| SACHEM | Native American chief, a sagamore (6) |
| OYSTERBAY | Long Island village near Sagamore Hill |
| TRA | Org. instrumental in preserving Sagamore Hill |
| PONTIAC | Which make of American car was named after a city that was named after a Native American chief? (7) |
| HIAWATHA | Native American chief, subject of a Longfellow poem (8) |
| COMANCHE | Native American Chief, possessed of firm head of hair |
| ONONDAGA | Native American chief would never, never return (8) |
| GERONIMO | Celebrated Native American chief (8) |
| SAGAMORE | Chat about Italian's love for Native American chief (8) |
| POWHATAN | Native American chief; father of Pocahontas |
| SCREECH | Cry from small Native American chief (7) |
| MCGILLIVRAY | Alexander, Native American chief who completed the Treaty of New York in 1790 (11) |
| REDCLOUD | Native American chief who successfully resisted the Bozeman Trail development to the newly discovered Montana goldfields (3,5) |
| SITTINGBULL | Native American chief who led the Sioux in the Battle of the Little Bighorn (7,4) |
| KNEE | Native American chief Sitting Bull's followers were massacred in 1890 at Wounded ... |
| WHITEFANG | Novel by Jack London that features the Native American chief Grey Beaver (5,4) |
| CHOCTAW | Native American chief's first love arrested by guard taken back |
| PRINCIPAL | From the Latin for "first, chief", a headmaster/mistress; a leading actor, dancer or instrumentalist; or, one of the combatants in a duel (9) |
| EGGHEAD | Urge on the chief, a boffin through and through (7) |
| COPPERHEAD | Policeman finds chief a crawler (10) |