| $150,000–350,000 | CHURCHLAND INTERNAL MEDICINE LTD | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | CITYWIDE PROTECTION SERVICES INC | CHESAPEAKE, VA | Towne Bank |
| $350,000–1 million | CLARK ENTERPRISES, INC. JW | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | CLARK TRANSFER & STORAGE COMPANY | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $2–5 million | COASTAL PRECAST SYSTEM LLC | CHESAPEAKE, VA | PNC Bank, National Association |
| $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 | Towne Bank |
| $150,000–350,000 | COLONIAL BARNS INC | CHESAPEAKE, VA | Towne Bank |
| $1–2 million | COMFORT SYSTEMS OF VIRGINIA, INC | CHESAPEAKE, VA | Atlantic Union Bank |
| $150,000–350,000 | COMMUNITY CHURCH INTERNATIONAL, INC. | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | CONRAD BROTHERS OF VIRGINIA, INC. | CHESAPEAKE, VA | Towne Bank |
| $350,000–1 million | COOPER TRANSPORT INC | CHESAPEAKE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $1–2 million | COTTRELL CONTRACTING CORPORATION | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | COVER IT WALLPAPER & PAINT, INC | CHESAPEAKE, VA | Dollar Bank, A Federal Savings Bank |
| $150,000–350,000 | CPABA THERAPY LLC | CHESAPEAKE, VA | Bank of America, National Association |
| $150,000–350,000 | CRISIS PREGNANCY CENTER OF TIDEWATER, INC. | CHESAPEAKE, VA | Towne Bank |
| $350,000–1 million | CROSSROADS FUEL SERVICE, INC. | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | CURLING &GUTIERREZ DDS PC | CHESAPEAKE, VA | Bank of America, National Association |
| $350,000–1 million | D. T. READ STEEL CO INC | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | DALE OLD WRECKER SERVICE | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $350,000–1 million | DANIEL M. ETHERIDGE DDS LTD | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | DAPARAK, INC. | CHESAPEAKE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | DAVES CABINET INC | CHESAPEAKE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | DAVIS LAW GROUP PC | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | DAVIS PROFESSIONAL SERVICES, INC | CHESAPEAKE, VA | Towne Bank |
| $350,000–1 million | DBS, INC. | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | DEEP CREEK BAPTIST CHURCH | CHESAPEAKE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | DEEP CREEK BAPTIST CHURCH PRESCHOOL, INC. | CHESAPEAKE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $350,000–1 million | DELIVERATE LLC | CHESAPEAKE, VA | Navy FCU |
| $150,000–350,000 | DIAMOND GLAZING | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $350,000–1 million | DIVERSE TECHNOLOGY KORPS, INC | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | DLP ENTERPRISES, INC. | CHESAPEAKE, VA | Towne Bank |
| $350,000–1 million | DOMESTIC FUELS & LUBES, INC. | CHESAPEAKE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | DOMINION REAL ESTATE PARTNERS, INC. | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | DOUGLAS JOHNSON ELECTRICAL CONTRACTOR, INC | CHESAPEAKE, VA | Atlantic Union Bank |
| $350,000–1 million | DOVELL AND WILLIAMS, LLC | CHESAPEAKE, VA | Atlantic Union Bank |
| $150,000–350,000 | DR. DAVID N BLOCK INC | CHESAPEAKE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | DSG CONSTRUCTION, INC. | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | DUN RITE INC | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | DYNAMIC MANAGEMENT SYSTEMS, INC. | CHESAPEAKE, VA | Fifth Third Bank |
| $150,000–350,000 | EARLY CONTRACTING CORPORATION | CHESAPEAKE, VA | Towne Bank |
| $350,000–1 million | EAST COAST VALVE SERVICES, INC. | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | EASTERN VIRGINIA EYE ASSOCIATES | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | ECCO REMODELING, INC. | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | ECO POWER VIRGINIA | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $150,000–350,000 | EDINBURGH ANIMAL HOSPITAL, PC | CHESAPEAKE, VA | Towne Bank |
| $350,000–1 million | EDINBURGH ENTERTAINMENT, L.L.C. | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $150,000–350,000 | EDUCATION FOR CHILDREN LLC | CHESAPEAKE, VA | Live Oak Banking Company |
| $150,000–350,000 | EL GRAN RODEO EDINBURGH INC | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $150,000–350,000 | ELBOW ROAD FARM INC | CHESAPEAKE, VA | Atlantic Union Bank |
| $2–5 million | ELECTRIC MOTOR AND CONTRACTING COMPANY | CHESAPEAKE, VA | Live Oak Banking Company |
| $150,000–350,000 | ELIZABETH RIVER RECYCLING, LLC | CHESAPEAKE, VA | Towne Bank |
| $350,000–1 million | EMS ICE, INC. | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $350,000–1 million | EMS INDUSTRIAL, INC. | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $150,000–350,000 | ENVIRONMENTAL RESTORATIONS, INC. | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $350,000–1 million | ESKA USA BV | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $150,000–350,000 | ESPRIT DECOR, INC. | CHESAPEAKE, VA | Towne Bank |
| $350,000–1 million | ESSENTIAL CONTRACTORS LLC | CHESAPEAKE, VA | Atlantic Union Bank |
| $350,000–1 million | ETHIX CORP | CHESAPEAKE, VA | PNC Bank, National Association |
| $350,000–1 million | EURE INC. | CHESAPEAKE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | EXPRESS BILLING SYSTEMS, LTD | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | F.A.C.E.S. COMMUNITY SERVICES, LLC | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $150,000–350,000 | FAIFIELD SPORTS BAR INC | CHESAPEAKE, VA | Towne Bank |
| $350,000–1 million | FAST TRACK EMS LLC | CHESAPEAKE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $350,000–1 million | FDH ENTERPRISES CORPORATION | CHESAPEAKE, VA | Bremer Bank, National Association |
| $150,000–350,000 | FEO INC | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | FIRST CARE PC | CHESAPEAKE, VA | Towne Bank |
| $2–5 million | FIRST TEAM, INC. | CHESAPEAKE, VA | Atlantic Union Bank |
| $150,000–350,000 | FISCHER ENTERPRISES INC | CHESAPEAKE, VA | Sonabank |
| $150,000–350,000 | FORREST EXTERMINATING SERVICE INC | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $350,000–1 million | FORTUNE INVESTMENT GROUP | CHESAPEAKE, VA | Celtic Bank Corporation |
| $150,000–350,000 | FREEDOM STREET PARTNERS LLC | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | GARBARINO CONSTRUCTION | CHESAPEAKE, VA | Towne Bank |
| $350,000–1 million | GASTON BROTHERS UTILITIES, LLC | CHESAPEAKE, VA | The Old Point National Bank of Phoebus |
| $150,000–350,000 | GENBLU LOGISTICS LLC | CHESAPEAKE, VA | Citizens and Farmers Bank |
| $350,000–1 million | GENESIS FIBER OPTIC SPLICING INC. | CHESAPEAKE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $350,000–1 million | GEODESICX INC | CHESAPEAKE, VA | The Bancorp Bank |
| $350,000–1 million | GEOQUIP MANUFACTURING INC. | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | GEOQUIP, INC. | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | GHS ENTERPRISES, INC. | CHESAPEAKE, VA | Atlantic Union Bank |
| $350,000–1 million | GIRL SCOUTS OF THE COLONIAL COAST | CHESAPEAKE, VA | Towne Bank |
| $1–2 million | GIVENS GROUP INC | CHESAPEAKE, VA | Towne Bank |
| $350,000–1 million | GIVENS TRANSPORTATION, INC | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | GOAL-ORIENTED HUMAN PERFORMANCE TECHNOLOGIES, LLC | CHESAPEAKE, VA | Live Oak Banking Company |
| $150,000–350,000 | GRAHAM FUNERAL SERVICES INC. | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | GREAT BRIDGE AUTO SALES CORPORATION | CHESAPEAKE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | GREAT BRIDGE BAPTIST CHURCH | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | GREAT BRIDGE FREE WILL BAPTIST CHURCH | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | GREAT BRIDGE SPORTS PUB, INC. | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $350,000–1 million | GREEN FOREST WOOD PRODUCTS LLC | CHESAPEAKE, VA | Fulton Bank, National Association |
| $350,000–1 million | GREENBRIER CHRISTIAN ACADEMY, INC. | CHESAPEAKE, VA | Towne Bank |
| $150,000–350,000 | GREENBRIER COLLISION CENTER, LLC | CHESAPEAKE, VA | Ally Bank |
| $350,000–1 million | GREENBRIER DODGE OF CHESAPEAKE | CHESAPEAKE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $1–2 million | GREENBRIER FORD INC | CHESAPEAKE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $1–2 million | GREENBRIER GMC, INC. | CHESAPEAKE, VA | Ally Bank |
| $150,000–350,000 | GREENBRIER OBSTETRICS AND GYNECOLOGY PC | CHESAPEAKE, VA | Wells Fargo Bank, National Association |
| $2–5 million | GREENBRIER OF VIRGINIA, INC. | CHESAPEAKE, VA | Ally Bank |
| $150,000–350,000 | GREENBRIER PLUMBING, HEATING & AIR CONDITIONING LLC | CHESAPEAKE, VA | Southern Bank and Trust Company |
| $350,000–1 million | GREENBRIER VOLKSWAGEN, INC. | CHESAPEAKE, VA | Ally Bank |