Driving Jobs in Annapolis, MD — Now Hiring

As of May 2026, there are 20+ open driving positions in Annapolis, MD. Current pay ranges from $14 to $85,000 per year. Top hiring areas include Delivery Driver and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.

FedEx Ground

Work in Annapolis:Delivery Driver-Package Handler | Hiring

Annapolis, MD

$21 - $26

Domino's Pizza

MD Career:Delivery Driver-Pizza Delivery Tips Plus Wages in Annapolis

Annapolis, MD

$14 - $20

Wayfair

Recruiting in Annapolis:Delivery Driver-Furniture And Appliance Home

Annapolis, MD

$21 - $27

Quest Diagnostics

Apply Now in Annapolis:Delivery Driver-Medical Courier Pharmaceuticals

Annapolis, MD

$20 - $26

XPO Logistics

Annapolis Career:Delivery Driver-Package Handler Box Truck at XPO

Annapolis, MD

$22 - $28

Instacart

Instacart Needs Delivery Driver-Grocery Same Day Service in Annapolis

Annapolis, MD

$16 - $23

Schneider National

Annapolis Delivery Driver-CDL Class A Regional

Annapolis, MD

$70,000 - $85,000

DoorDash

Annapolis:Delivery Driver-Food Delivery Part Time Evenings

Annapolis, MD

$15 - $22

Amazon Flex

Immediate Opening in Annapolis for a Delivery Driver-Independent

Annapolis, MD

$18 - $25

Express Logistics

Delivery Driver-Full Time Local Routes($19-$24/hr)-Annapolis,MD

Annapolis, MD

$19 - $24

Grubhub

Grubhub is hiring a Suburban Delivery Driver in Annapolis | Apply Now

Annapolis, MD

$2,730 - $4,459

DoorDash

Morning Shift Delivery Driver($2.7k-$4.6k/Month)-Annapolis,MD

Annapolis, MD

$2,700 - $4,600

Driving Jobs in Annapolis — FAQ

How many driving jobs are available in Annapolis, MD right now?
There are currently 20+ open driving positions in Annapolis, MD. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Annapolis?
Driving job pay in Annapolis varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Annapolis?
Yes. Many delivery driver, courier, and DSP positions in Annapolis require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Annapolis?
Driving jobs in Annapolis offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Annapolis?
Benefits vary by employer, but many driving positions in Annapolis offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Annapolis?
Your take-home pay as a driver in Annapolis depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Annapolis?
Yes, many driving positions in Annapolis are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 20+ listings above and apply directly.

Last updated: May 10, 2026