| $350,000–1 million | QUALITY PARKING INC | Morton Grove, IL | Byline Bank |
| $350,000–1 million | QUESTEK INNOVATIONS LLC | Evanston, IL | Byline Bank |
| $350,000–1 million | R&H MANUFACTURERS LLC | Kingston, PA | Byline Bank |
| $350,000–1 million | R&H MANUFACTURERS LLC | KINGSTON, PA | Byline Bank |
| $150,000–350,000 | R. C. WAHL JEWELERS INC. | Des Plaines, IL | Byline Bank |
| $150,000–350,000 | R. C. WAHL JEWELERS, INC. | DES PLAINES, IL | Byline Bank |
| $350,000–1 million | R.A. SHAVITZ INC. | Skokie, IL | Byline Bank |
| $350,000–1 million | R.C. COIL SPRING MANUFACTURING CO. INC. | Glendale Heights, IL | Byline Bank |
| $350,000–1 million | R.C. COIL SPRING MANUFACTURING CO., INC. | Glendale Heights, IL | Byline Bank |
| $150,000–350,000 | RADICON DRIVE SYSTEMS INC. | ELGIN, IL | Byline Bank |
| $350,000–1 million | RAGNAR & ROLLO INDUSTRIES, INC. | LIVERPOOL, NY | Byline Bank |
| $350,000–1 million | RAINFOREST LEARNING CENTER INC. | CHICAGO, IL | Byline Bank |
| $350,000–1 million | RAINFOREST LEARNING CENTER, INC. | CHICAGO, IL | Byline Bank |
| $150,000–350,000 | RANDALL ROADHOUSE TAVERN AND GRILL INC. | Carpentersville, IL | Byline Bank |
| $150,000–350,000 | RANMAR RESTAURANT CORPORATION | Chicago, IL | Byline Bank |
| $150,000–350,000 | RANMAR RESTAURANT CORPORATION | Chicago, IL | Byline Bank |
| $150,000–350,000 | RAVENSWOOD EVENT GROUP LTD | Chicago, IL | Byline Bank |
| $350,000–1 million | RAVINE WAY SURGERY CENTER, LLC | Glenview, IL | Byline Bank |
| $1–2 million | RAY ALLEN INC. | Chicago, IL | Byline Bank |
| $1–2 million | RAY ALLEN, INC. | CHICAGO, IL | Byline Bank |
| $150,000–350,000 | RAZA PERU LLC | Peru, IL | Byline Bank |
| $150,000–350,000 | RCA ENTERPRISES INC | Livonia, MI | Byline Bank |
| $350,000–1 million | RDN MANUFACTURING COMPANY INC. | Bloomingdale, IL | Byline Bank |
| $350,000–1 million | RDN MANUFACTURING COMPANY, INC. | BLOOMINGDALE, IL | Byline Bank |
| $150,000–350,000 | REAL RESTORATION GROUP INC. | Chicago, IL | Byline Bank |
| $150,000–350,000 | REAL RESTORATION GROUP, INC. | Chicago, IL | Byline Bank |
| $350,000–1 million | REALWHEELS CORPORATION | GURNEE, IL | Byline Bank |
| $150,000–350,000 | REBA PLACE FELLOWSHIP | Evanston, IL | Byline Bank |
| $150,000–350,000 | RED BRANCH HOSPITALITY LLC | Chicago, IL | Byline Bank |
| $150,000–350,000 | RED BRANCH HOSPITALITY, LLC | CHICAGO, IL | Byline Bank |
| $2–5 million | REED ILLINOIS CORPORATION | Chicago, IL | Byline Bank |
| $2–5 million | REED ILLINOIS CORPORATION | Chicago, IL | Byline Bank |
| $150,000–350,000 | REEL BIG FISH LLC | Madison, WI | Byline Bank |
| $150,000–350,000 | REEL BIG FISH, LLC | MADISON, WI | Byline Bank |
| $150,000–350,000 | REEL CUE, LLC | VERONA, WI | Byline Bank |
| $150,000–350,000 | REGENTS PARK MANAGEMENT, LLC | Englewood, NJ | Byline Bank |
| $350,000–1 million | RELIABLE CONCRETE PUMPING, LLC | DES PLAINES, IL | Byline Bank |
| $150,000–350,000 | RELIANCE TOOL & MFG. CO. | Elgin, IL | Byline Bank |
| $150,000–350,000 | RELIANCE TOOL & MFG. CO. | ELGIN, IL | Byline Bank |
| $350,000–1 million | RENDERED SERVICES INC | Chicago, IL | Byline Bank |
| $350,000–1 million | RENDERED SERVICES INC | CHICAGO, IL | Byline Bank |
| $150,000–350,000 | REPLAY ANDERSONVILLE INC | CHICAGO, IL | Byline Bank |
| $150,000–350,000 | REPLAY ANDERSONVILLE INC | CHICAGO, IL | Byline Bank |
| $150,000–350,000 | REZEK, HENRY, MEISENHEIMER AND GENDE, INC. | Mundelein, IL | Byline Bank |
| $150,000–350,000 | RG STAMPING LLC | Elgin, IL | Byline Bank |
| $1–2 million | RHINO ASSEMBLY CORPORATION | CONCORD, NC | Byline Bank |
| $150,000–350,000 | RI - DEL MANUFACTURING INC | Chicago, IL | Byline Bank |
| $150,000–350,000 | RI - DEL MANUFACTURING INC | Chicago, IL | Byline Bank |
| $150,000–350,000 | RICHMOND ELECTRIC CO | WOODRIDGE, IL | Byline Bank |
| $350,000–1 million | RICO FRESH INC. | Chicago, IL | Byline Bank |
| $350,000–1 million | RIDGEFIELD INDUSTRIES CO LLC | Crystal Lake, IL | Byline Bank |
| $350,000–1 million | RIDGEFIELD INDUSTRIES CO LLC | CRYSTAL LAKE, IL | Byline Bank |
| $350,000–1 million | RIPPLE BEHAVIOR SOLUTIONS, LLC | ELKHORN, WI | Byline Bank |
| $150,000–350,000 | RIVER FOREST COMMUNITY CENTER | River Forest, IL | Byline Bank |
| $150,000–350,000 | RIVER FOREST COMMUNITY CENTER | River Forest, IL | Byline Bank |
| $150,000–350,000 | RIVER NORTH HAND CAR WASH & DETAILING, LLC | Chicago, IL | Byline Bank |
| $150,000–350,000 | RIVER OAKS AT LAKE PEPIN | LAKE CITY, MN | Byline Bank |
| $150,000–350,000 | RIVER OAKS AT SHADY RIDGE LLC | HUTCHINSON, MN | Byline Bank |
| $150,000–350,000 | RIVER OAKS AT WATERTOWN LLC | WATERTOWN, MN | Byline Bank |
| $350,000–1 million | RIVERDALE PLATING AND HEAT TREATING LLC | Riverdale, IL | Byline Bank |
| $350,000–1 million | RIVERDALE PLATING AND HEAT TREATING, LLC | RIVERDALE, IL | Byline Bank |
| $350,000–1 million | RIVERMOOR ASSET MANAGEMENT, INC. | SCARBOROUGH, ME | Byline Bank |
| $150,000–350,000 | RK ACADEMY CORP | Darien, IL | Byline Bank |
| $150,000–350,000 | RK ACADEMY CORP | DARIEN, IL | Byline Bank |
| $350,000–1 million | RKC CLEANERS CORPORATION | Elk Grove Village, IL | Byline Bank |
| $350,000–1 million | RKC CLEANERS CORPORATION | ELK GROVE VILLAGE, IL | Byline Bank |
| $150,000–350,000 | RMST HOLDING COMPANY INC. | HOUSTON, TX | Byline Bank |
| $150,000–350,000 | ROCHELLE NEWSPAPERS, INC | ROCHELLE, IL | Byline Bank |
| $150,000–350,000 | ROMEOVILLE DONUTS INC | Wilmette, IL | Byline Bank |
| $150,000–350,000 | ROMERO STEEL COMPANY INC. | Melrose Park, IL | Byline Bank |
| $150,000–350,000 | ROMERO STEEL COMPANY, INC. | MELROSE PARK, IL | Byline Bank |
| $150,000–350,000 | RONALD KNOX MONTESSORI SCHOOL | Wilmette, IL | Byline Bank |
| $350,000–1 million | ROYCEMORE SCHOOL | Evanston, IL | Byline Bank |
| $150,000–350,000 | RUSSELL'S BARBECUE INC | Elmwood Park, IL | Byline Bank |
| $150,000–350,000 | RZ3285 OSWEGO LLC | OSWEGO, IL | Byline Bank |
| $150,000–350,000 | RZ5304 BRIDGEVIEW LLC | BRIDGEVIEW, IL | Byline Bank |
| $150,000–350,000 | RZ5413 MATTESON LLC | Matteson, IL | Byline Bank |
| $150,000–350,000 | S4 INDUSTRIES, INC. | EAST DUNDEE, IL | Byline Bank |
| $150,000–350,000 | SAB TERRA INC. | MISSION VIEJO, CA | Byline Bank |
| $150,000–350,000 | SAB TERRA INC. | MISSION VIEJO, CA | Byline Bank |
| $150,000–350,000 | SAC CORPORATION DBA MJ STEVENS | Hartford, WI | Byline Bank |
| $150,000–350,000 | SAC CORPORATION DBA MJ STEVENS | HARTFORD, WI | Byline Bank |
| $350,000–1 million | SAFE IN SOUND HEARING, LLC | PHOENIX, AZ | Byline Bank |
| $150,000–350,000 | SAFEHAVEN SCHOOL | Lake Bluff, IL | Byline Bank |
| $150,000–350,000 | SAFETY SUPPLY ILLINOIS | Batavia, IL | Byline Bank |
| $150,000–350,000 | SAINTS FAITH HOPE & CHARITY PARISH/CATHOLIC BISHOP OF CHICAG | WINNETKA, IL | Byline Bank |
| $350,000–1 million | SAINTS FAITH HOPE & CHARITY SCHOOL/THE CATHOLIC BISHOP OF CH | Winnetka, IL | Byline Bank |
| $150,000–350,000 | SALT & PEPPER DINER-DAMEN AVE INC | Chicago, IL | Byline Bank |
| $150,000–350,000 | SANDS IMPEX INC | Woodridge, IL | Byline Bank |
| $150,000–350,000 | SARAH'S INN | Forest Park, IL | Byline Bank |
| $350,000–1 million | SASSETTI LLC | Oak Park, IL | Byline Bank |
| $150,000–350,000 | SAVIOR LLC | WALTHAM, MA | Byline Bank |
| $150,000–350,000 | SAWCO HARDWOODS LLC | BRYANT, WI | Byline Bank |
| $150,000–350,000 | SB PANCAKE HOUSE, INCORPORATED | Crest Hill, IL | Byline Bank |
| $350,000–1 million | SCHAEFGES BROS. INC. | Wheeling, IL | Byline Bank |
| $150,000–350,000 | SCHAFF INTERNATIONAL LLC | Lake Zurich, IL | Byline Bank |
| $150,000–350,000 | SCHAFF INTERNATIONAL, LLC | LAKE ZURICH, IL | Byline Bank |
| $150,000–350,000 | SCHECK LUMBER COMPANY, INC. | Broadview, IL | Byline Bank |
| $150,000–350,000 | SCHERMERHORN & CO. | Evanston, IL | Byline Bank |
| $150,000–350,000 | SCHONHEIT GARDENS LANDSCAPING, LLC | SUN PRAIRIE, WI | Byline Bank |