All Chesapeake Driving School owners and employees live here in Southern Maryland and strive to make our community a better place. We want our business to do more than just provide an excellent driving school experience that produces safe and knowledgeable drivers in the community. We do all we can to go above and beyond that mission. Our goal is to benefit the community beyond the classroom.


Did you know…

-Chesapeake Driving School has started a partnership with local support organizations to provide driving services to all Calvert County homeless youth for almost no cost? We have provided drivers education for numerous McKinney-Vento students and will do so anytime the opportunity is presented to us.

-Supports a variety of local organizations through donations and other charitable offerings

 * #DoitforRoper Catfish Tournament
 * Calvert Hospice
 * EOTS student Productions
 * HHS Athletics
 * NHS Athletics
 * PHS Athletics
 * NHS Drama Program
 * HHS Marching Band
 * Provide student scholarships to families who have gone through extreme hardship
 * CAASA Project Grad Comedy Invasion Sponsor

Contact Details

Please forward all resumes and questions directly to jcunningham@chesapeakeds.com
(Pay rates will be discussed during interviews)