| Title | Weekend | Week | Total | % Change | Total Weeks |
| 1 (new) |  | Deep Blue Sea (1999) | £1,946,454 | £1,946,454 | £1,946,454 | new | 1 |
| 2 (1) |  | American Pie (1999) | £1,878,926 | £2,958,517 | £5,052,639 | -10% | 2 |
| 3 (2) |  | Runaway Bride (1999) | £1,165,167 | £1,987,435 | £3,637,419 | -29% | 2 |
| 4 (3) |  | Big Daddy (1999) | £486,039 | £733,954 | £3,358,856 | -39% | 3 |
| 5 (4) |  | The Haunting (1999) | £406,661 | £611,404 | £4,847,679 | -33% | 4 |
| 6 (5) |  | Analyze This (1999) | £331,106 | £538,773 | £3,457,122 | -25% | 4 |
| 7 (9) |  | Tarzan (1999) | £188,024 | £368,147 | £508,525 | 25% | 2 |
| 8 (6) |  | Star Wars Episode I: The Phantom Menace (1999) | £160,764 | £227,835 | £50,125,806 | -29% | 14 |
| 9 (7) |  | Eyes Wide Shut (1999) | £115,071 | £203,369 | £4,941,394 | -36% | 6 |
| 10 (8) |  | The Generals Daughter (1999) | £112,956 | £197,975 | £2,885,446 | -36% | 5 |
| 11 (10) |  | A Midsummer Night's Dream (1999) | £85,826 | £172,760 | £1,183,531 | -36% | 4 |
| 12 (11) |  | The Thomas Crown Affair (1999) | £59,174 | £96,875 | £5,680,504 | -26% | 9 |
| 13 (15) |  | Buena Vista Social Club (1999) | £56,425 | £96,974 | £396,460 | 3% | 2 |
| 14 (13) | | Felicias Journey (1999) | £46,399 | £82,140 | £138,728 | -18% | 2 |
| 15 (new) |  | Gregory's Two Girls (1999) | £45,984 | £45,984 | £45,984 | new | 1 |