| $350,000–1 million | RITZ HOLMAN LLP | MILWAUKEE, WI | First Midwest Bank |
| $350,000–1 million | RIVER CROSSING REHAB, LLC | GALESBURG, IL | First Midwest Bank |
| $350,000–1 million | RIVER OAKS IMPORTS, INC. | LANSING, IL | First Midwest Bank |
| $350,000–1 million | RIVERWOOD REHAB, LLC | EAST MOLINE, IL | First Midwest Bank |
| $150,000–350,000 | RJ & ASSOCIATES, INC. | BRIDGEVIEW, IL | First Midwest Bank |
| $1–2 million | RJL GROUP, INC. | ALSIP, IL | First Midwest Bank |
| $2–5 million | RJN GROUP, INC EMPLOYEE STOCK OWNERSHIP PLA | WHEATON, IL | First Midwest Bank |
| $1–2 million | RMS-RECOVERY MANAGEMENT SERVICES, INC | WARRENVILLE, IL | First Midwest Bank |
| $350,000–1 million | ROADRUNNERS AUTOTRANSPORT | HAMMOND, IN | First Midwest Bank |
| $1–2 million | ROBERTS ENVIRONMENTAL CONTROL CORP. | TINLEY PARK, IL | First Midwest Bank |
| $2–5 million | ROBERTSON RYAN AND ASSOCIATES, INC. | MILWAUKEE, WI | First Midwest Bank |
| $150,000–350,000 | ROCCO'S LITTLE ITALY | TINLEY PARK, IL | First Midwest Bank |
| $150,000–350,000 | ROESER'S BAKERY INC. | CHICAGO, IL | First Midwest Bank |
| $150,000–350,000 | ROLLAND'S JEWELRY INC. | LIBERTYVILLE, IL | First Midwest Bank |
| $1–2 million | ROMAN CATHOLIC DIOCESE OF JOLIET | CREST HILL, IL | First Midwest Bank |
| $2–5 million | ROMAN ELECTRIC CO., INC. | MILWAUKEE, WI | First Midwest Bank |
| $350,000–1 million | RON JONES ELECTRIC, INC. | SOUTH ELGIN, IL | First Midwest Bank |
| $1–2 million | ROOFOPTIONS LLC | JOHNSBURG, IL | First Midwest Bank |
| $150,000–350,000 | ROSARY HILL HOME | JUSTICE, IL | First Midwest Bank |
| $150,000–350,000 | ROSATY PACKAGING | PALOS HEIGHTS, IL | First Midwest Bank |
| $5–10 million | ROSE PAVING LLC | BRIDGEVIEW, IL | First Midwest Bank |
| $150,000–350,000 | ROSEN MEDICAL GROUP, LLC D/B/A LIFEWEIGH BARIATRICS | DOWNERS GROVE, IL | First Midwest Bank |
| $150,000–350,000 | ROSENBAUM IP, P.C. | NORTHBROOK, IL | First Midwest Bank |
| $2–5 million | ROUND GROUND METALS, INC | HANOVER PARK, IL | First Midwest Bank |
| $150,000–350,000 | RTAC, INC. | LAKE ZURICH, IL | First Midwest Bank |
| $150,000–350,000 | RULE ONE PROTEINS LLC | AURORA, IL | First Midwest Bank |
| $350,000–1 million | RUNNION EQUIPMENT COMPANY | HODGKINS, IL | First Midwest Bank |
| $350,000–1 million | RUSH DIRECT INC | WOOD DALE, IL | First Midwest Bank |
| $150,000–350,000 | RUSH TRANSPORTATION, INC. | OAK CREEK, WI | First Midwest Bank |
| $150,000–350,000 | RYAN ELECTRICAL SERVICES, INC. | ORLAND PARK, IL | First Midwest Bank |
| $150,000–350,000 | SAFE & SOUND INC. | MILWAUKEE, WI | First Midwest Bank |
| $2–5 million | SAGGEZZA INC. | CHICAGO, IL | First Midwest Bank |
| $350,000–1 million | SAINT JOHN FISHER PARISH/CATHOLIC BISHOP OF CHICAGO | CHICAGO, IL | First Midwest Bank |
| $2–5 million | SAINTA | MILWAUKEE, WI | First Midwest Bank |
| $150,000–350,000 | SALASOL LLC | NORRIDGE, IL | First Midwest Bank |
| $1–2 million | SANDRA HOLDINGS LLC | SCHAUMBURG, IL | First Midwest Bank |
| $1–2 million | SANDSMITH MASONRY INC | FLOSSMOOR, IL | First Midwest Bank |
| $350,000–1 million | SAREN RESTAURANTS INC | PERU, IL | First Midwest Bank |
| $350,000–1 million | SATELLITE AIR-LAND MOTOR SERVICE, INC | WOOD DALE, IL | First Midwest Bank |
| $350,000–1 million | SATTELL, JOHNSON, APPEL FINANCIAL ADVISORY, LLC | WAUWATOSA, WI | First Midwest Bank |
| $150,000–350,000 | SATURN LOUNGE INC. | WAUKESHA, WI | First Midwest Bank |
| $1–2 million | SAUBER MFG. CO. | VIRGIL, IL | First Midwest Bank |
| $150,000–350,000 | SAVE A PET INC | GRAYSLAKE, IL | First Midwest Bank |
| $1–2 million | SCALETTA MOLONEY ARMORING CORP | BEDFORD PARK, IL | First Midwest Bank |
| $1–2 million | SCAN-PAC MFG., INC | MENOMONEE FALLS, WI | First Midwest Bank |
| $1–2 million | SCHECHTER DAY SCHOOL | NORTHBROOK, IL | First Midwest Bank |
| $150,000–350,000 | SCHERERVILLE PIZZA LLC | SCHERERVILLE, IN | First Midwest Bank |
| $1–2 million | SCHMID TOOL & ENGINEERING | VILLA PARK, IL | First Midwest Bank |
| $350,000–1 million | SCIENCE AND ARTS ACADEMY | DES PLAINES, IL | First Midwest Bank |
| $150,000–350,000 | SDQ 1961, LLC | NORRIDGE, IL | First Midwest Bank |
| $150,000–350,000 | SEA DINING, LLC | TINLEY PARK, IL | First Midwest Bank |
| $350,000–1 million | SEAL TRANSPORTATION, INC | HOFFMAN ESTATES, IL | First Midwest Bank |
| $150,000–350,000 | SECOND CHURCH OF CHRIST | DANVILLE, IL | First Midwest Bank |
| $150,000–350,000 | SECURE FIRE & SAFETY, LLC | WAUWATOSA, WI | First Midwest Bank |
| $1–2 million | SELDAR D.C. HOLDING, LLC | WASHINGTON, DC | First Midwest Bank |
| $1–2 million | SELDAR MIAMI HOLDING, LLC | BAL HARBOUR, FL | First Midwest Bank |
| $1–2 million | SENYAR MIAMI HOLDING, LLC | MIAMI, FL | First Midwest Bank |
| $2–5 million | SERTOMA CENTRE, INC. | ALSIP, IL | First Midwest Bank |
| $350,000–1 million | SERVICE FIRST MECHANICAL INC | MORRIS, IL | First Midwest Bank |
| $1–2 million | SERVICE INC. OF ILLINOIS | JOLIET, IL | First Midwest Bank |
| $150,000–350,000 | SERVICE INDUSTRIAL SUPPLY, INC. | SHOREWOOD, IL | First Midwest Bank |
| $2–5 million | SERVICE SANITATION, INC. | GARY, IN | First Midwest Bank |
| $350,000–1 million | SF MANAGEMENT CO | NORTHFIELD, IL | First Midwest Bank |
| $350,000–1 million | SHANLEY PUMP & EQUIPMENT, INC. | ARLINGTON HEIGHTS, IL | First Midwest Bank |
| $150,000–350,000 | SHELBY SCHOLARS DAYCARE INC. | ROBBINS, IL | First Midwest Bank |
| $350,000–1 million | SHEPLEY MOTOR EXPRESS, INC. | THORNTON, IL | First Midwest Bank |
| $350,000–1 million | SHIVER SECURITY SYSTEMS | MASON, OH | First Midwest Bank |
| $350,000–1 million | SHOREWOOD FAMILY DENTAL CARE, LLP | SHOREWOOD, IL | First Midwest Bank |
| $150,000–350,000 | SIEGEL & CALLAHAN, PC | CHICAGO, IL | First Midwest Bank |
| $150,000–350,000 | SILVER LAKE COUNTRY CLUB, INC | ORLAND PARK, IL | First Midwest Bank |
| $150,000–350,000 | SILVER LAKE GOLF CLUB, INC. | ORLAND PARK, IL | First Midwest Bank |
| $350,000–1 million | SIMPLE LOGISTICS LLC | SAINT CHARLES, IL | First Midwest Bank |
| $150,000–350,000 | SINCERESWAN LLC | MILWAUKEE, WI | First Midwest Bank |
| $150,000–350,000 | SITE TECHNOLOGIES, LLC | SCHAUMBURG, IL | First Midwest Bank |
| $350,000–1 million | SKIPPER BUD'S OF ILLINOIS INC. | WINTHROP HARBOR, IL | First Midwest Bank |
| $350,000–1 million | SKIPPER MARINE CORP | PEWAUKEE, WI | First Midwest Bank |
| $350,000–1 million | SKIPPER MARINE DEVELOPMENT INC. | WINTHROP HARBOR, IL | First Midwest Bank |
| $350,000–1 million | SKIPPER MARINE OF CHICAGO-LAND INC. | ANTIOCH, IL | First Midwest Bank |
| $350,000–1 million | SKIPPER MARINE OF MADISON INC. | MADISON, WI | First Midwest Bank |
| $1–2 million | SKIPPER MARINE OF MICHIGAN INC. | GRAND HAVEN, MI | First Midwest Bank |
| $350,000–1 million | SKIPPER MARINE OF OHIO LLC | MARBLEHEAD, OH | First Midwest Bank |
| $150,000–350,000 | SKIPPER MARINE OF THE FOX VALLEY INC. | OSHKOSH, WI | First Midwest Bank |
| $1–2 million | SKOLNIK INDUSTRIES, INC. | CHICAGO, IL | First Midwest Bank |
| $150,000–350,000 | SKYLINE RESTORATION INC. | BLUE ISLAND, IL | First Midwest Bank |
| $150,000–350,000 | SMREKAR ENTERPRISES INC D/B/A WHY NOT IRON | CHICAGO, IL | First Midwest Bank |
| $150,000–350,000 | SNOW SYSTEMS | WHEELING, IL | First Midwest Bank |
| $350,000–1 million | SNYDER BRICKYARD HOTEL, LLC | BLOOMINGTON, IL | First Midwest Bank |
| $350,000–1 million | SOLANO DECARRIER MANAGEMENT COMPANY | NORRIDGE, IL | First Midwest Bank |
| $150,000–350,000 | SOLDECA, LLC | NORRIDGE, IL | First Midwest Bank |
| $150,000–350,000 | SOLYSAL, LLC | NORRIDGE, IL | First Midwest Bank |
| $350,000–1 million | SONRISA DENTAL P.C. | CHICAGO, IL | First Midwest Bank |
| $150,000–350,000 | SOSIN ARNOLD & SCHOENBECK, LTD. | ORLAND PARK, IL | First Midwest Bank |
| $150,000–350,000 | SOUND DISTRIBUTION & SALES LTD | WILLOWBROOK, IL | First Midwest Bank |
| $150,000–350,000 | SOUTH FLORIDA BARBEQUE MANAGEMENT, INC. | STUART, FL | First Midwest Bank |
| $150,000–350,000 | SOUTH FLORIDA BARBEQUE OF EUSTIS, INC. | STUART, FL | First Midwest Bank |
| $150,000–350,000 | SOUTH FLORIDA BARBEQUE OF HAINES CITY, INC. | STUART, FL | First Midwest Bank |
| $150,000–350,000 | SOUTH FLORIDA BARBEQUE, INC. | STUART, FL | First Midwest Bank |
| $150,000–350,000 | SOUTH LOOP FITNESS, LLC | CHICAGO, IL | First Midwest Bank |
| $350,000–1 million | SOUTH LOOP PIZZA LLC | CHICAGO, IL | First Midwest Bank |
| $150,000–350,000 | SOUTHWEST COMMUNITY PUBLISHING | SUMMIT, IL | First Midwest Bank |