| 1 | Minnesota Masterpiece Hall | Arts, Culture & Humanities | $155.4M | $94.2M |
| 2 | St. Marys University of Minnesota | Education | $114.5M | $196.6M |
| 3 | Winona Health Services | Health Care | $110.7M | $111.2M |
| 4 | Slaggie Family Foundation | Philanthropy, Voluntarism & Grantmaking | $100.6M | $101.0M |
| 5 | Cotter Schools | Unclassified | $66.9M | $148.6M |
| 6 | Winona State University Foundation | Education | $29.5M | $93.5M |
| 7 | Saint Anne of Winona | Human Services | $20.3M | $20.4M |
| 8 | Fraternal Order of Eagles | Unclassified | $17.1M | $380K |
| 9 | Hiawatha Education Foundation | Unclassified | $15.9M | $61.2M |
| 10 | Winona Senior Services INC | Health Care | $14.1M | $12.5M |
| 11 | Hiawatha Valley Mental Health Center | Unclassified | $13.6M | $10.7M |
| 12 | Home and Community Options INC | Housing & Shelter | $12.5M | $13.2M |
| 13 | Goodview Winona Area Hockey Association | Recreation & Sports | $12.2M | $1.6M |
| 14 | Lasallian Educational and Research Initiatives | Unclassified | $10.0M | $30.9M |
| 15 | Winona Health Foundation | Health Care | $9.0M | $60.8M |
| 16 | Goodview Activity Group | Recreation & Sports | $8.1M | $289K |
| 17 | Winona Community Foundation INC | Philanthropy, Voluntarism & Grantmaking | $7.8M | $17.0M |
| 18 | Catholic Charities of the Diocese of Winona-rochester | Human Services | $6.0M | $3.7M |
| 19 | Sauer Health Care | Unclassified | $6.0M | $6.8M |
| 20 | Minnesota Marine Art Museum | Arts, Culture & Humanities | $5.2M | $25.9M |
| 21 | Winona Family YMCA | Unclassified | $4.8M | $21.8M |
| 22 | Minnesota State College Southeast Foundation | Education | $4.0M | $7.1M |
| 23 | Warrior Club INC | Unclassified | $3.8M | $72K |
| 24 | Bluffview Montessori School | Education | $3.4M | $2.3M |
| 25 | Winona O R C Industries INC | Unclassified | $2.6M | $3.3M |
| 26 | Riverway Learning Community | Education | $2.4M | $3.1M |
| 27 | Winona County Developmental Achievement Center INC | Employment | $2.1M | $2.3M |
| 28 | Winona Volunteer Services INC | Human Services | $1.9M | $7.0M |
| 29 | American Legion | Unclassified | $1.8M | $1.2M |
| 30 | Winona Area Ambulance Service INC | Health Care | $1.7M | $1.9M |
| 31 | Stockton Area Promotional Group INC | Community Improvement & Capacity Building | $1.5M | $56K |
| 32 | Habitat for Humanity International INC | Unclassified | $1.3M | $3.8M |
| 33 | Winona County Historical Society INC | Arts, Culture & Humanities | $1.2M | $6.5M |
| 34 | Winona Area Public Schools Foundation INC | Education | $1.1M | $5.1M |
| 35 | Veterans of Foreign Wars Dept of Minnesota | Unclassified | $1.1M | $192K |
| 36 | Great River Shakespeare Festival | Arts, Culture & Humanities | $874K | $155K |
| 37 | Minnesota Beethoven Festival | Arts, Culture & Humanities | $838K | $2.0M |
| 38 | Project Fine INC | Community Improvement & Capacity Building | $831K | $2.0M |
| 39 | Winona Chamber of Commerce | Unclassified | $763K | $400K |
| 40 | Winona Convention and Visitors Bureau INC | Community Improvement & Capacity Building | $649K | $851K |
| 41 | Advocacy Center of Winona | Unclassified | $614K | $358K |
| 42 | Alumnae Association of the College of Saint Teresa | Education | $578K | $622K |
| 43 | Art of the Rural | Arts, Culture & Humanities | $567K | $649K |
| 44 | Rukavina Family Foundation | Philanthropy, Voluntarism & Grantmaking | $466K | $4.0M |
| 45 | Woodlawn Cemetery Association | Unclassified | $445K | $1.6M |
| 46 | Westfield Golf Club INC | Recreation & Sports | $431K | $311K |
| 47 | Winona Area Humane Society | Animal-Related | $420K | $333K |
| 48 | Engage Winona | Community Improvement & Capacity Building | $405K | $220K |
| 49 | Benevolent & Protective Order of Elks of the USA | Unclassified | $385K | $348K |
| 50 | Grace Place | Housing & Shelter | $368K | $430K |
| 51 | Morrie Miller Athletic Foundation | Philanthropy, Voluntarism & Grantmaking | $368K | $272K |
| 52 | Bms Building Corporation | Education | $367K | $2.5M |
| 53 | Osul T Haaland Charitable Tr Ua 09042019 | Philanthropy, Voluntarism & Grantmaking | $359K | $588K |
| 54 | C Paul & Irene G Venables Foundation Est Local I-m | Unclassified | $282K | $1.4M |
| 55 | Winona Sportsmens Club INC | Unclassified | $243K | $334K |
| 56 | Elizabeth Callender King Foundation | Unclassified | $241K | $2.5M |
| 57 | Hurry Back Productions INC | Arts, Culture & Humanities | $239K | $879K |
| 58 | American Federation of Teachers | Employment | $222K | $250K |
| 59 | Dare Lamberton White and William F White Foundation | Philanthropy, Voluntarism & Grantmaking | $213K | $936K |
| 60 | Winona Masonic Benevolent Assoc | Unclassified | $210K | $1.6M |
| 61 | Winona Steamboat Days Festival Association | Recreation & Sports | $200K | $60K |
| 62 | Winona Athletic Club | Unclassified | $198K | $116K |
| 63 | Bridges Health Pc | Employment | $197K | $17K |
| 64 | Winona Euro Fc | Recreation & Sports | $193K | $21K |
| 65 | Winona Social Redmen INC | Unclassified | $186K | $111K |
| 66 | Frozen River Film Festival | Arts, Culture & Humanities | $183K | $49K |
| 67 | Winona Family YMCA Support Corporation | Human Services | $181K | $18.2M |
| 68 | Sandbar Story Telling Festival | Arts, Culture & Humanities | $170K | $99K |
| 69 | Winona Area Tennis Association | Recreation & Sports | $158K | $258K |
| 70 | Polish Cultural Institute | Arts, Culture & Humanities | $145K | $323K |
| 71 | Mid West Music Festival | Arts, Culture & Humanities | $131K | $40K |
| 72 | Winona Health Volunteers | Unclassified | $120K | $227K |
| 73 | Winona State Football Players Association | Recreation & Sports | $108K | $204K |
| 74 | Pickwick Fire and Rescue | Public Safety, Disaster Preparedness & Relief | $102K | $543K |
| 75 | Regents of the University of Minnesota | Youth Development | $99K | $136K |
| 76 | Winona Outdoor Collaborative | Recreation & Sports | $94K | $22K |
| 77 | Hco Investments INC | Housing & Shelter | $87K | $314K |
| 78 | Wilson Fire Fighters Relief Association | Unclassified | $84K | $76K |
| 79 | Winona Figure Skating Club | Recreation & Sports | $84K | $50K |
| 80 | Vision 2020 Education Foundation | Education | $82K | $19.3M |
| 81 | River Arts Alliance | Arts, Culture & Humanities | $81K | $25K |
| 82 | Winona Civic Music INC | Unclassified | $80K | $14K |
| 83 | Rotary International | Unclassified | $73K | $92K |
| 84 | Ethel Mae Kreutz Prviate Foundation | Philanthropy, Voluntarism & Grantmaking | $71K | $467K |
| 85 | Quince New Music | Arts, Culture & Humanities | $56K | $41K |
| 86 | Winona Farmers Market Association | Food, Agriculture & Nutrition | $51K | $22K |
| 87 | Winona Sheltering Network | Housing & Shelter | $50K | $395K |
| 88 | Hiawatha Valley Teacher United | Philanthropy, Voluntarism & Grantmaking | $48K | $203K |
| 89 | International Society for Computers and Their Applications | Science & Technology | $39K | $59K |
| 90 | Winona Area Industrial Development Association | Unclassified | $32K | $844K |
| 91 | Carolyn Dry Natural Process Design Fund | Philanthropy, Voluntarism & Grantmaking | $30K | $108K |
| 92 | Helen B Imm Scholarship Tr Fbo Wsu | Education | $19K | $139K |
| 93 | Helen B Imm Winona Senior High School Education Trust | Philanthropy, Voluntarism & Grantmaking | $19K | $138K |
| 94 | Leonard Fried Educational Fund | Education | $2K | $10K |
| 95 | Knitcraft-st Croix Foundation INC | Education | $50 | $172K |
| 96 | Winona-dakota Unity Alliance | Education | $0 | $0 |
| 97 | Cedar Valley Lutheran Church | Unclassified | $0 | $0 |
| 98 | Winona International Dancers | Unclassified | $0 | $0 |
| 99 | Hiawatha Valley Education Association | Unclassified | $0 | $0 |
| 100 | Winona Hims INC | Arts, Culture & Humanities | $0 | $0 |