| 1 | Ray and Kay Eckstein Charitable Trust | Education | $189.3M | $457.4M |
| 2 | Jackson Purchase Energy Corporation | Unclassified | $98.1M | $165.5M |
| 3 | Carson-myre Charitable Foundation | Philanthropy, Voluntarism & Grantmaking | $29.1M | $55.9M |
| 4 | Luther F Carson Four Rivers Center INC | Arts, Culture & Humanities | $15.4M | $65.3M |
| 5 | Livwell Community Health Services INC | Diseases, Disorders & Medical Disciplines | $14.1M | $10.0M |
| 6 | Community Foundation of West Kentucky INC | Philanthropy, Voluntarism & Grantmaking | $12.8M | $48.5M |
| 7 | Lifeline Recovery Center | Human Services | $9.9M | $11.6M |
| 8 | Easter Seals West Kentucky INC | Human Services | $9.8M | $14.8M |
| 9 | Chc Community LLC | Health Care | $8.8M | $5.3M |
| 10 | Paducah Junior College Corp. | Education | $8.3M | $47.8M |
| 11 | Country Club of Paducah | Unclassified | $6.0M | $6.6M |
| 12 | Mercy Regional Emergency Medical System LLC | Health Care | $5.9M | $4.1M |
| 13 | Ed Gardner Tr | Philanthropy, Voluntarism & Grantmaking | $5.9M | $21.8M |
| 14 | Women Aware Incorporated | Unclassified | $4.4M | $4.5M |
| 15 | Paducah Lodge No 285 Loyal Order of Moose | Unclassified | $3.5M | $1.2M |
| 16 | American Society of Interventional Pain Physicians INC | Community Improvement & Capacity Building | $3.3M | $1.4M |
| 17 | United Association of Journeymen & Apprentices of the Plumbing & Pipe | Unclassified | $3.3M | $6.6M |
| 18 | Rape Victims Services INC | Unclassified | $2.8M | $5.7M |
| 19 | G P E D C INC | Unclassified | $2.7M | $6.0M |
| 20 | Community Christian Academy INC | Unclassified | $2.7M | $12.6M |
| 21 | Cornerstone of Hope INC | Human Services | $2.5M | $1.3M |
| 22 | Forest Hills Village INC | Unclassified | $2.3M | $3.6M |
| 23 | Omnipath INC | Health Care | $2.1M | $82K |
| 24 | International Brotherhood of Electrical Workers | Unclassified | $1.9M | $4.4M |
| 25 | Plumbers & Steamfitters Local 184 Education & Training Fund | Education | $1.9M | $2.7M |
| 26 | Paducah Symphony Orchestra INC | Unclassified | $1.9M | $7.0M |
| 27 | Rolling Hills Country Club INC | Unclassified | $1.8M | $1.1M |
| 28 | Family Service Society INC | Human Services | $1.8M | $1.6M |
| 29 | The National Quilt Museum INC | Arts, Culture & Humanities | $1.7M | $6.9M |
| 30 | Paducah McCracken County Senior Citizens INC | Unclassified | $1.6M | $2.8M |
| 31 | Four Rivers Charitable Foundation INC | Health Care | $1.5M | $919 |
| 32 | Paducah Interfaith Ministry Incorporated | Human Services | $1.5M | $3.9M |
| 33 | Paducah Area Chamber of Commerce | Community Improvement & Capacity Building | $1.5M | $1.7M |
| 34 | Market House Theatre of Paducah Kentucky INC | Unclassified | $1.4M | $6.9M |
| 35 | Joint Apprenticeship & Training Committee Paducah Div Southern | Unclassified | $1.3M | $2.5M |
| 36 | United Way of Western Kentucky INC | Philanthropy, Voluntarism & Grantmaking | $1.3M | $2.3M |
| 37 | Paducah Day Nursery INC | Human Services | $1.2M | $1.2M |
| 38 | International Assoc of Bridge & Structural Iron Workers | Unclassified | $1.1M | $3.4M |
| 39 | Laborers International Union of North America | Unclassified | $1.0M | $1.7M |
| 40 | Sprocket INC | Education | $1.0M | $2.9M |
| 41 | Community Ministries | Religion-Related | $1.0M | $2.3M |
| 42 | Idols Aside Ministries INC | Religion-Related | $1.0M | $2.9M |
| 43 | Hope Unlimited Family Care Center | Health Care | $900K | $1.1M |
| 44 | Paducah Housing Services INC | Housing & Shelter | $837K | $3.7M |
| 45 | Beyond Uganda INC | Human Services | $832K | $37K |
| 46 | McCracken Co Humane Society | Animal-Related | $786K | $3.5M |
| 47 | Paducah Alliance of Neighbors | Housing & Shelter | $761K | $431K |
| 48 | Associated General Contractors of Western Kentucky INC | Unclassified | $736K | $893K |
| 49 | George Ellis Gay Jr Perpetual Charitable Tr | Unclassified | $662K | $2.6M |
| 50 | Child Watch Counseling and Advocacy Center INC | Crime & Legal-Related | $649K | $768K |
| 51 | His Children INC | International, Foreign Affairs & National Security | $592K | $16K |
| 52 | Oscar Cross Boys & Girls Club of Paducah | Youth Development | $585K | $1.5M |
| 53 | Starfish Orphan Ministry INC | Human Services | $547K | $531K |
| 54 | Cassidys Cause Therapeutic Riding Academy | Health Care | $479K | $2.6M |
| 55 | The Lighthouse a Healing Place INC | Religion-Related | $426K | $1.5M |
| 56 | Veterans of Foreign Wars Dept of Kentucky | Unclassified | $422K | $802K |
| 57 | Great Commission 3 16 Corporation | Religion-Related | $413K | $413K |
| 58 | United Steelworkers | Unclassified | $399K | $366K |
| 59 | International Brotherhood of Teamsters | Unclassified | $391K | $301K |
| 60 | Christian Ophthalmology Society INC | Medical Research | $386K | $320K |
| 61 | River Heritage Museum INC | Arts, Culture & Humanities | $368K | $859K |
| 62 | Knights of Columbus | Unclassified | $338K | $442K |
| 63 | Paducah Public Schools Foundation INC | Education | $329K | $1.3M |
| 64 | Ironworkers Local 782 Joint Apprenticeship Training Fund | Philanthropy, Voluntarism & Grantmaking | $326K | $1.1M |
| 65 | Paducah-area Community Reuse Organization | Community Improvement & Capacity Building | $320K | $1.8M |
| 66 | Book for Hope INC | Unclassified | $316K | $479K |
| 67 | United Brotherhood of Carpenters & Joiners of America 357 | Unclassified | $297K | $361K |
| 68 | Papillion Center for Fetal Alcohol Spectrum Disorders of Kent | Mental Health & Crisis Intervention | $286K | $389K |
| 69 | Veterans of Foreign Wars Dept of Kentucky | Unclassified | $286K | $90K |
| 70 | Columbia Art House | Arts, Culture & Humanities | $279K | $719K |
| 71 | River City Missions INC | Religion-Related | $272K | $612K |
| 72 | Paducah McCracken County Association for Retarded Citizens | Unclassified | $258K | $281K |
| 73 | Beautiful Paducah INC | Environment | $250K | $22K |
| 74 | Builders and Organized Labor Together Substance Abuse Testing T | Employment | $232K | $349K |
| 75 | Benevolent & Protective Order of Elks of the USA | Unclassified | $214K | $350K |
| 76 | The Heartland Foundation INC | Unclassified | $193K | $911K |
| 77 | Lourdes Hospital Auxillary Gift Shop | Unclassified | $189K | $57K |
| 78 | Kiwanis Club of Paducah Foundation | Human Services | $180K | $71K |
| 79 | Yeiser Art Center INC | Arts, Culture & Humanities | $176K | $38K |
| 80 | Fraternal Order of Eagles | Unclassified | $172K | $302K |
| 81 | McCracken County High School Football Booster Club | Recreation & Sports | $167K | $31K |
| 82 | Knights of Columbus | Unclassified | $165K | $197K |
| 83 | McCracken County High School Band Boosters | Arts, Culture & Humanities | $160K | $103K |
| 84 | Charity League INC 1921 Broadway | International, Foreign Affairs & National Security | $159K | $1.7M |
| 85 | Mount Kenton Cemetery INC | Unclassified | $155K | $19K |
| 86 | Maiden Alley Cinema | Arts, Culture & Humanities | $154K | $46K |
| 87 | Healthcare Equipment and Resource Tools INC | Unclassified | $148K | $23K |
| 88 | Labor of Love INC | International, Foreign Affairs & National Security | $144K | $58K |
| 89 | Leadership Paducah Foundation INC | Education | $141K | $31K |
| 90 | French Bulldog Village | Animal-Related | $138K | $73K |
| 91 | Rotary International | Unclassified | $137K | $12K |
| 92 | Paducah Electrical Lmcc Trust Fund | Employment | $135K | $164K |
| 93 | Impact One Initiative Incorporated | International, Foreign Affairs & National Security | $134K | $127K |
| 94 | Victory Through Grace Ministries INC | Crime & Legal-Related | $134K | $359K |
| 95 | Lone Oak Youth Baseball-softball Association INC | Recreation & Sports | $127K | $131K |
| 96 | McCracken County Community Career Endowment | Human Services | $121K | $120K |
| 97 | American Federation of Labor and Congress of Industrial Organizatio | Unclassified | $120K | $124K |
| 98 | Kentucky Farm Bureau Federation | Unclassified | $116K | $710K |
| 99 | Reidland-farley Baseball Softball Association INC | Unclassified | $106K | $37K |
| 100 | Freedom Forever Ministries INC | Religion-Related | $106K | $79K |