| $350,000–1 million | INTRACOASTAL MARINE, INC | CHESAPEAKE, VA | First National Bank of Pennsylvania |
| $350,000–1 million | INVICTUS ASSOCIATES LLC | CHESAPEAKE, VA | PNC Bank, National Association |
| $350,000–1 million | IT'S ELECTRIC INC | CHESAPEAKE, VA | BayFirst National Bank |
| $150,000–350,000 | J. H. NORTON COMPANY, INC. | CHESAPEAKE, VA | Atlantic Union Bank |
| $150,000–350,000 | J.D. MILES AND SONS, INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | JAMES S CRAIG III CRAIG PLUMBING COMPANY | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $1–2 million | JO-KELL, INC. | CHESAPEAKE, VA | Truist Bank |
| $350,000–1 million | JONES PRINTING SERVICE INC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | JONES WAREHOUSE CORPORATION | CHESAPEAKE, VA | Atlantic Union Bank |
| $2–5 million | JRC MECHANICAL LLC | CHESAPEAKE, VA | Atlantic Union Bank |
| $350,000–1 million | JUDITH H. TURNER DBA IMMANUEL CARE | CHESAPEAKE, VA | Bank of America, National Association |
| $150,000–350,000 | JUST PEOPLE INC | CHESAPEAKE, VA | Itria Ventures LLC |
| $150,000–350,000 | K R CAMPBELL INC | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | KAAPLAND & COMPANY, INC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | KHADIJAH JORDAN M. D., P.C. | CHESAPEAKE, VA | TowneBank |
| $1–2 million | KLINE CHEVROLET SALES CORPORATION, INC. | CHESAPEAKE, VA | TowneBank |
| $2–5 million | KLINE IMPORTS CHESAPEAKE, INC | CHESAPEAKE, VA | Toyota Financial Savings Bank |
| $350,000–1 million | KRISS USA INC | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $150,000–350,000 | KT AUTOMOTIVE PRODUCTS INC | CHESAPEAKE, VA | Atlantic Union Bank |
| $150,000–350,000 | KYOTO OF CHESAPEAKE INC. | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $1–2 million | LA PLAYA, INCORPORATED OF VIRGINIA | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | LAND PLANNING SOLUTIONS, INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | LAWRENCE HYDE CORPORATION | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | LITTLE JOE'S AUTOS LLC | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | LJ-JKM ENTERPRISES, LC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | LONG JEWELERS III | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $150,000–350,000 | LOVING KARE HHS, LLC | CHESAPEAKE, VA | Navy FCU |
| $350,000–1 million | M-3 ELECTRIC COMPANY | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $150,000–350,000 | M.T. CARTER CONTRACTING LLC | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | MAGEE-ROSENBLUM PLASTIC SURGERY, INC. | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $150,000–350,000 | MANUFACTURING & DESIGN TECHNOLOGY, INC. | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | MARCARI RUSSOTTO SPENCER & BALABAN | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $150,000–350,000 | MARCARI, RUSSOTTO, SPENCER & BALABAN, P.C. | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $150,000–350,000 | MARINE CONTRACTING CORP. | CHESAPEAKE, VA | Atlantic Union Bank |
| $150,000–350,000 | MCCALLUM TESTING LLC | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $150,000–350,000 | MEA ALOFA AUTISM DAY SCHOOL | CHESAPEAKE, VA | TowneBank |
| $2–5 million | MEB GENERAL CONTRACTORS, INC. | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | MGC ENTERPRISES, INC. | CHESAPEAKE, VA | Atlantic Union Bank |
| $150,000–350,000 | MICAR CORPORATION | CHESAPEAKE, VA | TowneBank |
| $2–5 million | MICHAEL KRALOWETZ | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | MID ATLANTIC PETROLEUM SERVICES, INC. | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $350,000–1 million | MID ATLANTIC TACO LLC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | MID ATLANTIC WINGS, LLC | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | MID-ATLANTIC COATINGS INC. | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $150,000–350,000 | MID-ATLANTIC PAINTING, INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | MIKE'S PAINT AND BODY II INC | CHESAPEAKE, VA | Truist Bank |
| $350,000–1 million | MOUNT LEBANON MISSIONARY BAPTISY CHURCH | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | MULBERRY HOSPITALITY, LLC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | MYTHOS PROFESSIONAL SERVICES, INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | NATURAL ELEMENTS SPA & ACADEMY, INC. | CHESAPEAKE, VA | Atlantic Union Bank |
| $150,000–350,000 | NEWTON MEDIA ASSOCIATES, INC | CHESAPEAKE, VA | Truist Bank |
| $350,000–1 million | NORFOLK AREA SENIOR CARE LLC | CHESAPEAKE, VA | Republic Bank & Trust Company |
| $350,000–1 million | NORFOLK COATING SERVICES, LLC | CHESAPEAKE, VA | TowneBank |
| $2–5 million | NORFOLK DREDGING COMPANY | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | NORTHWEST WELDING&ASSOC., INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | OCALLAGHAN CABLE SERVICES INC | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $150,000–350,000 | OCEAN TUMBLERS, INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | OIL EQUIPMENT SALES & SERVICE CO., INC | CHESAPEAKE, VA | ABNB FCU |
| $350,000–1 million | ONYX TECHNICAL SERVICES, INC. | CHESAPEAKE, VA | Truist Bank |
| $350,000–1 million | OPHTHALMIC CONSULTANTS OF TIDEWATER PC | CHESAPEAKE, VA | Truist Bank |
| $350,000–1 million | ORGANIZATION MANAGEMENT GROUP | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | ORION ASSOCIATES, INC. | CHESAPEAKE, VA | TowneBank |
| $2–5 million | OVM FINANCIAL, INC. | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $150,000–350,000 | P G HARRIS CONSTRUCTION CO | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | PAINT BY TEACH, INC. | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | PALLETT OIL, INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | PARRISH-LAYNE DESIGN GROUP, LTD | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | PARROCO PRODUCTION GROUP INC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | PERFECT SOLUTIONS,LLC | CHESAPEAKE, VA | Truist Bank |
| $350,000–1 million | PETERS AND WHITE CONSTRUCTION COMPANY | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $350,000–1 million | PLAN BEE ACADAMY | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | POINT HARBOR COMMUNITY CHURCH | CHESAPEAKE, VA | TowneBank |
| $1–2 million | PRECON MARINE, INC. | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $350,000–1 million | PRIORITY AUTOMOTIVE CHESAPEAKE, INC. | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | PRIORITY GREENBRIER AUTOMOTIVE | CHESAPEAKE, VA | Truist Bank |
| $1–2 million | PRIORITY IMPORTS BATTLEFIELD, INC. | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | PRIORITY IMPORTS GREENBRIER, INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | PRIORITY PEST SERVICES LLC | CHESAPEAKE, VA | Truist Bank |
| $350,000–1 million | PRIORITY STAFFING SERVICES, INC | CHESAPEAKE, VA | TowneBank |
| $2–5 million | PRISM MARITIME, LLC | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | PROCREATE FERTILITY CENTER OF VIRGINIA PLLC | CHESAPEAKE, VA | PNC Bank, National Association |
| $350,000–1 million | PROFESSIONAL PRINTING CENTER, INC | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $350,000–1 million | QUALITY COATINGS OF VIRGINIA, INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | R&L MACHINE SHOP, INC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | R. A. STYRON HEATING AND AIR CONDITIONING, INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | RADIOLOGY SERVICES OF NORTHERN VA, LLC | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $150,000–350,000 | RANCHO GRANDE INC | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | RB COMPREHENSIVE DENTISTRY | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | RECOVERY SPORTS GRILL CHESAPEAKE, LLC | CHESAPEAKE, VA | Chemung Canal Trust Company |
| $150,000–350,000 | REGION RENTS | CHESAPEAKE, VA | Atlantic Union Bank |
| $350,000–1 million | RELIANCE CONCRETE CONTRACTORS, INC | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | RENAISSANCE PEDIATRICS, P.C. | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | RENCON LLC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | RENEW SKIN & LASER CENTERS, LLC | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | RESCLEAN INC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | RESOURCE LIGHTING INC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | RETNAUER BAYNES ASSOCIATES, LLC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | REYNOLDS LANDSCAPING, INC. | CHESAPEAKE, VA | Atlantic Union Bank |
| $350,000–1 million | RIVER OAK CHURCH | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | ROBINSON TECHNOLOGIES INC | CHESAPEAKE, VA | TowneBank |