UPS Delivery Driver Jobs in Annapolis, MD — Now Hiring

As of October 2026, there are 12 UPS delivery driver openings in Annapolis, MD. Local pay ranges from $18 to $42/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

UPS Driver Helper — Entry-Level, No License Required

Annapolis, MD

$18 - $21

UPS

Personal Vehicle Driver—Use Your Own Car,Flexible Hours

Annapolis, MD

$21 - $25

UPS

UPS Part-Time Air Driver — Early Morning Flights, Done by Noon

Annapolis, MD

$23 - $28

UPS

UPS Personal Vehicle Driver — Use Your Own Car, Flexible Hours

Annapolis, MD

$17 - $21

UPS

Delivery Driver—$42 Per Hour Top Rate,Full Benefits|Annapolis,MD|UPS

Annapolis, MD

$21 - $42

UPS

UPS Delivery Driver — $42 Per Hour Top Rate, Full Benefits

Annapolis, MD

$21 - $42

UPS

Annapolis Part-time Weekend Delivery Driver—Weekdays Always Free

Annapolis, MD

$23 - $30

UPS

UPS Driver — No Experience Required, Paid Training Provided

Annapolis, MD

$17 - $35

UPS

UPS seeks Driver Helper—Entry-level,No License Required in Annapolis

Annapolis, MD

$18 - $21

UPS

Driver—No Experience Required,Paid Training Provided Position in

Annapolis, MD

$21 - $42

UPS

UPS Weekend Delivery Driver — Weekdays Always Free

Annapolis, MD

$24 - $32

UPS

Apply Now:Part-time Air Driver—Early Morning Flights,Done By Noon in

Annapolis, MD

$23 - $28

UPS Delivery Driver Jobs in Annapolis — FAQ

How many UPS delivery driver jobs are open in Annapolis, MD?
There are currently 12+ UPS delivery driver positions in Annapolis, MD. New delivery driver roles are added regularly — check this page for the latest openings.
How much do UPS delivery driver jobs pay in Annapolis?
UPS delivery driver pay in Annapolis varies by specific role and shift. Most positions include shift differentials for nights and weekends, plus benefits starting Day 1. Browse the listings above to see pay details for each opening.
Does UPS hire for delivery driver positions with no experience in Annapolis?
Many UPS delivery driver positions in Annapolis require no prior experience. UPS provides paid training for new hires. Check individual listings for specific requirements.
How do I apply for UPS delivery driver jobs in Annapolis?
Browse the 12+ delivery driver listings above, click on any position for full details including pay and shift times, then follow the application link. Most UPS positions have a 15–30 minute online application.

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Last updated: October 26, 2026