| Title | Weekend | Week | Total | % Change | Total Weeks |
| 1 (new) |  | The Haunting (1999) | £1,562,169 | £1,562,169 | £1,562,169 | new | 1 |
| 2 (new) |  | Analyze This (1999) | £908,002 | £908,002 | £908,002 | new | 1 |
| 3 (1) |  | Eyes Wide Shut (1999) | £483,154 | £1,048,611 | £3,823,625 | -45% | 3 |
| 4 (2) |  | The Generals Daughter (1999) | £467,852 | £921,661 | £1,739,632 | -43% | 2 |
| 5 (3) |  | Star Wars Episode I: The Phantom Menace (1999) | £352,729 | £515,449 | £49,179,010 | -29% | 11 |
| 6 (new) |  | A Midsummer Night's Dream (1999) | £310,464 | £310,464 | £310,464 | new | 1 |
| 7 (5) |  | Drop Dead Gorgeous (1999) | £280,421 | £496,250 | £961,980 | -40% | 2 |
| 8 (6) |  | Never Been Kissed (1999) | £255,926 | £419,802 | £4,135,335 | -42% | 5 |
| 9 (4) |  | South Park: Bigger, Longer and Uncut (1999) | £250,072 | £524,996 | £6,019,119 | -48% | 5 |
| 10 (7) |  | The Thomas Crown Affair (1999) | £181,774 | £368,884 | £5,186,268 | -44% | 6 |
| 11 (9) |  | Austin Powers: The Spy Who Shagged Me (1999) | £137,904 | £241,593 | £25,517,525 | -49% | 9 |
| 12 (8) |  | Go (1999) | £134,539 | £302,963 | £2,054,510 | -51% | 4 |
| 13 (10) |  | Mickey Blue Eyes (1999) | £108,976 | £257,426 | £4,920,597 | -57% | 6 |
| 14 (new) | | Dil Kya Kare (1999) | £97,776 | £97,776 | £97,776 | new | 1 |
| 15 (new) |  | Election (1999) | £65,113 | £65,113 | £65,113 | new | 1 |
| 16 (12) |  | Ravenous (1999) | £50,000 | £67,500 | £359,523 | -50% | 3 |