| Rank | Title | Weekend |
|---|---|---|
| 1 | Deep Blue Sea / 1999 | £1,946,454 |
| 2↓ (1) | American Pie / 1999 | £1,878,926 |
| 3↓ (2) | Runaway Bride / 1999 | £1,165,167 |
| 4↓ (3) | Big Daddy / 1999 | £486,039 |
| 5↓ (4) | The Haunting / 1999 | £406,661 |
| 6↓ (5) | Analyze This / 1999 | £331,106 |
| 7↑ (9) | Tarzan / 1999 | £188,024 |
| 8↓ (6) | Star Wars Episode I: The Phantom Menace / 1999 | £160,764 |
| 9↓ (7) | Eyes Wide Shut / 1999 | £115,071 |
| 10↓ (8) | The Generals Daughter / 1999 | £112,956 |
| 11↓ (10) | A Midsummer Night's Dream / 1999 | £85,826 |
| 12↓ (11) | The Thomas Crown Affair / 1999 | £59,174 |
| 13↑ (15) | Buena Vista Social Club / 1999 | £56,425 |
| 14↓ (13) | Felicias Journey / 1999 | £46,399 |
| 15 | Gregory's Two Girls / 1999 | £45,984 |
| 16↔ (16) | Black: And White / 1999 | £26,388 |
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