| $150,000–350,000 | 1927 SPA, LLC | CHESAPEAKE, VA | Atlantic Union Bank |
| $150,000–350,000 | 5 STAR RESIDENTIAL INC. | CHESAPEAKE, VA | Navy FCU |
| $1–2 million | A & W CONTRACTORS INC | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | A KING'S TOUCH HOME HEALTH CARE | CHESAPEAKE, VA | Navy FCU |
| $150,000–350,000 | A PLUS ELECTRICAL SERVICE L.L.C. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | A-1 INC. EXTERMINATORS | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | A-TEAM SHIP REPAIR AND FABRICATION LLC | CHESAPEAKE, VA | Bank of America, National Association |
| $350,000–1 million | ABBOTT GENERAL CONSTRUCTION IN | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | AEGEAN POOLS INC | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | AFC AUTOMOBILE RECEIVABLES FUNDING LLC | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $150,000–350,000 | AGUILA LTD | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $350,000–1 million | AIM SERVICES INC | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | AIR SYSTEMS INCORPORATED | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $150,000–350,000 | AJZ INC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | ALI TRANSPORTATION, LLC | CHESAPEAKE, VA | Newport News Shipbuilding Empl CU Inc d/b/a BayPort CU |
| $350,000–1 million | ALL MAID UP LLC | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $1–2 million | ALLIED RESEARCH TECHNOLOGY INC | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | ALLSTATE EQUIPMENT CO INC | CHESAPEAKE, VA | Fulton Bank, National Association |
| $350,000–1 million | AMERICAN FAMILY RV, INC. | CHESAPEAKE, VA | Atlantic Union Bank |
| $350,000–1 million | AMERICAN ORTHOTIC & PROSTHETIC | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | AMPMOR ELECTRIC CORPORATION | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $150,000–350,000 | APC HOLDINGS INC | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $350,000–1 million | APPLE TREE KIDS | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | ASSOCIATED MECHANICAL COMPANIES, INC | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $350,000–1 million | ATCO TRANSPORT, INC. | CHESAPEAKE, VA | Truist Bank |
| $350,000–1 million | ATLANTIC BLUERIDGE ELEVATOR COMPANY | CHESAPEAKE, VA | Atlantic Union Bank |
| $150,000–350,000 | ATLANTIC COAST HEATING AND COOLING INC | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $350,000–1 million | ATLANTIC COASTAL CLEARING & GRADING, INC. | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $350,000–1 million | ATLANTIC ENVIRONMENTAL CONSTRUCTION CO | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | ATLANTIC GULF TOWING, L.L.C. | CHESAPEAKE, VA | Truist Bank |
| $350,000–1 million | ATLANTIC SHORES CHRISTIAN SCHOOLS, INC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | ATLANTIC YACHT BASIN, INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | ATOMIZED PRODUCTS GROUP OF CHESAPEAKE, INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | ATOMIZED PRODUCTS GROUP, INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | AUSTIN ELECTRIC COMPANY, INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | AXIAL ADVISORY GROUP, LLC | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | B W MITCHUM TRUCKING COMPANY INC | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | B&B HOSE & RUBBER CO. INC. | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | BANISTER NISSAN OF CHESAPEAKE LLC | CHESAPEAKE, VA | Newport News Shipbuilding Empl CU Inc d/b/a BayPort CU |
| $350,000–1 million | BARNES, BROCK, CORNWELL & PAINTER, PLC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | BASNIGHT KINSER LEFTWICH AND NUCKOLLS PC | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | BASNIGHT LAND & LAWN, INC. | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $150,000–350,000 | BAY CONCRETE CONSTRUCTION COMPANY | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | BAY DIESEL CORPORATION | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | BAY ENVIRONMENTAL INC | CHESAPEAKE, VA | Fulton Bank, National Association |
| $1–2 million | BAY METALS & FABRICATION LLC | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | BAY VIEW DENTAL LABORATORY INC | CHESAPEAKE, VA | TowneBank |
| $5–10 million | BAYVIEW PHYSICIAN SERVICES PC | CHESAPEAKE, VA | Truist Bank |
| $350,000–1 million | BAZON-COX AND ASSOCIATES, INC. | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $150,000–350,000 | BBG INCORPORATED | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $1–2 million | BECO ASSET MANAGEMENT, LLC | CHESAPEAKE, VA | Citizens and Farmers Bank |
| $150,000–350,000 | BELIEVE YOU'RE BEAUTIFUL HAIRSTYLING, LLC | CHESAPEAKE, VA | Cross River Bank |
| $150,000–350,000 | BENNETT A THOMAS DDS PC | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | BISSETTE CONSTRUCTION CORPORATION | CHESAPEAKE, VA | Atlantic Union Bank |
| $1–2 million | BLACKWATER ELECTRIC COMPANY, INC. | CHESAPEAKE, VA | Atlantic Union Bank |
| $350,000–1 million | BO-TIDE RESTAURANTS INC | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | BREAKFAST ONE CEDAR LLC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | BRIGHTON GARDENS, LLC | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $350,000–1 million | BRITE ELECTRICAL SERVICES LLC | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | BRYANT-RITTER ELECTRIC CORPORATION | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | BW HOSPITALITY, INC | CHESAPEAKE, VA | Atlantic Union Bank |
| $150,000–350,000 | C & B TECHNOLOGY, LLC | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | C & M INDUSTRIES INC. | CHESAPEAKE, VA | Truist Bank |
| $350,000–1 million | C P G INC | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | C&S UNITED LLC | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $350,000–1 million | CANTINA OF VIRGINIA LLC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | CAPITAL CARE 1, LLC | CHESAPEAKE, VA | Truist Bank |
| $350,000–1 million | CARPET WORLD LLC | CHESAPEAKE, VA | Truist Bank |
| $350,000–1 million | CARSTRUCTION INC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | CAVALIER AUTOMOTIVE LLC | CHESAPEAKE, VA | Truist Bank |
| $350,000–1 million | CAVALIER FORD PORTSMOUTH LLC | CHESAPEAKE, VA | Truist Bank |
| $1–2 million | CDYNE CORPORATION | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | CEDAR ROAD ASSEMBLY OF GOD | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | CEE-BREEZE PERSONAL CARE SERVICES | CHESAPEAKE, VA | Cross River Bank |
| $150,000–350,000 | CENTERVILLE ANIMAL HOSPITAL INC | CHESAPEAKE, VA | PNC Bank, National Association |
| $150,000–350,000 | CENTRAL FOOD SERVICE, INC. | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | CETAN CORPORATION | CHESAPEAKE, VA | TowneBank |
| $1–2 million | CHAMPCO INC T/A POWER ELECTRIC CO | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | CHAMROCK FOODS, LLC | CHESAPEAKE, VA | Berkshire Bank |
| $1–2 million | CHESAPEAKE ANESTHESIOLOGISTS, INC. | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | CHESAPEAKE CINEMA, INC. | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $150,000–350,000 | CHESAPEAKE COIN-OP., INC. | CHESAPEAKE, VA | Bank of America, National Association |
| $350,000–1 million | CHESAPEAKE CONTROLS, INC. | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | CHESAPEAKE EAR, NOSE & THROAT ASSOCIATES, PC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | CHESAPEAKE EYE PHYSICIANS PLC | CHESAPEAKE, VA | First-Citizens Bank & Trust Company |
| $150,000–350,000 | CHESAPEAKE INTERNISTS, LTD | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | CHESAPEAKE MARINA, LLC | CHESAPEAKE, VA | Blue Ridge Bank, National Association |
| $150,000–350,000 | CHESAPEAKE MONTESSORI SCHOOL | CHESAPEAKE, VA | Truist Bank |
| $150,000–350,000 | CHILDREN'S HEALTH INVESTMENT PROGRAM, INC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | CHURCHLAND INTERNAL MEDICINE LTD | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | CITYWIDE PROTECTION SERVICES INC | CHESAPEAKE, VA | TowneBank |
| $350,000–1 million | CLARK ENTERPRISES, INC. JW | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | CLARK TRANSFER & STORAGE COMPANY | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $150,000–350,000 | COASTAL PROSTHETICS AND ORTHOTICS, LLC | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $150,000–350,000 | COLBY & COMPANY, P.L.C. | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $150,000–350,000 | COLD SPY ON THE INSIDE, LLC | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | COLONIAL BARNS INC | CHESAPEAKE, VA | TowneBank |
| $1–2 million | COMFORT SYSTEMS OF VIRGINIA, INC | CHESAPEAKE, VA | Atlantic Union Bank |
| $150,000–350,000 | COMMUNITY CHURCH INTERNATIONAL, INC. | CHESAPEAKE, VA | TowneBank |
| $150,000–350,000 | CONRAD BROTHERS OF VIRGINIA, INC. | CHESAPEAKE, VA | TowneBank |