Driving jobs in Annapolis
Driving involves operating vehicles to transport passengers or goods safely. Drivers must follow traffic laws and ensure the vehicle's maintenance. They need good reflexes, focus, and the ability to navigate roads efficiently, often in various weather conditions.
There are 1,285 driving jobs in Annapolis, MD. These driving jobs salaries between $58,956 to $199,531 per year.
Job title
Updated Sep 12, 2026
Job title
Annapolis, MD
Maryland
Job openings (Annapolis)
Truck Driver
Annapolis
$1,689
per week
Maryland
$1,716
per week
Delivery Driver
Annapolis
$18.49
per hour
Maryland
$20.17
per hour
Owner Operator Driver
Annapolis
$3,650
per week
Maryland
$3,069
per week
Driver
Annapolis
$17.82
per hour
Maryland
$20.79
per hour
Driver (independent Contractor)
Annapolis
$45.65
per hour
Maryland
$30.35
per hour
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
-
Truck Driver
Review job description
Please refer to the employers job description for complete details.
Truck Drivers transport goods, maintain logs, and ensure vehicle safety. A valid commercial driver's license, adherence to regulations, and time management skills are essential. Experience in long-haul driving is advantageous.
The top companies hiring Truck Driver in Annapolis, MD are Valor (6 jobs), Alabama Motor Express (3 jobs), and Crosby trucking Service, Inc. (2 jobs).
Truck Driver jobs take 90 days on average from job posting to starting date. Currently, 2% of job openings are part-time roles.
See 590 jobsAverage pay
Annapolis
$1,689 per weekMaryland
$1,716 per weekSkills
- Driving
- Load & unload
- Bus driving
- Commercial driving
-
Delivery Driver
Review job description
Please refer to the employers job description for complete details.
Delivery Drivers transport goods safely, navigate routes efficiently, and manage timely deliveries. They need valid driving licenses, strong knowledge of navigation tools, and effective time management to meet schedule demands and ensure customer satisfaction.
The top companies hiring Delivery Driver in Annapolis, MD are Koch (1 job), Papa John's (1 job), and Domino's (1 job).
Delivery Driver jobs take 167 days on average from job posting to starting date. Currently, 36% of job openings are part-time roles.
See 268 jobsAverage pay
Annapolis
$18.49 per hourMaryland
$20.17 per hourSkills
- Driving
- Load & unload
- Bus driving
- Hindi
- English
-
Owner Operator Driver
Review job description
Please refer to the employers job description for complete details.
Owner Operator Drivers transport goods safely, manage logistics, and ensure compliance with regulations. Skills in route planning, knowledge of trucking regulations, and strong self-discipline are essential.
The top companies hiring Owner Operator Driver in Annapolis, MD are Evans Network of Companies (10 jobs), Forward Air (2 jobs), and Panther Premium Logistics (2 jobs).
Owner Operator Driver jobs take 64 days on average from job posting to starting date. Currently, 2% of job openings are part-time roles.
See 263 jobsAverage pay
Annapolis
$3,650 per weekMaryland
$3,069 per weekSkills
- Driving
- Van driver
- Tractor-trailer
- Truck driving
- Commercial driving
-
Driver
Review job description
Please refer to the employers job description for complete details.
Drivers operate vehicles safely, follow schedules, and handle delivery documentation. A valid driver's license, time management skills, and navigation abilities are essential.
The top companies hiring Driver in Annapolis, MD are Uber Drivers (2 jobs), Advance Auto Parts (1 job), and Chick-fil-A Restaurants (1 job).
Driver jobs take 72 days on average from job posting to starting date. Currently, 35% of job openings are part-time roles.
See 150 jobsAverage pay
Annapolis
$17.82 per hourMaryland
$20.79 per hourSkills
- Driving
- Load & unload
- Bus driving
- Automotive repair
-
Driver (independent Contractor)
Review job description
Please refer to the employers job description for complete details.
Independent contractor drivers use their own vehicles for deliveries, managing their own schedules and client interactions. Strong self-management skills, reliable transportation and knowledge of local routes are essential in this role.
Driver (independent Contractor) jobs take 55 days on average from job posting to starting date. Currently, 76% of job openings are part-time roles.
See 14 jobsAverage pay
Annapolis
$45.65 per hourMaryland
$30.35 per hourSkills
- Driving
- Delivery driver experience
- Customer service
- Heavy lifting
- Route driving
Frequently asked questions
How are the job titles and salaries chosen for this page?
Jobs listed on this page highlight the top 10 job titles with the most openings as of updated Sep 12, 2026. Salary estimates are taken from job postings on Indeed in the past 36 months and are updated daily. Please refer to the employer's job description for specific salary information.
How does Truck Driver pay in Annapolis compare to the state average?
Truck Driver professionals in Annapolis earn an average of $1,689 per week, compared with the average in Maryland of $1,716 per week.
How many job openings are currently available in Annapolis?
There are 1285 open jobs in Annapolis. Truck Driver, Delivery Driver and Owner Operator Driver are among those with the most openings at the moment.
How many openings are available by job title?
There are numerous job openings across all experience levels, with 590 Truck Driver roles, 268 Delivery Driver roles and 263 Owner Operator Driver openings currently listed.