| 100% | UNCLE | 5 | Theodore Roosevelt, to Eleanor |
| 85% | NIECE | 5 | Eleanor Roosevelt, to Theodore |
| 81% | NIECE | 5 | Eleanor, to Theodore Roosevelt |
| 65% | NIECE | 5 | Eleanor Roosevelt, to Teddy |
| 65% | NIECEINLAW | 10 | Eleanor Roosevelt, to Edith |
| 60% | SAFARI | 6 | Journey that Theodore Roosevelt went on from 1909 to 1910 |
| 49% | TRUSTBUSTER | 11 | Theodore Roosevelt's moniker |
| 49% | ROUGHRIDERS | 11 | Theodore Roosevelt's group |
| 49% | BULLMOOSE | 9 | Theodore Roosevelt follower, 1912 |
| 49% | POTOMAC | 7 | Theodore Roosevelt Island setting |
| 49% | WITHOUTSAYINGTHEWORDI | 21 | Theodore Roosevelt, who was never known as the modest type, is the only U.S. president ever to give an inaugural address ... |
| 48% | TEDDYBEAR | 9 | Theodore Roosevelt's namesake toy |
| 48% | SQUAREDEAL | 10 | Theodore Roosevelt's domestic program |
| 48% | ALICE | 5 | Mrs. Theodore Roosevelt |
| 48% | EDITH | 5 | Mrs. Theodore Roosevelt |
| 47% | OYSTERBAY | 9 | Theodore Roosevelt's Long Island home |
| 47% | HEROOFSANJUANHILL | 17 | *Nickname for Theodore Roosevelt |
| 47% | ETHEL | 5 | Daughter of Theodore Roosevelt |
| 47% | TAFT | 4 | President after Theodore Roosevelt |
| 47% | DARE | 4 | "__ mighty things": Theodore Roosevelt |
| 46% | ELIHUROOT | 9 | Theodore Roosevelt's first secretary of war |
| 46% | SAFARI | 6 | Theodore Roosevelt was on one in 1909 |
| 46% | ERA | 3 | Theodore Roosevelt ushered in a "Progressive" one |
| 46% | NEE | 3 | Eleanor Roosevelt ___ Roosevelt |
| 46% | SAGAMORE | 8 | ___ Hill, home of Theodore Roosevelt |
| 46% | MCMI | 4 | Year Theodore Roosevelt took office |
| 46% | TAFT | 4 | US president after Theodore Roosevelt |
| 45% | ANNA | 4 | ___ Eleanor Roosevelt |
| 45% | NIECE | 5 | Eleanor, to Teddy |