The 1997–1998 Obie Awards, honoring distinguished achievement in Off-Broadway and Off-Off-Broadway productions, were presented on May 18, 1998, at New York's Manhattan Center.
| Best Play: | Richard Foreman, Pearls for Pigs, Benita Canova |
| Direction: | Ivo van Hove, More Stately Mansions; |
| David Esbjornson, Therese Raquin; |
| Jo Bonney, sustained excellence of direction |
| Performance: | Lea DeLaria, On the Town; |
| Mary Testa, On the Town and From Above; |
| Tim Hopper, More Stately Mansions; |
| David Patrick Kelly, sustained excellence of performance; |
| Joseph Wiseman, I Can't Remember Anything; |
| Heather Gillespie, Mamba's Daughters; |
| Kate Valk, sustained excellence of performance; |
| Marie Mullen, The Beauty Queen of Leenane; |
| Matthew Maguire, I Don't Know Who He Was and I Don't Know What He Said; |
| Yvette Freeman, Dinah Was; |
| Adriane Lenox, Dinah Was; |
| Elizabeth Marvel, Therese Raquin and Misalliance; |
| J. Smith Cameron, As Bees in Honey Drown; |
| Brian Murray, sustained excellence of performance; |
| Joan MacIntosh, More Stately Mansions |
| Design: | Darron L. West, soundscape for Bob; |
| Mimi Jordan Sherin, lighting design for Bob |
| Special Citations: | Target Margin Theater, Mamba's Daughters; |
| David Herskovits, Thomas Cabaniss, Lenore Doxsee, Erika Belsey, David Zinn, Tim Schellenbaum, John Cameron Mitchell, Hedwig and the Angry Inch; |
| Stephen Trask, Hedwig and the Angry Inch; |
| Mark Bennett, sustained excellence of sound design; |
| Alan Johnson, sustained excellence of musical direction and pianism; |
| Karen Finley, The American Chestnut; |
| Philim McDermott, Lee Simpson, Julian Crouch, Guy Dartnell, Ben Park, and Steve Tiplady, creators of 70 Hill Lane; |
| Buzz Cohen, distinguished stage management |
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| Sustained Achievement: | Jennifer Tipton |
| Ross Wetzsteon Award: | Doug Aibel and the Vineyard Theater for sustained support of artists and creativity in the theater |
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