Driving Jobs in ANNAPOLIS, MD — Start This Week

As of October 2026, there are 10+ open driving jobs in ANNAPOLIS, MD. Current pay ranges from $16 to $35 per hour. Top hiring areas include Delivery Driver, Flatbed and General. New roles are posted daily — listings on this page are verified and updated regularly.

US Foods

Now Hiring in ANNAPOLIS:Restaurant Supply Delivery Driver-CDL Class B

ANNAPOLIS, MD

$23 - $32

Pella Windows and Doors

Glass And Window Delivery Driver-CDL B Flatbed Position in ANNAPOLIS

ANNAPOLIS, MD

$25 - $32

Bimbo Bakeries USA

ANNAPOLIS Bakery Product Delivery Driver-Independent Contractor with

ANNAPOLIS, MD

$18 - $25

Canteen

ANNAPOLIS Vending Machine Delivery Driver And Route Service with

ANNAPOLIS, MD

$15 - $21

Levin Furniture and Mattress

ANNAPOLIS,MD:Mattress Delivery Driver-2 Person Team Home Setup at

ANNAPOLIS, MD

$20 - $27

Cintas

Immediate Opening in ANNAPOLIS for a Uniform And Linen Service

ANNAPOLIS, MD

$24 - $30

Sherwin-Williams

ANNAPOLIS-based Paint Store Delivery Driver-Commercial Accounts

ANNAPOLIS, MD

$18 - $24

Ferguson HVAC

HVAC Parts Delivery Driver And Warehouse

ANNAPOLIS, MD

$19 - $26

Southern Glazer's Wine & Spirits

ANNAPOLIS Full-time Wine And Spirits Delivery Driver-CDL Class B

ANNAPOLIS, MD

$25 - $31

General Beer Northeast

Hiring in ANNAPOLIS:Beer Delivery Driver-CDL A Distributor Route

ANNAPOLIS, MD

$27 - $34

Driving Jobs in ANNAPOLIS — FAQ

How many driving jobs are available in ANNAPOLIS, MD right now?
There are currently 10+ open driving jobs in ANNAPOLIS, MD. They range from CDL-A truck driving and local home-daily routes to delivery, box truck, bus and non-CDL driving work. New routes are added daily.
How much do driving jobs pay in ANNAPOLIS?
Pay in ANNAPOLIS depends on the licence and the type of driving: delivery and non-CDL routes usually run $18–$26/hr, local CDL work $22–$32/hr, and CDL-A regional or OTR seats $1,200–$1,900 a week. Night runs and specialised freight such as flatbed or tanker pay more.
Are there driving jobs in ANNAPOLIS with no experience?
Yes. Many employers in ANNAPOLIS run paid CDL training or hire recent CDL school graduates, and non-CDL delivery, shuttle and rideshare work needs only a regular licence and a clean record.
Can I get a driving job in ANNAPOLIS that is home every night?
Local routes in ANNAPOLIS are home daily, including delivery, box truck, yard, dump truck and local CDL-A work. Regional runs get you home weekly, and OTR means longer stretches away for higher weekly pay.
Do I need a CDL to drive in ANNAPOLIS?
Not for every job. Cargo van, sprinter, courier, shuttle and most 26' box truck routes need only a regular driver's licence. A CDL-B is needed for heavier straight trucks and buses, and a CDL-A for tractor-trailers.
What do employers check before hiring a driver in ANNAPOLIS?
Your driving record for the last 3–5 years, a background check, and for commercial roles a DOT physical and drug test. Most insurers require drivers to be at least 21 for interstate work.
Which companies are hiring drivers immediately in ANNAPOLIS?
Many carriers, delivery firms and local fleets in ANNAPOLIS hire on a rolling basis, with start dates often within one to two weeks of applying. Browse the 10+ open routes above and apply directly.

Last updated: October 28, 2026