Il Torneo di pallacanestro maschile NCAA Division I 1999 si concluse con la vittoria di Connecticut contro Duke.
Richard Hamilton di Connecticut fu nominato Most Outstanding Player.
| Ottavi di finale | | | Quarti di finale | | | Sweet Sixteen | | | Elite Eight | |
| | | | | | | | | | | | | | | | | | | |
| 1 | Duke | 99 | | | | |
| 16 | Florida A&M | 58 | | | 1 | Duke | 97 | |
| 8 | College of Charleston | 53 | | | 9 | Tulsa | 56 | |
| 9 | Tulsa | 62 | | | | | | 1 | Duke | 78 | |
| 5 | Wisconsin | 32 | | | | | 12 | SW Missouri St. | 61 | |
| 12 | SW Missouri St. | 43 | | | 12 | SW Missouri St. | 81 | | | | |
| 4 | Tennessee | 62 | | | 4 | Tennessee | 51 | |
| 13 | Delaware | 52 | | | | 1 | Duke | 85 | |
| 6 | Temple | 61 | | | | | | 6 | Temple | 64 | |
| 11 | Kent | 54 | | | 6 | Temple | 64 | | | | |
| 3 | Cincinnati | 72 | | | 3 | Cincinnati | 54 | |
| 14 | George Mason | 48 | | | | | | 6 | Temple | 77 | |
| 7 | Texas | 54 | | | | | 10 | Purdue | 55 | |
| 10 | Purdue | 58 | | | 10 | Purdue | 73 | | |
| 2 | Miami-FL | 75 | | | 2 | Miami-FL | 63 | |
| 15 | Lafayette | 54 | | |
| Ottavi di finale | | | Quarti di finale | | | Sweet Sixteen | | | Elite Eight | |
| | | | | | | | | | | | | | | | | | | |
| 1 | Michigan State | 76 | | | | |
| 16 | Mount St. Mary's | 53 | | | 1 | Michigan State | 74 | |
| 8 | Villanova | 70 | | | 9 | Mississippi | 66 | |
| 9 | Mississippi | 72 | | | | | | 1 | Michigan State | 54 | |
| 5 | Charlotte | 81 | | | | | 13 | Oklahoma | 46 | |
| 12 | Rhode Island | 70 | | | 5 | Charlotte | 72 | | | | |
| 4 | Arizona | 60 | | | 13 | Oklahoma | 85 | |
| 13 | Oklahoma | 61 | | | | 1 | Michigan State | 73 | |
| 6 | Kansas | 95 | | | | | | 3 | Kentucky | 66 | |
| 11 | Evansville | 74 | | | 6 | Kansas | 88 | | | | |
| 3 | Kentucky | 82 | | | 3 | Kentucky | 92 | |
| 14 | New Mexico State | 60 | | | | | | 3 | Kentucky | 58 | |
| 7 | Washington | 58 | | | | | 10 | Miami-OH | 43 | |
| 10 | Miami-OH | 59 | | | 10 | Miami-OH | 66 | | |
| 2 | Utah | 80 | | | 2 | Utah | 58 | |
| 15 | Arkansas State | 58 | | |
| Ottavi di finale | | | Quarti di finale | | | Sweet Sixteen | | | Elite Eight | |
| | | | | | | | | | | | | | | | | | | |
| 1 | Auburn | 80 | | | | |
| 16 | Winthrop | 41 | | | 1 | Auburn | 81 | |
| 8 | Syracuse | 61 | | | 9 | Oklahoma State | 74 | |
| 9 | Oklahoma State | 69 | | | | | | 1 | Auburn | 64 | |
| 5 | UCLA | 53 | | | | | 4 | Ohio State | 72 | |
| 12 | Detroit | 56 | | | 12 | Detroit | 44 | | | | |
| 4 | Ohio State | 72 | | | 4 | Ohio State | 75 | |
| 13 | Murray State | 58 | | | | 4 | Ohio State | 77 | |
| 6 | Indiana | 108 | | | | | | 3 | St. John's | 74 | |
| 11 | George Washington | 88 | | | 6 | Indiana | 61 | | | | |
| 3 | St. John's | 69 | | | 3 | St. John's | 86 | |
| 14 | Samford | 43 | | | | | | 3 | St. John's | 76 | |
| 7 | Louisville | 58 | | | | | 2 | Maryland | 62 | |
| 10 | Creighton | 62 | | | 10 | Creighton | 63 | | |
| 2 | Maryland | 82 | | | 2 | Maryland | 75 | |
| 15 | Valparaiso | 60 | | |
| Ottavi di finale | | | Quarti di finale | | | Sweet Sixteen | | | Elite Eight | |
| | | | | | | | | | | | | | | | | | | |
| 1 | Connecticut | 91 | | | | |
| 16 | Texas-San Antonio | 66 | | | 1 | Connecticut | 78 | |
| 8 | Missouri | 59 | | | 9 | New Mexico | 56 | |
| | New Mexico | 61 | | | | | | 1 | Connecticut | 78 | |
| 5 | Iowa | 77 | | | | | 5 | Iowa | 68 | |
| 12 | UAB | 64 | | | 5 | Iowa | 82 | | | | |
| 4 | Arkansas | 94 | | | 4 | Arkansas | 72 | |
| 13 | Siena | 80 | | | | 1 | Connecticut | 67 | |
| 6 | Florida | 75 | | | | | | 10 | Gonzaga | 62 | |
| 11 | Pennsylvania | 61 | | | 6 | Florida | 82 | | | | |
| 3 | North Carolina | 74 | | | 14 | Weber State | 74* | |
| 14 | Weber State | 76 | | | | | | 6 | Florida | 72 | |
| 7 | Minnesota | 63 | | | | | 10 | Gonzaga | 73 | |
| 10 | Gonzaga | 75 | | | 10 | Gonzaga | 82 | | |
| 2 | Stanford | 69 | | | 2 | Stanford | 74 | |
| 15 | Alcorn State | 57 | | |
| Semifinali nazionali | | | Finale nazionale | |
| | | | | | | | | |
| E1 | Duke | 68 | | |
| M1 | Michigan State | 62 | | | E1 | Duke | 74 | |
| S4 | Ohio State* | 58 | | | W1 | Connecticut | 77 | |
| W1 | Connecticut | 64 | | | | |