Paul Conrad won the Pulitzer Prize for Illustrated Reporting and Commentary (formerly Editorial Cartooning) for Pulitzer Prize for Illustrated Reporting and Commentary three times (1964, 1971, 1984).
| Year | Contest | Category | For | Sources |
|---|---|---|---|---|
| 1984 | Pulitzer Prize for Illustrated Reporting and Commentary (formerly Editorial Cartooning) | Pulitzer Prize for Illustrated Reporting and Commentary | 1 · 2 | |
| 1971 | Pulitzer Prize for Illustrated Reporting and Commentary (formerly Editorial Cartooning) | Pulitzer Prize for Illustrated Reporting and Commentary | 1 · 2 | |
| 1964 | Pulitzer Prize for Illustrated Reporting and Commentary (formerly Editorial Cartooning) | Pulitzer Prize for Illustrated Reporting and Commentary | 1 · 2 |