Driving Jobs in Annapolis, MD — Start This Week - Page 3

Driving companies hiring in Annapolis, MD — 40+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Annapolis.

Heavy Freight Logistics

Annapolis Job:Independent Contractor Driver-Cargo Van / Box Truck

Annapolis, MD

$5,000 - $8,500

Secure Document Couriers

Apply Now in Annapolis:Independent Contractor Driver-Night Shift

Annapolis, MD

$2,800 - $5,000

Auto Logistics Pros

Independent Contractor Driver-Auto Parts Courier Needed-Annapolis Area

Annapolis, MD

$2,800 - $4,800

FedEx Ground

Fedex Ground(Annapolis)Hiring:Delivery Driver-Package Handler

Annapolis, MD

$21 - $26

XPO Logistics

XPO Logistics Needs Delivery Driver-Package Handler Box Truck in

Annapolis, MD

$22 - $28

Instacart

Delivery Driver-Grocery Same Day Service($16-$23/hr)-Annapolis,MD

Annapolis, MD

$16 - $23

Wayfair

Immediate Opening in Annapolis for a Delivery Driver-Furniture And

Annapolis, MD

$21 - $27

On-Demand Tasks Network

Annapolis Career:Independent Contractor Driver-On-demand Errands at

Annapolis, MD

$2,000 - $4,000

Instacart

Pet Supply Delivery Driver($2.7k-$4.4k/Month)-Annapolis,MD | Hiring

Annapolis, MD

$2,668 - $4,416

DoorDash

Annapolis Morning Shift Delivery Driver with $2.4k-$4k/Month Pay

Annapolis, MD

$2,376 - $4,048

Hot Shot Transportation Co.

Hot Shot Transportation Co. is hiring a Hot Shot Truck Driver-Owner

Annapolis, MD

$85,000 - $130,000

DoorDash

Annapolis Contractor Flower Delivery Driver | Hiring

Annapolis, MD

$2,400 - $4,200

Last updated: May 13, 2026