Awards (13)
Academy Awards
| Year | Award | Category | Cast & Crew | Result |
|---|---|---|---|---|
| 1999 | Academy of Motion Picture Arts and Sciences | Best Adapted Screenplay | Alexander Payne | Nominated |
| 1999 | Academy of Motion Picture Arts and Sciences | Best Adapted Screenplay | Jim Taylor | Nominated |
Golden Globes
| Year | Award | Category | Cast & Crew | Result |
|---|---|---|---|---|
| 1999 | Hollywood Foreign Press Association | Best Performance by an Actress in a Motion Picture - Drama | Reese Witherspoon | Nominated |
Independent Spirit Awards
| Year | Award | Category | Cast & Crew | Result |
|---|---|---|---|---|
| 1999 | Independent Spirit Awards | Best Actress | Reese Witherspoon | Nominated |
| 1999 | Independent Spirit Awards | Best Director | Alexander Payne | Won |
| 1999 | Independent Spirit Awards | Best Picture | Won | |
| 1999 | Independent Spirit Awards | Best Debut Performance | Jessica Campbell | Nominated |
| 1999 | Independent Spirit Awards | Best Screenplay | Jim Taylor | Won |
| 1999 | Independent Spirit Awards | Best Screenplay | Alexander Payne | Won |
Los Angeles Film Critics Association
| Year | Award | Category | Cast & Crew | Result |
|---|---|---|---|---|
| 1999 | Los Angeles Film Critics Association | New Generation Award | Alexander Payne | Won |
| 1999 | Los Angeles Film Critics Association | New Generation Award | Jim Taylor | Won |
National Board of Review
| Year | Award | Category | Cast & Crew | Result |
|---|---|---|---|---|
| 1999 | National Board of Review | Outstanding Indies | Won |
National Society of Film Critics
| Year | Award | Category | Cast & Crew | Result |
|---|---|---|---|---|
| 1999 | National Society of Film Critics | Best Screenplay (Runner-up) | Jim Taylor | Won |
| 1999 | National Society of Film Critics | Best Screenplay (Runner-up) | Alexander Payne | Won |
| 1999 | National Society of Film Critics | Best Actress | Reese Witherspoon | Won |
New York Film Critics Circle
| Year | Award | Category | Cast & Crew | Result |
|---|---|---|---|---|
| 1999 | New York Film Critics Circle | Best Screenplay | Jim Taylor | Won |
| 1999 | New York Film Critics Circle | Best Screenplay | Alexander Payne | Won |
Writers Guild of America
| Year | Award | Category | Cast & Crew | Result |
|---|---|---|---|---|
| 1999 | Writers Guild of America | Best Adapted Screenplay | Jim Taylor | Won |
| 1999 | Writers Guild of America | Best Adapted Screenplay | Alexander Payne | Won |
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