| $350,000–1 million | NES, INC. | FRANKFORT, IL | Midland States Bank |
| $350,000–1 million | NEUMANN DEVELOPMENTS INC | PEWAUKEE, WI | Midland States Bank |
| $350,000–1 million | NICHOLAS & ASSOCIATES INC | Mount Prospect, IL | Midland States Bank |
| $350,000–1 million | NICHOLAS & ASSOCIATES, INC. | MOUNT PROSPECT, IL | Midland States Bank |
| $350,000–1 million | NICHOLS ENTERPRISES LLC | Manteno, IL | Midland States Bank |
| $350,000–1 million | NICHOLS ENTERPRISES, LLC | BOURBONNAIS, IL | Midland States Bank |
| $1–2 million | NORTH CENTRAL BEHAVIORAL HEALTH | LA SALLE, IL | Midland States Bank |
| $150,000–350,000 | NORTH SHORE SURGICAL SUITES LLC | PLEASANT PRAIRIE, WI | Midland States Bank |
| $350,000–1 million | NORTHERN ILLINOIS HOSPICE ASSOCIATION | ROCKFORD, IL | Midland States Bank |
| $150,000–350,000 | NORTON NORRIS INC | CHICAGO, IL | Midland States Bank |
| $150,000–350,000 | NORTON NORRIS INC | Chicago, IL | Midland States Bank |
| $150,000–350,000 | NOVAK AND PARKER, INC | MOUNT PROSPECT, IL | Midland States Bank |
| $150,000–350,000 | NOVUS DEVELOPMENT COMPANY | SAINT LOUIS, MO | Midland States Bank |
| $150,000–350,000 | OLYMPIC TAVERN INC. | Rockford, IL | Midland States Bank |
| $150,000–350,000 | OLYMPIC TAVERN, INC. | ROCKFORD, IL | Midland States Bank |
| $350,000–1 million | ON-LINE SECURITY SYSTEM, LLC | ROCKFORD, IL | Midland States Bank |
| $150,000–350,000 | ONE MCKNIGHT PLACE ADMINISTRATION | SAINT LOUIS, MO | Midland States Bank |
| $150,000–350,000 | OPHTHALMOLOGY WEST INC | SAINT LOUIS, MO | Midland States Bank |
| $150,000–350,000 | ORAL AND FACIAL SURGERY CENTER, LTD. | ROCKFORD, IL | Midland States Bank |
| $150,000–350,000 | OREGON HEALTHCARE PHARMACY | OREGON, IL | Midland States Bank |
| $150,000–350,000 | ORPUT COMPANIES, INC. | ROCKFORD, IL | Midland States Bank |
| $350,000–1 million | OTTAWA FRIENDSHIP HOUSE WORK ACTIVITY CENTER, INC. | OTTAWA, IL | Midland States Bank |
| $2–5 million | PACIFIC BEARING CORP. | ROSCOE, IL | Midland States Bank |
| $150,000–350,000 | PACKARD EXCAVATING INC | Rockford, IL | Midland States Bank |
| $150,000–350,000 | PACKARD EXCAVATING, INC. | ROCKFORD, IL | Midland States Bank |
| $1–2 million | PARC PROVENCE MANAGEMENT LLC | SAINT LOUIS, MO | Midland States Bank |
| $150,000–350,000 | PC CENTRAL POINT, LLC | CENTRAL POINT, OR | Midland States Bank |
| $350,000–1 million | PEAK FITNESS INC | Rockford, IL | Midland States Bank |
| $350,000–1 million | PEAK FITNESS, INC. | ROCKFORD, IL | Midland States Bank |
| $350,000–1 million | PEARLSHIRE COUNTRYSIDE HOTEL LLC | Elk Grove Village, IL | Midland States Bank |
| $350,000–1 million | PEARLSHIRE COUNTRYSIDE HOTEL, LLC | LA GRANGE, IL | Midland States Bank |
| $150,000–350,000 | PENNINGTON AUTO GROUP LLC | NEWTON, IL | Midland States Bank |
| $350,000–1 million | PEOPLE 4 U INC | Homewood, IL | Midland States Bank |
| $350,000–1 million | PEOPLE 4 U INC | HOMEWOOD, IL | Midland States Bank |
| $150,000–350,000 | PIERCE LAMINATED PRODUCTS INC | ROCKFORD, IL | Midland States Bank |
| $150,000–350,000 | PINNON'S IGA INCORPORATED | ROCKFORD, IL | Midland States Bank |
| $150,000–350,000 | PITCHCO III INC | EFFINGHAM, IL | Midland States Bank |
| $1–2 million | PLEWS, INC. | DIXON, IL | Midland States Bank |
| $1–2 million | PNC INC | Polo, IL | Midland States Bank |
| $1–2 million | PNC INC | POLO, IL | Midland States Bank |
| $150,000–350,000 | POP'S PIZZA & PUB INC | ROSELLE, IL | Midland States Bank |
| $150,000–350,000 | POPS PIZZA AND PUB INC | Addison, IL | Midland States Bank |
| $150,000–350,000 | POWMET INC | ROCKFORD, IL | Midland States Bank |
| $150,000–350,000 | POWMET INC | Rockford, IL | Midland States Bank |
| $350,000–1 million | PRAIRIE TRANSPORTATION, INC. | OTTAWA, IL | Midland States Bank |
| $150,000–350,000 | PRAIRIELAND COUNCIL INC. | HAVANA, IL | Midland States Bank |
| $1–2 million | PRECISE AIR SYSTEMS, INC. | LOS ANGELES, CA | Midland States Bank |
| $150,000–350,000 | PREMIER ANESTHESIA LLC | CHESTERFIELD, MO | Midland States Bank |
| $150,000–350,000 | PREMIER AT EXTON SURGERY CENTER, LLC | EXTON, PA | Midland States Bank |
| $150,000–350,000 | PREMIER INSTALLATIONS LLC | JOLIET, IL | Midland States Bank |
| $150,000–350,000 | PRINCETON REDI CRETE, INC. | PRINCETON, IL | Midland States Bank |
| $150,000–350,000 | PRIVIA LLC | HERNDON, VA | Midland States Bank |
| $150,000–350,000 | PRIVIA LLC | Herndon, VA | Midland States Bank |
| $150,000–350,000 | PRO ARC INC | Loves Park, IL | Midland States Bank |
| $150,000–350,000 | PRO ARC INC | LOVES PARK, IL | Midland States Bank |
| $150,000–350,000 | PRO-AG CONSULTING, LLC | WINDSOR, IL | Midland States Bank |
| $150,000–350,000 | PROCRAFT EXTERIORS INC | SAINT LOUIS, MO | Midland States Bank |
| $150,000–350,000 | PROCRAFT EXTERIORS INC | SAINT LOUIS, MO | Midland States Bank |
| $350,000–1 million | PULLARA INC | Minooka, IL | Midland States Bank |
| $350,000–1 million | PULLARA INC. | MINOOKA, IL | Midland States Bank |
| $350,000–1 million | PYRAMID MARBLE & GRANITE INC | EFFINGHAM, IL | Midland States Bank |
| $1–2 million | QUANTUM DESIGN INC. | Machesney Park, IL | Midland States Bank |
| $1–2 million | QUANTUM DESIGN, INC. | CALEDONIA, IL | Midland States Bank |
| $150,000–350,000 | QUIK KILL PET ELIMINATIONS INC | STREATOR, IL | Midland States Bank |
| $350,000–1 million | R J ONEIL INC | MONTGOMERY, IL | Midland States Bank |
| $350,000–1 million | R. J TECHNOLOGY, INC. | SAINT LOUIS, MO | Midland States Bank |
| $350,000–1 million | R. J TECHNOLOGY, INC. | Saint Louis, MO | Midland States Bank |
| $350,000–1 million | RADIOLOGIC IMAGING CONSULTANTS LLP | SAINT CHARLES, MO | Midland States Bank |
| $350,000–1 million | RADIOLOGIC IMAGING CONSULTANTS LLP | Saint Charles, MO | Midland States Bank |
| $150,000–350,000 | RAGING WAVES LLC | YORKVILLE, IL | Midland States Bank |
| $150,000–350,000 | RAGING WAVES LLC | Yorkville, IL | Midland States Bank |
| $1–2 million | READY TILE, LLC | BARTLETT, IL | Midland States Bank |
| $350,000–1 million | RENDEL'S, INC. | JOLIET, IL | Midland States Bank |
| $350,000–1 million | RETHINK ELECTRIC LLC | Wood Dale, IL | Midland States Bank |
| $350,000–1 million | RETHINK ELECTRIC, LLC | WOOD DALE, IL | Midland States Bank |
| $150,000–350,000 | RICK & KELLY ENTERPRISES, INC. | DIXON, IL | Midland States Bank |
| $150,000–350,000 | RICK'S AUTO BODY AND RESTORATION, INC. | SAINT CHARLES, MO | Midland States Bank |
| $150,000–350,000 | RICKS AUTO BODY & RESTORATION INC | WELDON SPRING, MO | Midland States Bank |
| $150,000–350,000 | RIDGELINE CONSULTANTS LLC | Montgomery, IL | Midland States Bank |
| $150,000–350,000 | RIDGELINE CONSULTANTS, LLC | MONTGOMERY, IL | Midland States Bank |
| $350,000–1 million | RIDGEWAY MANOR, INC. | CATONSVILLE, MD | Midland States Bank |
| $1–2 million | RILEY SPENCE MANAGEMENT CO. LLC | FENTON, MO | Midland States Bank |
| $350,000–1 million | ROBIN DEE ENTERPRISE INC. | CENTRALIA, IL | Midland States Bank |
| $150,000–350,000 | ROCK VALLEY GLASS OF ROCKFORD, INC. | CHERRY VALLEY, IL | Midland States Bank |
| $350,000–1 million | ROCKFORD CENTRAL TILE AND TERRAZZO CO | Rockford, IL | Midland States Bank |
| $350,000–1 million | ROCKFORD CENTRAL TILE AND TERRAZZO CO., INC. | ROCKFORD, IL | Midland States Bank |
| $2–5 million | ROCKFORD GASTROENTEROLOGY ASSOCIATES LTD | ROCKFORD, IL | Midland States Bank |
| $350,000–1 million | ROCKFORD HEAT TREATERS, INCORPORATED | ROCKFORD, IL | Midland States Bank |
| $350,000–1 million | ROCKFORD MANUFACTURING GROUP INC | South Beloit, IL | Midland States Bank |
| $350,000–1 million | ROCKFORD MANUFACTURING GROUP INC | SOUTH BELOIT, IL | Midland States Bank |
| $350,000–1 million | ROCKFORD RESCUE MISSION | ROCKFORD, IL | Midland States Bank |
| $150,000–350,000 | ROHAN WOODS SCHOOL | SAINT LOUIS, MO | Midland States Bank |
| $350,000–1 million | ROLLA GRAND LLC | ROLLA, MO | Midland States Bank |
| $350,000–1 million | ROLLING MEADOWS CARE, INC | WAYNESBURG, PA | Midland States Bank |
| $350,000–1 million | RON TIRAPELLI FORD, INC. | SHOREWOOD, IL | Midland States Bank |
| $350,000–1 million | RUBEN E. SMITH CONST. AND R&R, INC. | BRADLEY, IL | Midland States Bank |
| $150,000–350,000 | RUIZ CONSTRUCTION CO | Ottawa, IL | Midland States Bank |
| $150,000–350,000 | RUIZ CONSTRUCTION CO. | OTTAWA, IL | Midland States Bank |
| $350,000–1 million | RUSS BRAUNECKER CADILLAC, BUICK, GMC TRUCK, INC. | EFFINGHAM, IL | Midland States Bank |
| $150,000–350,000 | RUSSELL ENGLISH SCOMA & BENEKE PC | PRINCETON, IL | Midland States Bank |