| Released | Title | Role | 1st Weekend | US Gross | Worldwide Gross |
|---|---|---|---|---|---|
| 5/31/02 | Sum of All fears, The | Jack Ryan | $31,178,526 | $117,644,802 | $117,644,802 |
| 4/12/02 | Changing Lanes | Gavin Banek | $17,128,062 | $66,745,233 | $66,745,233 |
| 8/24/01 | Jay and Silent Bob Strike Back | Holden/Himself | $11,018,543 | $30,059,386 | $30,059,386 |
| 5/25/01 | Pearl Harbor | Rafe McCawley | $59,078,912 | $198,539,855 | $450,500,000 |
| 11/17/00 | Bounce | Buddy Amaral | $11,423,716 | $36,779,296 | $36,779,296 |
| 2/25/2000 | Reindeer Games | Rudy Duncan | $8,128,356 | $23,360,779 | $23,360,779 |
| 2/18/2000 | Boiler Room | Jim Young | $6,722,884 | $16,938,179 | $16,938,179 |
| 11/12/1999 | Dogma | Bartleby | $8,669,945 | $30,651,422 | 30,651,422 |
| 3/19/1999 | Forces of Nature | Ben | $13,510,728 | $52,957,800 | $52,957,800 |
| 2/26/1999 | 200 Cigarettes | Bartender | $3,244,277 | $6,852,450 | $6,852,450 |
| 12/11/1998 | Shakespeare in Love | Ned Alleyn | $3,629,432 | $100,317,794 | $279,500,000 |
| 7/1/1998 | Armageddon | A.J. Frost | $36,089,972 | $201,578,182 | $554,600,000 |
| 1/23/1998 | Phantoms | Bryce Hammond | $3,065,951 | $5,755,333 | $5,755,333 |
| 12/5/1997 | Good Will Hunting | Chuckie | $10,261,471 | $138,433,435 | $225,900,000 |
| 9/19/1997 | Going All the Way | Gunner Casselman | $86,175 | $86,175 | |
| 4/4/1997 | Chasing Amy | Holden McNeil | $52,446 | $12,006,514 | $12,006,514 |
| 9/27/1996 | Glory Daze | Jack | $5,000 | $5,000 | |
| 10/20/1995 | Mallrats | Shannon Hamilton | $1,153,838 | $2,108,367 | $2,108,367 |
| 9/24/1993 | Dazed and Confused | Fred O'Bannion | $918,127 | $7,950,889 | $7,950,889 |
| 9/1/1992 | School Ties | Chesty Smith | $14,715,000 | $14,715,000 | |
| 7/31/1992 | Buffy the Vampire Slayer | Basketball Player # 10 (uncredited) | $4,515,541 | $14,231,669 | $14,231,669 |
| US Gross | Worldwide Gross | ||||
|---|---|---|---|---|---|
| Total Grosses | $1,077,717,560 | $1,949,348,294 |