| Title | Weekend | Week | Total | % Change | Total Weeks |
| 1 (new) |  | American Pie (1999) | £2,094,122 | £2,094,122 | £2,094,122 | new | 1 |
| 2 (new) |  | Runaway Bride (1999) | £1,649,984 | £1,649,984 | £1,649,984 | new | 1 |
| 3 (1) |  | Big Daddy (1999) | £793,397 | £1,264,781 | £2,624,902 | -42% | 2 |
| 4 (2) |  | The Haunting (1999) | £608,522 | £987,826 | £4,236,275 | -44% | 3 |
| 5 (3) |  | Analyze This (1999) | £442,012 | £801,204 | £2,918,349 | -39% | 3 |
| 6 (6) |  | Star Wars Episode I: The Phantom Menace (1999) | £226,135 | £307,443 | £49,897,971 | -26% | 13 |
| 7 (4) |  | Eyes Wide Shut (1999) | £181,068 | £396,367 | £4,738,025 | -49% | 5 |
| 8 (5) |  | The Generals Daughter (1999) | £176,486 | £354,340 | £2,687,471 | -46% | 4 |
| 9 (new) |  | Tarzan (1999) | £140,378 | £140,378 | £140,378 | new | 1 |
| 10 (7) |  | A Midsummer Night's Dream (1999) | £134,887 | £273,741 | £1,010,771 | -46% | 3 |
| 11 (11) |  | The Thomas Crown Affair (1999) | £79,985 | £148,401 | £5,583,629 | -40% | 8 |
| 12 (10) |  | South Park: Bigger, Longer and Uncut (1999) | £60,963 | £142,005 | £6,367,065 | -56% | 7 |
| 13 (new) | | Felicias Journey (1999) | £56,588 | £56,588 | £56,588 | new | 1 |
| 14 (9) |  | Never Been Kissed (1999) | £56,410 | £114,087 | £4,500,033 | -63% | 7 |
| 15 (re) |  | Buena Vista Social Club (1999) | £54,814 | £54,814 | £299,486 | re | 1 |