1998-1999 Awards
| Award | Winner(s) | Nominee(s) |
|---|---|---|
| John Gassner Playwriting Award | Margaret Edson Wit | David Marshall Grant Snakebit Diana Son Stop Kiss Chay Yew Red |
| Outstanding Actor in a Musical | Martin Short Little Me | Brent Carver Parade Jeremy Kushnier Footloose Tom Wopat Annie Get Your Gun |
| Outstanding Actor in a Play | Kevin Spacey The Iceman Cometh | Brian Dennehy Death of a Salesman Corin Redgrave Not About Nightingales Roger Rees The Uneasy Chair |
| Outstanding Actress in a Musical | Bernadette Peters Annie Get Your Gun Cathy Rigby Peter Pan | Valarie Pettiford Fosse Sara Ramirez The Gershwins’ Fascinating Rhythm |
| Outstanding Actress in a Play | Kathleen Chalfant Wit | Judi Dench Amy’s View Elizabeth Franz Death of a Salesman Swoosie Kurtz The Mineola Twins Zoe Wanamaker Electra |
| Outstanding Broadway Musical | Fosse | The Civil War Parade Swan Lake |
| Outstanding Broadway Play | Not About Nightingales | Amy’s View Closer The Weir |
| Outstanding Choreography | Matthew Bourne Swan Lake | A.C. Ciulla Footloose Rob Marshall Little Me Chet Walker, Ann Reinking Fosse |
| Outstanding Costume Design | Lez Brotherston Swan Lake | William Ivey Long The Mystery of Irma Vep Santo Loquasto Fosse Bob Crowley The Iceman Cometh |
| Outstanding Director of a Musical | Matthew Bourne Swan Lake | Richard Maltby Jr., Ann Reinking Fosse Michael Mayer You’re a Good Man, Charlie Brown Jerry Zaks The Civil War |
| Outstanding Director of a Play (The Lucille Lortel Award) | Howard Davies The Iceman Cometh | Robert Falls Death of a Salesman Patrick Marber Closer Trevor Nunn Not About Nightingales |
| Outstanding Featured Actor in a Musical | Michel Bell The Civil War | Roger Bart You’re a Good Man, Charlie Brown Gilles Chiasson The Civil War Scott Wise Fosse |
| Outstanding Featured Actor in a Play | Kevin Anderson Death of a Salesman | Tate Donovan Amy’s View Michael Emerson The Iceman Cometh Tim Pigott-Smith The Iceman Cometh |
| Outstanding Featured Actress in a Musical | Kristin Chenoweth You’re a Good Man, Charlie Brown | Cheryl Friedman The Civil War Elizabeth Parkinson Fosse |
| Outstanding Featured Actress in a Play | Claire Bloom Electra | Samantha Bond Amy’s View Kristine Nielsen Betty’s Summer Vacation Mandy Sigfried The Mineola Twins |
| Outstanding Lighting Design | Paul Gallo The Civil War | Andrew Bridge Fosse Mark Henderson The Iceman Cometh Brian MacDevitt Night Must Fall |
| Outstanding Off-Broadway Musical | A New Brain | Captains Courageous: The Musical Rollin’ on the T.O.B.A. Woody Guthrie’s American Song |
| Outstanding Off-Broadway Play | Wit | The Mineola Twins Snakebit Stop Kiss |
| Outstanding Revival of a Musical | Annie Get Your Gun Peter Pan You’re a Good Man, Charlie Brown | Little Me The Mystery of Irma Vep |
| Outstanding Revival of a Play | The Iceman Cometh | Death of a Salesman Electra |
| Outstanding Scenic Design | Richard Hoover Not About Nightingales | John Lee Beatty The Mystery of Irma Vep Bob Crowley The Iceman Cometh James Noone Night Must Fall |
| Outstanding Solo Performance | David Hare Via Dolorosa | Dan Gordon A Night in November Lisa Kron 2.5 Minute Ride James Naughton James Naughton: Street of Dreams |
| Special Awards | Natasha Richardson, Rupert Graves, Ann Friel, Ciaran Hinds Closer |
