Driving Jobs in Annapolis, MD — Apply Today - Page 2

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

Grubhub

Early Morning Grubhub Driver

Annapolis, MD

$2,530 - $4,370

Local Merchant Delivery Network

Annapolis Independent Contractor Driver-Early Morning Bakery/floral

Annapolis, MD

$2,400 - $4,200

Heavy Freight Logistics

Annapolis Independent Contractor Driver-Cargo Van / Box Truck

Annapolis, MD

$5,000 - $8,500

Corporate Catering Couriers

Annapolis,MD:Independent Contractor Driver-Catering Logistics at

Annapolis, MD

$3,500 - $6,000

Wholesale Transit Partners

Evening Role:Driver Opportunity(Annapolis)

Annapolis, MD

$3,200 - $5,500

Grubhub

Grubhub Shop and Pay Driver

Annapolis, MD

$2,800 - $4,800

On-Demand Tasks Network

On-demand Tasks Network is hiring a Independent Contractor

Annapolis, MD

$2,000 - $4,000

Morning Express Couriers

Driver Opportunity needed in Annapolis(Apply Now)

Annapolis, MD

$2,200 - $3,800

Final Mile Delivery Co.

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

Annapolis, MD

$3,000 - $5,500

Grubhub

Campus Area Grubhub Driver

Annapolis, MD

$2,912 - $5,376

Grubhub

Weekend Grubhub Delivery Professional

Annapolis, MD

$2,310 - $3,990

Grubhub

Grubhub Bicycle & Scooter Courier

Annapolis, MD

$2,500 - $4,500

Last updated: May 04, 2026