annapolis, MD

$2,288 - $4,224

Uber

Part-time Ubereats Driver(lunch Rush)(Contract)-Annapolis,MD

Annapolis, MD

$880 - $1,980

Shipt

(Annapolis)Part-Time:Midday Shopper

Annapolis, MD

$1,000 - $2,000

Uber

Recent Job Rideshare Driver @ Uber in Annapolis | Hiring

Annapolis, MD

$3,000 - $5,000

Last updated: April 17, 2026